Modified biomass extracts

The method enhances fragrance and flavor compound extractability by converting fatty acids into esters using an immobilized lipase, addressing yield and waste issues in perfume and flavor production.

WO2025242894A1PCT designated stage Publication Date: 2025-11-27FIRMENICH SA
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Patent Information

Application Number
PCT/EP2025/064346
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-05-24
Filing Date
2025-05-23
Publication Date
2025-11-27

AI Technical Summary

Technical Problem

Existing methods for producing perfume absolutes result in low yields due to fats, oils, and waxes trapping fragrance compounds, leading to waste and inefficiency, and similar issues occur in flavoring processes.

Method used

A method involving a biomass extract with fatty acids and fragrance compounds, using an alcoholic solvent and immobilized lipase to form fatty acid esters, removing the immobilized lipase, and optionally further processing to enhance extractability and fragrance profiles.

Benefits of technology

Improves the extractability of fragrance and flavor compounds, increasing yields and reducing waste by converting fatty acids into esters, allowing for more efficient production of perfumed and flavored consumer products.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a method of modifying a biomass extract as well as a biomass extract composition obtained by said method wherein during alcohol extraction immobilized lipase is used to increase product yield and to provide esters of fatty acids, primarily ethyl esters using ethanol as extractant. The present invention further relates to a perfuming or flavoring composition comprising the modified biomass extract as well as a perfumed consumer product that comprises the modified biomass extract, or the perfuming or flavoring composition.
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Description

[0001] MODIFIED BIOMASS EXTRACTS

[0002] Technical Field

[0003] The present invention relates to a method of modifying a biomass extract as well as a biomass extract composition obtained by said method. The present invention further relates to a perfuming or flavoring composition comprising the modified biomass extract as well as a perfumed consumer product that comprises the modified biomass extract or the perfuming / flavoring composition.

[0004] Background

[0005] For the preparation of concentrated, highly aromatic perfume mixtures termed “absolutes”, several process steps have to be performed. First, plant materials are commonly extracted with a hydrocarbon solvent, such as hexane. After evaporation of the solvent, the intermediate crude product “concrete” is obtained. The concrete is then commonly further extracted with ethanol. The ethanol extract is then cooled to solidify waxes that are removed by e.g. filtering the ethanol extract. After evaporating ethanol from the filtrate, a perfume oil termed “absolute” is obtained that can be used for the preparation of perfumed consumer products.

[0006] The disadvantage with such a process is that fats, oils, and waxes being present in the concrete (plant extract) hamper the extraction of fragrance compounds from the concrete in view of the fact that fragrance compounds dissolve well in said non-polar components. Hence, the fats, oils, and waxes act as a “trap”, which leads to a decreased absolute yield. Even multiple extraction steps with ethanol may not lead to satisfactory fragrance compound yields in the absolute. This might lead to a situation, wherein fats, oils, and waxes are disposed of that may still comprise valuable fragrance compounds that could not be fully extracted.

[0007] Hence, it would be desirable to improve the current absolute production by increasing the absolute yield. This would, at the same time, allow lowering the amount waste and sideproducts associated with absolute production, which would allow a more sustainable process.

[0008] It would be also desirable to achieve the above-mentioned objectives while at the same time generating new fragrance profiles in absolute compositions.

[0009] Also during other processes that are commonly used for producing fragrance compositions such as distillation, fats, oils, and waxes may remain as side-products that may still comprise fragrance compounds that could not be effectively separated from said non-polar components. Also in said case, it would be desirable to have methods on hand to improve the yield of fragrance compounds that can then e.g. be dissolved in ethanol and be used for the preparation of perfumed consumer products.

[0010] As similar disadvantages are also observed in the flavoring industry, it would also be desirable to have a solution that could also be transferred to the food industry.

[0011] The present invention deals with the aforementioned objectives.

[0012] Summary of the invention

[0013] In a first aspect, the present invention relates to a method of modifying a biomass extract containing fatty acids and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0014] Providing a biomass extract containing fatty acids and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0015] - Applying conditions to the reaction mixture to form fatty acid esters from the fatty acids and the alcoholic solvent; and

[0016] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0017] In a second aspect, the present invention relates to a biomass extract obtainable by the method according to the invention.

[0018] In a third aspect, the present invention relates to a perfuming or flavoring composition comprising a biomass extract according to the invention; at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and optionally, at least one perfumery adjuvant.

[0019] In a fourth aspect, the present invention relates to a perfumed consumer product comprising the biomass extract according to the invention or the perfuming composition according to the invention. In a fifth aspect, the present invention relates to a flavored consumer product comprising the biomass extract according to the invention or the flavoring composition according to the invention.

[0020] Detailed

[0021] In a first aspect, the present invention relates to a method of modifying a biomass extract containing fatty acids and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0022] Providing a biomass extract containing fatty acids and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0023] - Applying conditions to the reaction mixture to form fatty acid esters from the fatty acids and the alcoholic solvent; and

[0024] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0025] Preferably, the present invention relates to a method of modifying a biomass extract containing (i) an oil, a fat, a wax, or a mixture thereof, and (ii) fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0026] Providing o a biomass extract containing (i) an oil, a fat, a wax, or a mixture thereof and (ii) fragrance and / or flavor compounds, o an alcoholic solvent, and o an immobilized lipase to form a reaction mixture;

[0027] - Applying conditions to the reaction mixture to form fatty acid esters from the oil, the fat, the wax, or the mixture thereof, and the alcoholic solvent; and

[0028] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0029] The method according to the invention relates to a method of modifying a biomass extract.

[0030] Under a “biomass”, a material derived from a living organism or biological source is meant, such as a living cell, a microbe, fungi, algae, or a plant. The biomass can be fresh or dried. The biomass can be whole plants, tissues, or organs, for example, leaves, stems, flowers, roots, etc. Other examples are fruits or seeds, etc. Under a “biomass extract”, an extract of such a biomass is understood. In a particular embodiment, the method according to the invention refers to a modification of the olfactive properties of a biomass extract.

[0031] In a particular embodiment, the method according to the invention refers to a modification of the biomass extract with respect to an improved extractability of the fragrance and / or flavor compounds. Hence, the method according to the invention improves the extractability of fragrance and / or flavor compounds from the biomass extract. As discussed above, fats and oils being present in a biomass extract hamper the extraction fragrance and / or flavor compounds. The method according to the invention overcomes said issue by converting the fatty acids into fatty acid esters. Preferably, improved extractability refers to the extraction with ethanol.

[0032] In a particular embodiment, the method according to the invention refers to a modification of the olfactive properties of a biomass extract and / or an improved extractability of fragrance and / or flavor compounds from the biomass extract.

[0033] The method according to the invention comprises the step of providing a biomass extract containing fatty acids and fragrance compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture.

[0034] In a particular embodiment, the biomass extract is obtained from solvent extraction, extraction with a supercritical fluid, extraction with carbon dioxide, extraction by steam distillation, extraction by expression or cold pressing, extraction by enfleurage, extraction by maceration and / or extraction by fractional distillation. Preferably, the biomass extract is obtained from solvent extraction, extraction with a supercritical fluid and / or extraction with carbon dioxide.

[0035] In a preferred embodiment, the biomass extract is obtained by extraction with a non-polar solvent such as a hydrocarbon solvent such as an alkane, in particular hexane. Preferably, the solvent used for extraction is removed after extraction, i.e. the biomass extract is essentially free of solvent or free of solvent, respectively.

[0036] In a preferred embodiment, the biomass extract is a biomass extract which is not soluble in ethanol at 20 °C. Preferably, the biomass extract is not soluble in ethanol at a concentration of at least 10 wt.% at 20 °C. In a particular embodiment, the biomass extract is a liquid or a solid. For example, it can be a paste or a powder.

[0037] In a particular embodiment, the biomass extract has a water content of less than 2 wt.%, preferably less than 1 wt.%, more preferably less than 0.5 wt.%. In an embodiment, the biomass extract has been dried, i.e. subjected to a drying step, to achieve the aforementioned water content.

[0038] In a particular embodiment, the biomass may be from a plant.

[0039] In a particular embodiment, the biomass can be fresh or dried.

[0040] In a particular embodiment, the biomass can be whole plants, tissues, or organs, for example, leaves, stems, flowers, roots, fruits or seeds, etc.

[0041] In a particular embodiment, the biomass is selected from the group consisting of bloom (Spartium junceum), carnation (Dianthus sp.), cassia (Acacia farnesiana), champaca (Magnolia champaca), daffodil (Narcissus jonquilla), eleagnus (Eleaegnus sp.), everlasting (Helicrysum italicum), frangipani (Plumeria sp.), gardenia (Gardenia sp.), Gardenia tahitensis, geranium (Pelargonium graveolens), hyacinth (Hyacinthus), iris (Iris sp.), jasmine (Jasminum grandifolium), jasmine sambac (Jasminum sambac), lavandin (Lavandula hybrid), lavender (Lavandula angustifolia), lily (Lilium), longoza (Hedychium sp.), magnolia (Magnolia sp.), marigold (Tagetes minuta), mimosa (Acacia dealbata), narcissus (Narcissus pseudonarcissus), orange flower (Citrus x aurantium), rose (Rosa sp.), tuberose (Agave arnica), violet (Viola sp.), ambrette, anis, star anise (lllicium verum), cardamom (Elettaria cardamomum), capsicum (Capsicum frutescens), caraway (Carum carvi), carrot (Daucus carota sativus), carob (Ceratonia silique), clove (Syzygium aromaticum), cubeb (Piper cubeba), fennel (Foeniculum vulgare), fenugreek (Trigonella foenum-graecum), ginger (Zingiber officinalis), juniper (Juniperus officinalis), nutmeg (Myristica fragrans), paprika (Capsicum annuum), patchouli (Pogostemon cablin), pepper (Piper nigrum), saffron (Crocus sativus), coffee (Coffea sp. (arabica or canephora)), cistus (Cistus ladaniferus), elderflower (Sambucus nigra), flouve (annual vernal grass, Anthoxanthum odoratum), laurel (Laurus nobilis), lentiscus (Pistacia lentiscus), liatrix (Liatris odoratissima), linden (777 / a sp.), mate (Ilex paraguariensis), tonka (Dipterix odorata), rosemary (Rosemarinus officinalis), tea (Camelia sinensis), thyme (Thymus vulgaris), tobacco (Nicotiana tabacum), vervain (Verbena officinalis), or vanilla (Vanilla sp. (planifolia or tahitensis)). Preferably, the biomass is selected from the group consisting of coffee (e.g. Coffea Arabica), orange flower (Citrus aurantium amara), rose (Rosa damascena), mimosa (Acacia dealbata), tuberose (Agave polyanthes), and any mixture thereof.

[0042] In a particular embodiment, the biomass extract has been subjected to a chemical or biotechnological step. Such a step may alter / modify the chemical composition of the biomass extract.

[0043] The biomass extract contains fatty acids. In a particular embodiment, the fatty acids are free fatty acids.

[0044] In a particular embodiment, the biomass extract has a total free fatty acid content of more than 2 wt.%, preferably more than 3 wt.%, preferably more than 5 wt.%, preferably more than 10 wt.%, preferably more than 20 wt.%, preferably more than 30 wt.%, preferably more than 40 wt.%, preferably more than 50 wt.%.

[0045] In a particular embodiment, the biomass extract has a total content of oil, fat and / or wax of more than 2 wt.%, preferably more than 3 wt.%, preferably more than 5 wt.%, preferably more than 10 wt.%, preferably more than 20 wt.%, preferably more than 30 wt.%, preferably more than 40 wt.%, preferably more than 50 wt.%.

[0046] In a preferred embodiment, the fatty acids are bound to glycerol, i.e. the biomass extract comprises monoglycerides, diglycerides, triglycerides, or any mixture thereof. Preferably, the biomass extract comprises triacylglycerides. Depending on the nature of the glycerides, the biomass extract may comprise a fat (solid at room temperature, 20 °C) and / or an oil (liquid at room temperature, 20 °C).

[0047] In a particular embodiment, the biomass extract has a total monoglycerides, diglycerides, triglycerides fatty acid content of more than 2 wt.%, preferably more than 3 wt.%, preferably more than 5 wt.%, preferably more than 10 wt.%, preferably more than 20 wt.%, preferably more than 30 wt.%, preferably more than 40 wt.%, preferably more than 50 wt.%.

[0048] Hence, in an embodiment, the present disclosure relates to a method of modifying a biomass extract containing monoglycerides, diglycerides, triglycerides, or any mixture thereof, and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0049] Providing a biomass extract containing monoglycerides, diglycerides, triglycerides, or any mixture thereof, and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture; - Applying conditions to the reaction mixture to form fatty acid esters from the monoglycerides, diglycerides, triglycerides, or any mixture thereof, and the alcoholic solvent; and

[0050] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0051] In an embodiment, the present disclosure relates to a method of modifying a biomass extract containing triglycerides and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0052] Providing a biomass extract containing triglycerides and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0053] - Applying conditions to the reaction mixture to form fatty acid esters from the triglycerides and the alcoholic solvent; and

[0054] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0055] In a preferred embodiment, the fatty acids are bound to long-chain alcohols. The long-chain alcohols may contain from 12 to 32 carbon atoms. The biomass extract may thus comprise a wax (a wax is defined as fatty acids bound to long-chain alcohols).

[0056] In a particular embodiment, the biomass extract has a total long-chain alcohols fatty acid content of more than 2 wt.%, preferably more than 3 wt.%, preferably more than 5 wt.%, preferably more than 10 wt.%, preferably more than 20 wt.%, preferably more than 30 wt.%, preferably more than 40 wt.%, preferably more than 50 wt.%.

[0057] Hence, in an embodiment, the present disclosure relates to a method of modifying a biomass extract containing a wax and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0058] Providing a biomass extract containing wax and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0059] - Applying conditions to the reaction mixture to form fatty acid esters from the wax and the alcoholic solvent; and

[0060] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract. In a preferred embodiment, the biomass extract comprises fatty acids bound to glycerol, fatty acids bound to long-chain alcohols, or any mixture thereof. The fatty acids bound to glycerine and the fatty acids bound to long-chain alcohols are as defined above. The biomass extract may thus comprise an oil, a fat, a wax, or any mixture thereof.

[0061] Hence, in an embodiment, the present disclosure relates to a method of modifying a biomass extract containing fatty acids bound to glycerol, fatty acids bound to long-chain alcohols, or any mixture thereof, and fragrance and / or flavor compounds, wherein the method comprises the steps of:

[0062] Providing a biomass extract containing fatty acids bound to glycerol, fatty acids bound to long-chain alcohols, or any mixture thereof, and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0063] - Applying conditions to the reaction mixture to form fatty acid esters from the fatty acids bound to glycerol, fatty acids bound to long-chain alcohols, or any mixture thereof, and the alcoholic solvent; and

[0064] Removing the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

[0065] In a particular embodiment, the biomass extract comprises free fatty acids, fatty acids bound to glycerol, fatty acids bound to long-chain alcohols, or any mixture thereof.

[0066] In case the fatty acids are bound to glycerol or bound to long-chain alcohols, the lipase treatment step in the presence of the alcoholic solvent represents an interesterification step, wherein at least part of the fatty acids originally bound to glycerol / long-chain alcohols are connected to the alcoholic solvent thereby forming new fatty acid ester bonds. This has the advantage that the formation of new fatty acid ester bonds occurs within one method step instead of two method steps (first, cleavage of ester bonds to produce free fatty acids and second, formation of new fatty acid ester bonds). This also significantly reduces the required time to conduct the method according to the invention. Hence, the method according to the invention can be performed within less than 24 hours, preferably within less than 14 hours.

[0067] Hence, in a particular embodiment, the step of applying conditions to the reaction mixture to form fatty acid esters from the fatty acids and the alcoholic solvent represents an interesterification step. In a particular embodiment, the biomass extract comprises fatty acids (in form of free fatty acids and / or fatty acids bound to glycerol and / or fatty acids bound to long-chain alcohols, preferably a mixture of free fatty acids, fatty acids bound to glycerol and fatty acids bound to long-chain alcohols) in an amount of at least 3 wt.%, particularly at least 5 wt.%, particularly at least 10 wt.%, particularly at least 20 wt.%, based on the total dry weight of the biomass extract.

[0068] In a particular embodiment, the biomass extract comprises fatty acids (in form of free fatty acids and / or fatty acids bound to glycerol and / or fatty acids bound to long-chain alcohols, preferably a mixture of free fatty acids, fatty acids bound to glycerol and fatty acids bound to long-chain alcohols) in an amount of not more than 97 wt.%, particularly not more than 80 wt.%, particularly not more than 60 wt.%.

[0069] In a particular embodiment, the biomass extract comprises fatty acids in an amount of from 3 wt.% to 97 wt.%, based on the total dry weight of the biomass extract.

[0070] In a particular embodiment, the biomass extract comprises fatty acids in an amount of from 5 wt.% to 97 wt.%, based on the total dry weight of the biomass extract.

[0071] In a particular embodiment, the biomass extract comprises fatty acids in an amount of from 10 wt.% to 80 wt.%, based on the total dry weight of the biomass extract.

[0072] In a particular embodiment, the biomass extract comprises fatty acids in an amount of from 20 wt.% to 60 wt.%, based on the total dry weight of the biomass extract.

[0073] In a particular embodiment, the biomass extract comprises unsaturated fatty acids, preferably having a carbon number of from 12 to 54, more preferably having a carbon number of from 12 to 18. In an embodiment, the ratio of saturated to unsaturated fatty acids is from 1 :100 to 100:1. In another embodiment, the ratio of saturated to unsaturated fatty acids is from 1 :10 to 10:1.

[0074] In a particular embodiment, the biomass extract is a fragrance concrete or the wax portion of a fragrance absolute (co-product of absolute manufacturing). In case the biomass extract is a fragrance concrete, the method according to the invention can be part of a method for preparing a perfume absolute. Such a method for preparing a perfume absolute may comprise the further step of removing the alcoholic solvent from the modified biomass extract to obtain the absolute. Hence, the present disclosure also relates to a method for preparing a perfume absolute comprising the steps of:

[0075] Extracting biomass, preferably with a hydrocarbon solvent, to obtain a perfume concrete that comprises fatty acids and fragrance and / or flavor compounds;

[0076] Mixing the concrete with an alcoholic solvent and an immobilized lipase to form a reaction mixture;

[0077] Removing the immobilized lipase from the reaction mixture;

[0078] Removing the alcoholic solvent from the reaction mixture, preferably by evaporation, to obtain a perfume absolute.

[0079] All embodiments as given above also apply to said method for preparing a perfume absolute.

[0080] In a particular embodiment, the biomass extract is a coffee extract obtained by extraction with supercritical carbon dioxide. The coffee extract may comprise a fatty oil.

[0081] In a particular embodiment, the biomass extract is an orange flower extract. The orange flower extract may comprise a wax.

[0082] In a particular embodiment, the biomass extract is a rose extract. The rose extract may comprise a wax.

[0083] In a particular embodiment, the biomass extract is a mimosa extract. The mimosa extract may comprise a fatty oil.

[0084] In a particular embodiment, the biomass extract is a tuberose extract. The tuberose extract may comprise a wax or a fatty oil.

[0085] In a particular embodiment, the biomass extract is a Jasmine sambac extract. The Jasmine sambac may comprise a wax or a fatty oil.

[0086] In a particular embodiment, the biomass extract is a tiare flower (i.e. Gardenia tahitensis) extract. The tiare flower extract may comprise a wax or a fatty oil.

[0087] In a particular embodiment, the biomass extract is a violet leaf extract. The violet leaf extract may comprise a wax or a fatty oil. In a particular embodiment, the biomass extract is selected from the group consisting of orange flower extract, rose extract, mimosa extract, tuberose extract, Jasmine sambac extract, tiare flower extract, violet leaf extract and any mixture thereof.

[0088] The biomass extract further comprises fragrance compounds.

[0089] A “fragrance compound” is a compound, which is used as an active ingredient in perfume preparations or compositions in order to impart a hedonic effect; i.e. it is used for the primary purpose of conferring or modulating a pleasant odor. In other words, a compound to be considered as being a perfume compound must be recognized by a skilled person in the art of perfumery as being able to impart or modify the odor of a composition in a positive or pleasant way, and not just as having an odor. In general terms, fragrance compounds belong to chemical classes as varied as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, thiols, terpenoids, nitrogenous or sulphureous heterocyclic compounds.

[0090] Fragrance compounds are liquids or solids at ambient conditions and have a measurable vapor pressure at 25 °C. These materials typically have a vapor pressure greater than about 0.0000001 mmHg, alternatively from about 0.02 mmHg to about 20 mmHg, and typically an average boiling point less than about 250 °C, alternatively an average boiling point less than about 235 °C or less than about 220 °C. Typically, fragrance compounds show a molecular weight in the range of 40-500 Daltons, preferably 50 to 350 Dalton.

[0091] The nature of the fragrance compounds in the biomass extract depends on the biomass that has been extracted. Many fragrance compounds are listed in reference texts such as in the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, N.J., USA, or its more recent versions, or in other works of similar nature such as Fenaroli’s Handbook of Flavor Ingredients, 1975, CRC Press or Synthetic Food Adjuncts, 1947, by M.B. Jacobs, can Nostrand Co., Inc. Fragrance compounds are also described in Y.R. Naves, Technologie et chimie des parfums naturels, 1974, Masson Ed, Paris.

[0092] In a particular embodiment, the biomass extract comprises one or more fragrance compounds selected from the group consisting of 2-furfural, 3-methylbutyric acid, furfuryl alcohol, gammabutyrolactone, 2,5-dimethyl pyrazine, 5-methyl furfural, furfuryl acetate, nussol, 2-acetyl pyrrole, maltol, 4-vinyl guaiacol, limonene, (E)-p-ocimene, linalool, 2-phenylethyl alcohol, benzyl cyanide, a-terpineol, geraniol, linalyl acetate, indole, methyl anthranilate, neryl acetate, geranyl acetate, (E)-nerolidol, (E,E)-farnesol, citronellol, nerol, 2-phenylethyl acetate, eugenol, geranic acid, methyl eugenol, tyrosol (4-hydroxyphenethylol), eucalyptol, methyl benzoate, ethyl benzoate, methyl salicylate, (E)-isoeugenol, (Z)-jasmin lactone, 8-decalactone, (E)- methyl isoeugenol, and (E,E)-farnesol.

[0093] In a particular embodiment, the biomass extract comprises one or more fragrance compounds selected from Table 1 as given below.

[0094] In a particular embodiment, the biomass extract comprises one or more fragrance compounds selected from Table 2 as given below.

[0095] In a particular embodiment, the biomass extract comprises one or more fragrance compounds selected from any of Tables 5 to 10 as given below.

[0096] In a particular embodiment, the biomass extract comprises at least 0.0001 wt.% of terpene derivatives, particularly at least 5 wt.%, particularly at least 10 wt.%, particularly at least 20 wt.%.

[0097] In a particular embodiment, the biomass extract comprises not more than 85 wt.% of terpene derivatives, particularly not more than 60 wt.%, particularly not more than 50 wt.%, particularly not more than 20 wt.%.

[0098] In a particular embodiment, the biomass extract comprises from 0.0001 to 85 wt.% of terpene derivatives, alternatively, from 10 to 60 wt.%, alternatively from 20-50 wt.%, alternatively from 5-20 wt.%.

[0099] By the term “flavor compound” it is herein understood a compound that imparts, improves or modifies the organoleptic properties of an edible composition, in particular its flavor and / or taste. Flavoring ingredients are well known to a person skilled in the art and their nature does not warrant a detailed description here, which in any case would not be exhaustive, the skilled flavorist being able to identify them on the basis of his or her general knowledge.

[0100] The reaction mixture comprises an alcoholic solvent next to the biomass extract and the immobilized lipase.

[0101] In a particular embodiment, the alcoholic solvent is selected from the group consisting of methanol, ethanol, propanol, butanol, pentanol, hexanol, and any mixture thereof. Preferably, the alcoholic solvent is ethanol. In a particular embodiment, the alcoholic solvent is an anhydrous alcoholic solvent.

[0102] In a particular embodiment, the alcoholic solvent is a highly pure alcoholic solvent such as e.g. absolute ethanol or Ethanol 100.

[0103] In a particular embodiment, the reaction mixture shows a weight ratio of from 1 :0.1 to 1 :20, preferably from 1 :1 to 1 :5 of biomass extract to alcoholic solvent.

[0104] In a particular embodiment, the reaction mixture comprises a further solvent next to the alcoholic solvent. The further solvent can be a non-polar solvent such as cyclohexane. Hence, in an embodiment, a reaction mixture is formed by providing a biomass extract containing fatty acids and fragrance compounds, an alcoholic solvent, a non-polar solvent (preferably cyclohexane), and an immobilized lipase. The further use of a non-polar solvent such as cyclohexane is particularly preferred in case the biomass extract contains a wax.

[0105] In a particular embodiment, the alcoholic solvent is the only solvent in the reaction mixture.

[0106] The reaction mixture comprises an immobilized lipase. The advantage of an immobilized lipase is that it can be removed after the reaction step, e.g. by filtration, and reused. Further, the method is accelerated in that adaptions that are typically required in case of the use of nonimmobilized lipase can be omitted.

[0107] In a particular embodiment, the immobilized lipase is an immobilized esterase, preferably an immobilized interesterase. As an example, the lipase can be NOVOZYME 435, Lipozyme® 1 LTM, Lipozyme® RM IM, or any other suitable immobilized lipase. NOVOZYME 435 relates to lipase from Candida antarctica which is immobilized on a resin, such as Lewatit VP OC 1600. The lipase can also be immobilized lipase Addzyme CalB 191G from Aspergillus niger, or lipase immobilized on Immobead 150 from Thermomyces lanuginosus, or lipase immobilized on Immobead 150 from Rhizomucor miehei.

[0108] In a particular embodiment, the lipase is selected from the group consisting of a lipase from Candida antarctica, a lipase from Aspergillus niger, a lipase from Thermomyces lanuginosus, a lipase from Rhizomucor miehei, and any mixture thereof.

[0109] In a particular embodiment, the lipase is selected from the group consisting of Novozym 435 lipase, Addzyme CalB 191G lipase, SIGMA 76546, SIGMA 52001 , and any mixture thereof. In a preferred embodiment, the immobilized lipase is NOVOZYME 435, Addzyme CalB 191G, or a mixture thereof. Preferably, the immobilized lipase is NOVOZYME 435.

[0110] Immobilization of the immobilized lipase may be achieved through adsorption, covalent binding, entrapment, encapsulation, or cross-linking onto or within a solid support material. Suitable support materials include, but are not limited to, natural or synthetic polymers (e.g., agarose, alginate, homo- or copolymers of acrylamide, styrene, (meth)acrylate, divnylbenzene, etc.), inorganic carriers (e.g., silica, glass beads, zeolites), or hybrid materials.

[0111] In a particular embodiment, the immobilized lipase is present in the reaction mixture in an amount of less than 50.0 wt.%, preferably less than 10 wt.%, even more preferably less than 5 wt.%, yet more preferably less than 2 wt.%, based on the total weight of the reaction mixture.

[0112] In a particular embodiment, the immobilized lipase is present in the reaction mixture in an amount of from 0.1 wt.% to 50 wt.%, based on the total weight of the reaction mixture, preferably in an amount of from 1 wt.% to 10 wt.%, more preferably from 1 wt.% to 5 wt.%.

[0113] In case the lipase is NOVOZYME 435, equal to or less than 1 wt.% of lipase, based on the total weight of the reaction mixture, can be used. In case the lipase is Lipozyme® 1 LTM, equal to or less than 10 wt.% of lipase, based on the total weight of the reaction mixture, can be used.

[0114] The method according to the invention comprises the step of applying conditions to the reaction mixture to form fatty acid esters from the fatty acids and the alcoholic solvent. A skilled person is aware of suitable reaction conditions to form (new) fatty acid esters from the fatty acids and the alcoholic solvent in the presence of the lipase. The fatty acid esters that are formed during said method step are soluble in ethanol and can thus be part of the absolute fraction during absolute production. Moreover, as explained above, fragrance and / or flavor compounds being present in the biomass extract are not retained anymore by fats, oils, or waxes, which allows a more efficient extraction of fragrance and / or flavor compounds.

[0115] In a particular embodiment, said reaction step is performed at a temperature of from 35 °C to 70 °C.

[0116] In a particular embodiment, said reaction step is performed at a temperature of from 20 °C to 80 °C, preferably from 40 °C to 60 °C, more preferably at 50 °C. In a particular embodiment, said reaction step is performed under stirring, preferably at a stirring speed of from 1 to 1000 rpm, more preferably from 100 to 300 rpm, most preferably 200 rpm.

[0117] In a particular embodiment, the method according to the invention comprises a further purification step. Preferably, the purification step comprises cold filtration and / or decanting. In case cold filtration is applied, it is preferably applied at a temperature of from -15 °C to 0 °C. Filtration can also be applied more than once, e.g. two cold filtration steps can be performed in a row. The purification step in particular serves to remove residual waxes from the treated biomass extract.

[0118] In a particular embodiment, the method according to the invention comprises a further step of removing the alcoholic solvent by evaporation. This step can be conducted once the lipase reaction took place and optional purification steps have been performed. The evaporation conditions to be used depend on the nature of the alcoholic solvent, which lies within the common general knowledge of a skilled person. The evaporation may also be conducted under reduced pressure, which allows for the use of lower evaporation temperatures. For example, in case of ethanol, evaporation may be performed at a temperature of from 55 to 60 °C and a pressure of 250 mbar.

[0119] In a particular embodiment, the method according to the invention comprises one or more posttreatment step(s).

[0120] In a particular embodiment, post-treatment step(s) may alter, improve and / or enhance the olfactory profile, visual appearance, and / or stability of the obtained biomass extract. The posttreatment step(s) may involve physical, chemical, and / or thermal operations tailored to remove undesired components such as off-odor substances, acidic or polar residues, and pigments.

[0121] In a particular embodiment, the post-treatment step may include a step of bringing the mixture in contact with an adsorbent material (e.g. activated charcoal, activated alumina, silica gel, bentonite clay, diatomaceous earth, ion-exchange resins, zeolites, or synthetic porous polymers (e.g., styrene-divinylbenzene copolymers), preferably activated charcoal) under moderate temperature conditions (e.g., 25 °C to 40 °C, preferably 27°C to 35°C) , followed by solid-liquid separation (e.g. filtration, decantation, centrifugation, or membrane-based separation (e.g., microfiltration), preferably filtration). This post treatment step may facilitate attenuation of burnt, amine, and / or other undesirable notes and / or optionally a partial or full decolorization of the mixture. In a particular embodiment, the post-treatment step may include a step of bringing the mixture in contact with a pH-modifying agent, such as a base. In a particular embodiment, the base may be an alkali or alkaline earth metal salts of weak acids, such as sodium carbonate, potassium bicarbonate, sodium carbonate, potassium carbonate, calcium carbonate, magnesium carbonate, or magnesium hydroxide, preferably sodium bicarbonate. The treatment may be performed at a temperature between 25 °C and 40 °C, preferably 27°C to 35°C, followed by separation of insoluble materials such as filtration, decantation, centrifugation, or membrane-based separation (e.g., microfiltration), preferably filtration. This post treatment step may facilitate neutralization of acidic constituents contributing to harsh or sour olfactory notes.

[0122] In a particular embodiment, the post-treatment step may include a step of aqueous washing or phase separation techniques. In a particular embodiment, the mixture may be mixed with water or an aqueous solution. The resulting mixture may be heated (e.g., between 40 °C and 60 °C). The resulting mixture (with or without heating) may be allowed to settle and thereafter the desired phase is collected and optionally treatment by solid-liquid separation (e.g. filtration, decantation, centrifugation, or membrane-based separation (e.g., microfiltration), preferably filtration). This post-treatment may facilitate removal of hydrophilic impurities such as glycerol and / or may improve the visual clarity of the extract.

[0123] In a particular embodiment, the post-treatment step may include a step of subjected the mixture to molecular distillation under high vacuum (e.g., more than 0.001 mbar, preferably 0.001 to 10 mbar) and elevated temperature conditions (e.g., 60°C to 200°C, preferably 100 °C to 130 °C). This post-treatment step may facilitate fragrance compositions having good color stability.

[0124] The post-treatment steps may be used alone or in combination and may result in yields ranging from approximately 50% to 100%.

[0125] Another aspect of the present invention relates to a biomass extract obtainable by the method according to the invention.

[0126] In a particular embodiment, the biomass extract has a water content of less than 2 wt.%, preferably less than 1 wt.%, more preferably less than 0.5 wt.%.

[0127] In a particular embodiment, the biomass extract is essentially free of solvent. In a particular embodiment, the biomass extract is free of solvent.

[0128] In a preferred embodiment, the biomass extract is a fragrance composition.

[0129] In a particular embodiment, the biomass extract is an absolute.

[0130] In a particular embodiment, the biomass extract comprises fatty acid esters, preferably ethyl fatty acid esters, in an amount of at least 3 wt.%, preferably in an amount of at least 5 wt.%, based on the total biomass extract. Alternatively, the biomass extract comprises fatty acid esters, preferably ethyl fatty acid esters, in an amount of at least 30 wt.%, preferably in an amount of at least 40 wt.%, based on the total biomass extract.

[0131] In a particular embodiment, the biomass extract comprises fatty acid esters in an amount of from 3 wt.% to 10 wt.% or in an amount of from 40 wt.% to 60 wt.%.

[0132] In a particular embodiment, the biomass extract comprises fatty acid esters, preferably ethyl fatty acid esters, in an amount of from 3 wt.% to 60 wt.%.

[0133] In a particular embodiment, the biomass extract comprises fatty acid esters, preferably ethyl fatty acid esters, in an amount of from 10 wt.% to 60 wt.%.

[0134] In a particular embodiment, the biomass extract comprises one or more compounds selected from the group consisting of: In a particular embodiment, the biomass extract comprises all of the aforementioned compounds. The biomass extract may also only comprise one of the aforementioned compounds.

[0135] In a particular embodiment, the biomass extract comprises ethyl myristate. In a particular embodiment, the biomass extract comprises ethyl palmitate. In a particular embodiment, the biomass extract comprises ethyl linoleate. In a particular embodiment, the biomass extract comprises ethyl linolenate. In a particular embodiment, the biomass extract comprises ethyl oleate. In a particular embodiment, the biomass extract comprises ethyl stearate.

[0136] In a particular embodiment, the biomass extract comprises one or more compounds selected from the group consisting of:

[0137] In a particular embodiment, the biomass extract comprises all of the aforementioned compounds. The biomass extract may also only comprise one of the aforementioned compounds.

[0138] In a particular embodiment, the biomass extract comprises one or more compounds selected from the group consisting of: In a particular embodiment, the biomass extract comprises all of the aforementioned compounds. The biomass extract may also only comprise one of the aforementioned compounds.

[0139] In a particular embodiment, the biomass extract comprises one or more compounds selected from the group consisting of:

[0140] In a particular embodiment, the biomass extract comprises all of the aforementioned compounds. The biomass extract may also only comprise one of the aforementioned compounds.

[0141] In a particular embodiment, the biomass extract comprises one or more compounds selected from the group consisting of:

[0142] In a particular embodiment, the biomass extract comprises all of the aforementioned compounds. The biomass extract may also only comprise one of the aforementioned compounds.

[0143] In a particular embodiment, the biomass extract is soluble in ethanol at 20 °C. Preferably, the biomass extract is soluble in ethanol at a concentration of at least 10 wt.% at 20 °C.

[0144] Another aspect of the present invention relates to a perfuming composition comprising a biomass extract as defined above; at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and optionally, at least one perfumery adjuvant.

[0145] In a particular embodiment, the perfuming composition comprises a perfumery carrier.

[0146] By “perfumery carrier” it is meant here a material which is practically neutral from a perfumery point of view, i.e. that does not significantly alter the organoleptic properties of perfuming ingredients. Said carrier may be a liquid or a solid.

[0147] As liquid carrier one may cite, as non-limiting examples, an emulsifying system, i.e. a solvent and a surfactant system, or a solvent commonly used in perfumery. A detailed description of the nature and type of solvents commonly used in perfumery cannot be exhaustive. However, one can cite as non-limiting examples, solvents such as butylene or propylene glycol, glycerol, dipropyleneglycol and its monoether, 1 ,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate 1 ,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethano, tri-ethyl citrate or mixtures thereof, which are the most commonly used. Other suitable perfumery carriers than those previously specified, can be also ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (origin: Exxon Chemical) or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (origin: Dow Chemical Company), or hydrogenated castors oils such as those known under the trademark Cremophor® RH 40 (origin: BASF).

[0148] Solid carrier is meant to designate a material to which the perfumed composition or some element of the perfumed composition can be chemically or physically bound. In general, such solid carriers are employed either to stabilize the composition, or to control the rate of evaporation of the compositions or of some ingredients. The use of solid carrier is of current use in the art and a person skilled in the art knows how to reach the desired effect. However, by way of non-limiting example of solid carriers, one may cite absorbing gums or polymers or inorganic material, such as porous polymers, cyclodextrins, wood based materials, organic or inorganic gels, clays, gypsum talc or zeolites.

[0149] As other non-limiting examples of solid carriers, one may cite encapsulating materials. Examples of such materials may comprise wall-forming and plasticizing materials, such as mono, di- or trisaccharides, natural or modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetates, polyvinylalcohols, proteins or pectins, or yet the materials cited in reference texts such as H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitat, Behr's Verlag GmbH & Co., Hamburg, 1996. The encapsulation is a well-known process to a person skilled in the art, and may be performed, for instance, by using techniques such as spraydrying, agglomeration or yet extrusion; or consists of a coating encapsulation, including coacervation and complex coacervation technique.

[0150] As non-limiting examples of solid carriers, one may cite in particular the core-shell capsules with resins of aminoplast, polyamide, polyester, polyurea or polyurethane type or a mixture thereof (all of said resins are well known to a person skilled in the art) using techniques like phase separation process induced by polymerization, interfacial polymerization, coacervation or altogether (all of said techniques have been described in the prior art), optionally in the presence of a polymeric stabilizer or of a cationic copolymer.

[0151] Resins may be produced by the polycondensation of an aldehyde (e.g. formaldehyde, 2,2- dimethoxyethanal, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof) with an amine such as urea, benzoguanamine, glycoluryl, melamine, methylol melamine, methylated methylol melamine, guanazole and the like, as well as mixtures thereof. Alternatively, one may use preformed resins alkylolated polyamines such as those commercially available under the trademark Urac® (origin: Cytec Technology Corp.), Cy mel® (origin: Cytec Technology Corp.), Urecoll® or Luracoll® (origin: BASF).

[0152] Others resins one are the ones produced by the polycondensation of an a polyol, like glycerol, and a polyisocyanate, like a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate or xylene diisocyanate or a Biuret of hexamethylene diisocyanate or a trimer of xylene diisocyanate with trimethylolpropane (known with the tradename of Takenate®, origin: Mitsui Chemicals), among which a trimer of xylene diisocyanate with trimethylolpropane and a Biuret of hexamethylene diisocyanate.

[0153] In a particular embodiment, the perfuming composition comprises a perfumery adjuvant.

[0154] The term “perfumery adjuvant” is understood as an ingredient capable of imparting additional added benefit such as a color, a particular light resistance, chemical stability and etc. A detailed description of the nature and type of adjuvant commonly used in perfuming bases cannot be exhaustive, but it has to be mentioned that the ingredients are well known to a person skilled in the art. However, one may cite as specific non-limiting examples the following: viscosity agents (e.g. surfactants, thickeners, gelling and / or rheology modifiers), stabilizing agents (e.g. preservatives, antioxidants, heat / light and or buffers or chelating agents, such as BHT), coloring agents (e.g. dyes and / or pigments), preservatives (e.g. antibacterial or antimicrobial or antifungal or anti-irritant agents), abrasives, skin cooling agents, fixatives, insect repellants, ointments, vitamins and mixture thereof. By “fixative” also called “modulator”, it is understood here an agent having the capacity to affect the manner in which the odour, and in particular the evaporation rate and intensity, of the compositions incorporating said modulator can be perceived by an observer or user thereof, over time, as compared to the same perception in the absence of the modulator. In particular, the modulator allows prolonging the time during which their fragrance is perceived. Non-limiting examples of suitable modulators may include methyl glucoside polyol; ethyl glucoside polyol; propyl glucoside polyol; isocetyl alcohol; PPG- 3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, hyaluronic acid disaccharide sodium salt, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ethers; isoceteth-5; isoceteth-7, isoceteth-10; isoceteth-12; isoceteth-15; isoceteth-20; isoceteth-25; isoceteth-30; disodium lauroamphodipropionate; hexaethylene glycol monododecyl ether; and their mixtures; neopentyl glycol diisononanoate; cetearyl ethyl hexanoate; panthenol ethyl ether, DL- panthenol, N-hexadecyl n-nonanoate, noctadecyl n-nonanoate, a profragrance, cyclodextrin, an encapsulation, and a combination thereof.

[0155] Another aspect of the present invention relates to a flavoring composition comprising a biomass extract as defined above; at least one ingredient selected from the group consisting of a flavoring carrier and a flavoring base; and optionally, at least one flavoring adjuvant.

[0156] The flavoring carrier and flavoring adjuvant can be as described above for the perfume carrier and perfume adjuvant, respectively.

[0157] Another aspect of the present invention relates to a perfumed consumer product comprising a biomass extract as defined above or a perfuming composition as defined above.

[0158] Another aspect of the present invention relates to a flavored consumer product comprising a biomass extract as defined above or a flavoring composition as defined above.

[0159] In a particular embodiment, the perfumed consumer product is a perfume, a fabric care product, a body-care product, a cosmetic preparation, a skin-care product, an air care product or a home care product. In a particular embodiment, the perfumed consumer product is a fine perfume, a splash or eau de parfum, a cologne, a shave or after-shave lotion, a liquid or solid detergent optionally in the form of a pod or tablet, a fabric softener, a fabric rinse, a liquid or solid scent booster, a dryer sheet, a fabric refresher, an ironing water, a paper, a bleach, a carpet cleaner, a curtain-care product, a shampoo, a leave-on or rinse-off hair conditioner, a coloring preparation, a colorcare product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, skin cream or lotion, a vanishing cream, a deodorant or antiperspirant, a hair remover, a tanning or sun or after sun product, a nail product, a skin cleansing, a makeup, a perfumed soap, a shower or bath mousse, oil or gel, a foot / hand care product, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a mold remover, a furnisher care, a wipe, a dish detergent or hard-surface detergent, a leather care product, a car care product.

[0160] In a particular embodiment, the flavored consumer product is a food product or a beverage.

[0161] In a particular embodiment, the flavored consumer product can be one of the following examples:

[0162] • Baked goods (e.g. bread, dry biscuits, cakes, other baked goods),

[0163] • Cereal products (e.g. breakfast cereals, pre-cooked ready-made rice products, rice flour products, millet and sorghum products, raw or pre-cooked noodles and pasta products),

[0164] • Milk products (e.g. fresh cheese, soft cheese, hard cheese, milk drinks, whey, butter, partially or wholly hydrolysed milk protein-containing products, fermented milk products, condensed milk and analogues),

[0165] • Dairy based products (e.g. fruit or flavoured yoghurt, ice cream, fruit ices, frozen desserts)

[0166] • Dairy analogues (imitation dairy products) containing non-dairy ingredients (plantbased proteins, vegetable fats),

[0167] • Confectionary products (e.g. chewing gum, hard and soft candy),

[0168] • Chocolate and compound coatings,

[0169] • Products based on fat and oil or emulsions thereof (e.g. mayonnaise, spreads, margarines, shortenings, remoulade, dressings, spice preparations),

[0170] • Spiced, marinated or processed fish products (e.g. fish sausage, surimi),

[0171] • Eggs or egg products (dried egg, egg white, egg yolk, custard),

[0172] • Desserts (e.g. gelatins and puddings), • Products made of soya protein or other soya bean fractions (e.g. soya milk and products made therefrom, soya lecithin-containing preparations, fermented products such as tofu or tempeh or products manufactured therefrom, soya sauces),

[0173] • Vegetable preparations (e.g. ketchup, sauces, processed and reconstituted vegetables, dried vegetables, deep frozen vegetables, pre-cooked vegetables, vegetables pickled in vinegar, vegetable concentrates or pastes, cooked vegetables, potato preparations),

[0174] • Spices or spice preparations (e.g. mustard preparations, horseradish preparations), spice mixtures and, in particular seasonings which are used, for example, in the field of snacks.

[0175] • Snack articles (e.g. baked or fried potato crisps or potato dough products, bread dough products, extrudates based on maize, rice or ground nuts),

[0176] • Ready dishes (e.g. instant noodles, rice, pasta, pizza, tortillas, wraps) and soups and broths (e.g. stock, savory cube, dried soups, instant soups, pre-cooked soups, retorted soups), sauces (instant sauces, dried sauces, ready-made sauces, gravies, sweet sauces).

[0177] • Extended meat products (e.g. meat patties, sausages, chili, Salisbury steaks, pizza toppings, meatballs, ground meat, bolognas, chicken nuggets, pork frankfurters, beef).

[0178] Examples

[0179] Example 1

[0180] Coffee powder has been extracted with supercritical carbon dioxide to give a coffee extract. In view of the presence of fats in the extract, said extract was not soluble in ethanol.

[0181] Process according to the invention

[0182] In a first step, 50.3 g of the coffee extract was mixed with 0.25 L of ethanol (99.9% pure) under stirring at 40 °C. Then 2 g of NOVOZYME 435 was added (4 wt.%). This mixture was stirred for 6 hours at 55 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with a mixture of ethanol (99.9%) and could be reused.

[0183] The ethanolic filtrates were then transferred into a decanter. Some remaining insoluble part (the heavy phase) was removed thereby. The clear ethanolic phase was then filtered and concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain

[0184] 57.3 g of final extract. The yield was 113.9 wt.% based on the used amount of original coffee extract. The alcohol content (ethanol) in the treated extract was less than 2 wt.%. The treated extract was soluble at 10 wt.% in ethanol (96%) at 20 °C.

[0185] Comparative process

[0186] A comparison was made with a traditional process for defatting of the original coffee extract. For comparative purposes, the same amount of original coffee extract as given above was defatted by ethanolic washing and decantation (ratio extract / ethanol was 1 :10), i.e. the original coffee extract was extracted with ethanol in order to separate the insoluble coffee fats. After extraction with ethanol and evaporation of the extraction solvent (ethanol), a yield of 22 wt.% was obtained in view of the fact that the original coffee extract contained about 88 wt.% of fats.

[0187] Hence, the method according to the invention lead to a five times higher yield of ethanol soluble extract.

[0188] Table 1 shows compounds and their amounts being present in the extract prepared by the method according to the invention as well as in the extract prepared by the comparative method. The amounts have been determined by gas-chromatography.

[0189] Table 1. Compounds and their amounts in the treated coffee extracts

[0190] From Table 1 , it can be observed that the method according to the invention significantly increased the amounts of ethanol soluble ethyl fatty acid esters, in particular that of ethyl palmitate and ethyl linoleate. Hence, by the conversion of bound fatty acids to fatty acid ethyl esters, the method according to the invention allowed to significantly increase the yield of ethanol soluble compounds.

[0191] Example 2

[0192] Process according to the invention (treatment of orange flower waxes)

[0193] Orange flower waxes were collected as side-products of the production of orange flower absolute.

[0194] In a first step, 1 kg of ethanol (99.9% pure) was slowly added to 200 g of orange flower waxes under stirring at 40 °C .Then 2 g of NOVOZYME 435 was added (1 wt.%). This mixture was stirred for 14 hours at 45 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with ethanol (99.9%) and could be reused.

[0195] The ethanolic filtrates were cooled down to 0 °C and then filtered to remove insoluble waxes. A further cooling step to -5°C with subseguent filtration was applied afterwards to remove residual insoluble waxes.

[0196] The clear ethanolic phase was then concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 25 g of final product. The yield was 12.5 wt.% based on the used amount of original Orange flower waxes. The final product was soluble at 10 wt.% in ethanol (96%) at 20 °C. It was an ambered-brown viscous liguid with a pleasant orange flower scent. Comparative process (production of orange flower absolute)

[0197] Fresh orange flowers were extracted with hexane to obtain orange flower concrete after evaporation of the solvent. Then, 100 g of orange flower concrete was melted at 50 °C and mixed in a beaker with 1 liter of warm ethanol (96%). This mixture was stirred for one hour at 50 °C. Then it was cooled down to 20 °C and filtered (removal of solid cold waxes). The filtrate was then cooled down to 0 °C and residual waxes were precipitating. The solid part (waxes) was again extracted with one liter of ethanol (96%) at 50 °C to obtain a second ethanolic extract. The second ethanolic extract was again cooled twice (0 °C and -5 °C, respectively) and filtered. The combined ethanolic filtrates were then concentrated under vacuum to obtain a liquid orange flower absolute, which was ethanol soluble. The yield of absolute was 58 wt.% based on the originally applied concrete.

[0198] Process according to the invention (production of orange flower absolute)

[0199] In a first step, 100 g of orange flower concrete (obtained as described above) was mixed with 500 g of ethanol (99.9% pure) under stirring at 40°C .Then 1 g of NOVOZYME 435 was added (1 wt.%). This mixture was stirred for 14 hours at 45 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with a mixture of ethanol (99.9%) and could be reused.

[0200] The ethanolic filtrates were then cooled down to 0 °C and filtered to remove the insoluble waxes. The ethanolic filtrates thus obtained were cooled down to -5 °C and filtered to remove residual insoluble waxes.

[0201] The clear ethanolic phase was then concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 67 g of a liquid orange flower absolute. The yield of absolute was 67 wt.% based on the originally applied concrete. The obtained absolute was an ambered- brown viscous liquid with a pleasant orange flower scent.

[0202] Hence, the method according to the invention for the preparation of orange flower absolute lead to a significantly higher yield of ethanol soluble compounds as compared to the comparative process (58 wt.% as compared to 67 wt.%).

[0203] Table 2 shows compounds and their amounts being present in the absolute prepared by the method according to the invention as well as in the absolute prepared by the comparative process. The amounts have been determined by gas-chromatography. Further, compounds and their amounts resulting from the treatment of orange flower waxes as described above are given in Table 2. Table 2. Compounds and their amounts (%, w / w) in the treated orange flower waxes, in the absolute prepared according to the comparative process, and in the absolute prepared according to the method of the invention

[0204] From Table 2, it can be observed that the method according to the invention enabled the conversion of orange flower waxes to ethanol soluble fatty acid ethyl esters. Moreover, during the production of orange flower absolute, the method according to the invention lead to higher amounts of fatty acid ethyl esters as compared to the comparative method, which resulted in a higher yield of orange flower absolute.

[0205] Example 3

[0206] Process according to the invention (treatment of rose waxes)

[0207] Solid rose waxes were collected as side-products of the production of rose absolute.

[0208] In a first step, 0.2 kg of ethanol (99.9% pure) were slowly added to 100 g of rose waxes under stirring at 40 °C. Then, 1-5 g of immobilized lipase was added (1-5 wt.%). In different trials, different lipases were added to study the influence of the immobilized lipase. The added lipases in the different trials and their amounts, respectively, were as summarized in Table 3.

[0209] Table 3. Different lipases used as well as their amounts

[0210] Each mixture was then stirred for 14 hours at 60 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with ethanol (99.9%) and could be reused.

[0211] The ethanolic filtrates were cooled down to 0 °C and filtered to remove insoluble waxes. A further cooling step to -5 °C with subsequent filtration was applied afterwards to remove residual insoluble waxes.

[0212] The clear ethanolic phase was then concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain between 37-52 g of final product. The yield was from 37-52 wt.% based on the used amount of original rose waxes. The individual yields for the different lipases are shown in Table 4 below. The final products were soluble at 10 wt.% in ethanol (96%) at 20 °C. The products were reddish-brown viscous liquids with a pleasant rose flower scent.

[0213] Table 4. Yields of rose wax products depending on the lipase used

[0214] From Tables 3 and 4, it can be observed that Novozym 435 lipase lead to a comparable yield as the Addzyme CalB 191G lipase although a significantly lower amount of Novozym 435 lipase was used. Moreover, Addzyme CalB 191G lipase lead to a higher yield as compared to the use of SIGMA 76546 and SIGMA 52001 lipase although the same amounts of lipase were used.

[0215] Table 5 shows compounds and their amounts resulting from the treatments of rose waxes as described above.

[0216] Table 5. Compounds and their amounts (%, w / w) in the treated rose waxes depending on the type and amount of lipase used

[0217] From Table 5, it can be observed that the method according to the invention enabled the conversion of rose waxes to ethanol soluble fatty acid ethyl esters. Further, Addzyme CalB 191G lipase lead to the highest amounts of fatty acid ethyl esters.

[0218] Example 4

[0219] Process according to the invention (treatment of mimosa oils)

[0220] Mimosa oils were collected as side-products of the production of mimosa absolute.

[0221] In a first step, 400 mL of ethanol (99.9% pure) were slowly added to 400 g of mimosa oils. Then 2 g of NOVOZYME 435 was added (1 wt.%). This mixture was stirred for 24 hours at 60 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with a mixture of ethanol (99.9%) and cyclohexane and could be reused.

[0222] The filtrates were concentrated under vacuum (250 mbar) at a temperature of between 50 °C to 60 °C, to obtain 220 g of crude converted mimosa oils.

[0223] The crude converted oils (220 g) were then mixed with 1.1 liter of ethanol (96%) and poured into a decantation flask. After 10 hours of decantation at 15 °C, the heavy insoluble part could be removed. The upper phase was filtered and concentrated under vacuum (250 mbar) at a temperature of between 50 °C to 60 °C, to obtain 109 g of final product, which amounts to a yield of 27 wt.% based on the originally applied amount of applied mimosa oils.

[0224] The final product was soluble at 10 wt.% in ethanol (96%) at 20 °C. It was an ambered viscous liquid with a pleasant mimosa scent. Table 6 shows compounds and their amounts resulting from the treatment of mimosa oils as described above. Table 6. Compounds and their amounts in the treated mimosa oils

[0225] From Table 6, it can be observed that the method according to the invention enabled the conversion of mimosa oils to ethanol soluble fatty acid ethyl esters with particularly high amount of ethyl palmitate and ethyl linolenate.

[0226] Example 5 Process according to the invention (treatment of tuberose waxes)

[0227] Tuberose waxes were collected as side-products of the production of tuberose absolute.

[0228] In a first step, 26 g of melted tuberose waxes were added to 120 g of ethanol (99.9% pure). Then 0.26 g of NOVOZYME 435 was added (1 wt.%). This mixture was stirred for 24 hours at 40 °C (200 rpm) at atmospheric pressure. The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with ethanol (99.9%) and could be reused.

[0229] The ethanolic filtrates were cooled down to 0 °C and then filtered to remove insoluble waxes. A further cooling step to -15 °C with subsequent filtration was applied afterwards to remove residual insoluble waxes.

[0230] The clear ethanolic phase was then concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 2.5 g of final product. The yield was 9.6 wt.% based on the used amount of original tuberose waxes. The final product was soluble at 10 wt.% in ethanol (96%) at 20 °C. It was an orange-brown semi-liquid with a pleasant tuberose scent.

[0231] Comparative process (production of tuberose absolute)

[0232] Fresh tuberose flowers were extracted with hexane to obtain a tuberose concrete after evaporation of the solvent. Then, 100 g of tuberose concrete was melted at 50 °C and mixed in a beaker with 1 liter of warm ethanol (96%). This mixture was stirred for one hour at 50 °C. Then it was cooled down to 20 °C and filtered (removal of solid cold waxes). The filtrate was then cooled down to 0 °C and residual waxes were precipitating. The solid part (waxes) was again extracted with one liter of ethanol (96%) at 50°C to obtain a second ethanolic extract. The second ethanolic extract was again cooled twice (0 °C and -10 °C, respectively) and filtered. The combined ethanolic filtrates were then concentrated under vacuum to obtain a liquid tuberose absolute, which was ethanol soluble. The yield of absolute was 27 wt.% based on the originally applied concrete.

[0233] Process according to the invention (production of tuberose absolute)

[0234] In a first step, 10 g of tuberose concrete was mixed with 100 mL of ethanol (99.9% pure). Then 0.1 g of NOVOZYME 435 was added (1 wt.%). This mixture was stirred for 24 hours at 40 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with ethanol (99.9%) and could be reused. The ethanolic filtrates were then cooled down to 0 °C and filtered to remove the insoluble waxes. The ethanolic filtrates thus obtained were cooled down to -15 °C and filtered to remove residual insoluble waxes.

[0235] The clear ethanolic phase was then concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 3.6 g of a liquid orange flower absolute. The yield of absolute was 36 wt.% based on the originally applied concrete. The obtained absolute was an orangebrown paste with a pleasant tuberose scent.

[0236] Hence, the method according to the invention for the preparation of tuberose absolute lead to a significantly higher yield of absolute as compared to the comparative process (27 wt.% as compared to 36 wt.%).

[0237] Table 7 shows compounds and their amounts being present in the absolute prepared by the method according to the invention as well as in the absolute prepared by the comparative process. The amounts have been determined by gas-chromatography.

[0238] Table 7. Compounds and their amounts in the absolute prepared according to the comparative process, and in the absolute prepared according to the method of the invention

[0239] From Table 7, it can be observed that during the production of tuberose absolute, the method according to the invention lead to higher amounts of fatty acid ethyl esters as compared to the comparative method, which resulted in a higher yield of tuberose absolute.

[0240] Example 6 - Reuse of immobilized lipase

[0241] Process according to the invention (treatment of fenugreek oil)

[0242] First trial

[0243] 100 g of fenugreek oil were mixed with 0.2 L of ethanol (99.9% pure) under stirring. Then 10 g of NOVOZYME 435 were added (10 wt.%). This mixture was stirred for 6 hours at 45 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with ethanol (99.9%) and could be reused.

[0244] The ethanolic filtrates were then transferred into a decanter. Some remaining insoluble part (the heavy phase) was removed thereby. The clear ethanolic phase was then filtered and concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 91 .4 g of final extract. The treated extract was soluble at 10 wt.% in ethanol (96%) at 20 °C. The yield of fenugreek soluble extract was 91.4 wt.% based on the used amount of initial fenugreek oil. The alcohol content (ethanol) in the treated extract was less than 2 wt.%.

[0245] Second trial

[0246] 101 g of fenugreek oil were mixed with 0.2 L of ethanol (99.9% pure) under stirring. Then 10 g of NOVOZYME 435 were added (10 wt.%). The enzyme added was that, which had already been used in the first trial. This mixture was stirred for 6 hours at 45 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with a mixture of ethanol (99.9%) and could be reused.

[0247] The ethanolic filtrates were then transferred into a decanter. Some remaining insoluble part (the heavy phase) was removed thereby. The clear ethanolic phase was then filtered and concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 74.4 g of final extract. The treated extract was soluble at 10 wt.% in ethanol (96%) at 20 °C. The yield of fenugreek soluble extract was 74.4 wt.% based on the used amount of initial fenugreek oil. The alcohol content (ethanol) in the treated extract was less than 2 wt.%.

[0248] Third trial

[0249] 101.6 g of the fenugreek oil were processed as described above (for the first and second trial) to deliver 70.0 g of soluble extract. The enzyme was the recycled enzyme that had already been used in the second trial. The yield of fenugreek soluble extract was 70 wt.% based on the used amount of initial fenugreek oil. The alcohol content (ethanol) in the treated extract was less than 2 wt.%.

[0250] Fourth trial

[0251] 100.9 g of the fenugreek oil were processed as described above (for the first and second trial) to deliver 76.0 g of soluble extract. The enzyme was the recycled enzyme that had already been used in the third trial. The yield of fenugreek soluble extract was 76 wt.% based on the used amount of initial fenugreek oil. The alcohol content (ethanol) in the treated extract was less than 2 wt.%.

[0252] Fifth trial

[0253] 100 g of fenugreek oil were mixed with 0.2 L of ethanol (99.9% pure) under stirring. Then 1 g of NOVOZYME 435 was added (1 wt.%). The enzyme was the recycled enzyme that had already been used in the fourth trial. This mixture was stirred for 30 hours at 45 °C (200 rpm). The solution was then filtered to recover the enzyme. The immobilized enzyme was rinsed with a mixture of ethanol (99.9%).

[0254] The ethanolic filtrates were then transferred into a decanter. Some remaining insoluble part (the heavy phase) was removed thereby. The clear ethanolic phase was then filtered and concentrated under vacuum (250 mbar) under moderate heating (55 °C to 60 °C), to obtain 104 g of final extract. The treated extract was soluble at 10 wt.% in ethanol (96%) at 20 °C. The yield of fenugreek soluble extract in that case was 104 wt.% based on the used amount of initial fenugreek oil. The alcohol content (ethanol) in the treated extract was less than 2 wt.%.

[0255] Table 8 shows compounds and their amounts resulting from the treatments of fenugreek oil as described above.

[0256] Table 8. Compounds and their amounts resulting from the treatments of fenugreek oil as described above.

[0257] All extracts were homogeneous, brown ambered liquids with a typical nutty / green maple pyrazine fenugreek sent. Molecules responsible of this sent are below GC threshold but are very powerful like sotolon (CAS 28664-35-9).

[0258] Example 7 Process according to the invention (treatment of Jasmine sambac extract)

[0259] In a first step, 92 g of melted jasmine sambac waxes were concentrated under vacuum in a rotary evaporator, to remove residual solvents. The water bath temperature is about 60°C and the vacuum is 300 mBar. 92 g of 99.9 ethanol is slowly added with stirring at 40°C along with 185 g of cyclohexane. Then 1g of NOVOZYME 435 is added. This mixture is stirred during 24h at 45°C (20rpm) at atmospheric pressure. The solution is then filtered to recover the enzyme. The immobilized enzyme is rinsed with a mixture of 99.9% ethanol and can be recycled.

[0260] In a second step, the ethanolic filtrates are cooled at -15°C and then filtered to remove residual insoluble waxes.

[0261] The clear solution obtained by filtration is then concentrated under vacuum (250 mbar) with a moderate heating (55 to 60°C), to obtain 13.3 g, and yield is 3.3% from waxes. This product is soluble at 10 % in abs. ethanol at 20°C. It is a yellow-orange semi-liquid, with a pleasant jasmine sambac scent.

[0262] Table 9. Compounds and their amounts resulting from the treatments of Jasmine sambac as described above.

[0263] Example 8

[0264] Process according to the invention (treatment of Tiare flower (Gardenia tahitensis) extract)

[0265] In a first step, 16 g of melted Tiare flower waxes were concentrated under vacuum in a rotary evaporator, to remove residual solvents. The water bath temperature is about 60°C and the vacuum is 300 mBar. 16 g of 99.9 ethanol is slowly added with stirring at 40°C along with 31 g of cyclohexane. Then 0.16 g of NOVOZYME 435 is added. This mixture is stirred during 24h at 45°C (200 rpm) at atmospheric pressure. The solution is then filtered to recover the immobilized enzyme. The immobilized enzyme is rinsed with a mixture of 99.9% ethanol and can be recycled.

[0266] In a second step, the ethanolic filtrates are cooled at -15°C and then filtered to remove residual insoluble waxes.

[0267] The clear solution obtained by filtration is then concentrated under vacuum (100 mbar) with a moderate heating (55 to 60°C), to obtain 0.68 g, and yield is 0.37% from waxes.

[0268] This product is soluble at 10 % in abs. ethanol at 20°C. It is a beige semi-liquid, with a pleasant Tiare flower scent.

[0269] Example 9

[0270] Process of the present invention (treatment of violet leaf extract)

[0271] In a first step, 100 g of melted violet leaf waxes were concentrated under vacuum in a rotary evaporator, to remove residual solvents. The water bath temperature is about 60°C and the vacuum is 300 mbar. 100 g of 99.9 ethanol is slowly added with stirring at 40°C along with 200 g of cyclohexane. Then 1g of NOVOZYME 435 is added. This mixture is stirred during 24h at 45°C (200 rpm) at atmospheric pressure. The solution is then filtered to recover the immobilized enzyme. The immobilized enzyme is rinsed with a mixture of 99.9% ethanol and can be recycled.

[0272] In a second step, the ethanolic filtrates are cooled at -15°C and then filtered to remove residual insoluble waxes.

[0273] The clear solution obtained by filtration is then concentrated under vacuum (100 mbar) with a moderate heating (55 to 60°C), to obtain 91.5 g, and yield is 91% from waxes.

[0274] This product is soluble at 10 % in abs. ethanol at 20°C. It is a green-dark semi-liquid, with a pleasant violet leaf scent.

[0275] Table 10. Compounds and their amounts resulting from the treatments of violet leaf as described above.

[0276] In a third step, various techniques are used to improve the profile of the resulting violet leaf extract.

[0277] 0.1 g charcoal powder is mixed at 30°C with 10 g of violet leaf extract, then filtered to remove burnt and amino notes, and to obtain a slight discoloration of the product. This produces 9.5 g, or a 95% yield of the final extract.

[0278] 0.1 g sodium bicarbonate is mixed at 30°C with 10 g of violet leaf extract, then filtered to remove acidic notes. This produces 9.6 g, or a 96% yield of the final extract.

[0279] 20 g of water is mixed with 20 g of violet leaf extract to remove glycerol and improve the appearance of the product. The mixture is heated to 50°C and decanted for 12 hours. The lower phase is retained and filtered. 18.4 g are obtained, representing a yield of 92% of the final extract.

[0280] 50 g of violet leaf extract are distilled by molecular distillation to decolorize the extract. The colourless products are more easily used in perfumery. The rotary evaporator temperature is 120°C under a vacuum of 0.001 mbar. 29 g are obtained, with a yield of 58%.

Claims

CLAIMS1 . A method of modifying a biomass extract containing fatty acids and fragrance and / or flavor compounds, wherein the method comprises the steps of:Providing a biomass extract containing fatty acids and fragrance and / or flavor compounds, an alcoholic solvent and an immobilized lipase to form a reaction mixture;- Applying conditions to the reaction mixture to form fatty acid esters from the fatty acids and the alcoholic solvent; andRemoving the immobilized lipase from the reaction mixture to obtain a modified biomass extract.

2. The method according to claim 1 , wherein the biomass extract is obtained from solvent extraction, extraction with a supercritical fluid, extraction with carbon dioxide, extraction by steam distillation, extraction by expression or cold pressing, extraction by enfleurage, extraction by maceration and / or extraction by fractional distillation, preferably solvent extraction, extraction with a supercritical fluid and / or extraction with carbon dioxide.

3. The method according to any one of claims 1 and 2, wherein the biomass extract is selected from the group consisting of extract of bloom (Spartium junceum), carnation (Dianthus sp.), cassia (Acacia farnesiana), champaca (Magnolia champaca), daffodil (Narcissus jonquilla), eleagnus (Eleaegnus sp.), everlasting (Helicrysum italicum), frangipani (Plumeria sp.), gardenia (Gardenia sp.), Gardenia tahitensis, geranium (Pelargonium graveolens), hyacinth (Hyacinthus), iris (Iris sp.), jasmine (Jasminum grandifolium), jasmine sambac (Jasminum sambac), lavandin (Lavandula hybrid), lavender (Lavandula angustifolia), lily (Lilium), longoza (Hedychium sp.), magnolia (Magnolia sp.), marigold (Tagetes minuta), mimosa (Acacia dealbata), narcissus (Narcissus pseudonarcissus), orange flower (Citrus x aurantium), rose (Rosa sp.), tuberose (Agave arnica), violet (Viola sp.), ambrette, anis, star anise (lllicium verum), cardamom (Elettaria cardamomum), capsicum (Capsicum frutescens), caraway (Carum carvi), carrot (Daucus carota sativus), carob (Ceratonia silique), clove (Syzygium aromaticum), cubeb (Piper cubeba), fennel (Foeniculum vulgare), fenugreek (Trigonella foenum-graecum), ginger (Zingiber officinalis), juniper (Juniperus officinalis), nutmeg (Myristica fragrans), paprika (Capsicum annuum), patchouli (Pogostemon cablin), pepper (Piper nigrum), saffron (Crocus sativus), coffee (Coffea sp. (arabica or canephora)), cistus (Cistus ladaniferus), elderflower (Sambucus nigra),flouve (annual vernal grass, Anthoxanthum odoratum), laurel (Laurus nobilis), lentiscus (Pistacia lentiscus), liatrix (Liatris odoratissima), linden (777 / a sp.), mate ( / / ex paraguariensis), tonka (Dipterix odorata), rosemary (Rosemarinus officinalis), tea (Camelia sinensis), thyme (Thymus vulgaris), tobacco (Nicotiana tabacum), vervain (Verbena officinalis), and vanilla (Vanilla sp. (planifolia or tahitensis)).

4. The method according to any one of claims 1 to 3, wherein the biomass extract is a fragrance concrete or the wax portion of a fragrance absolute.

5. The method according to any one of claims 1 to 4, wherein the alcoholic solvent is selected from the group consisting of methanol, ethanol, propanol, butanol, pentanol, hexanol, and any mixture thereof, preferably the alcoholic solvent is ethanol.

6. The method according to any one of claims 1 to 5, wherein the immobilized lipase is an immobilized esterase, preferably an immobilized interesterase.

7. The method according to any one of claims 1 to 6, wherein the immobilized lipase is present in the reaction mixture in an amount of less than 50.0 wt.%, preferably less than 10 wt.%, even more preferably less than 5 wt.%, based on the total reaction mixture.

8. The method according to any one of claims 1 to 7, wherein the reaction mixture shows a weight ratio of from 1 :0.1 to 1 :20, preferably from 1 :1 to 1 :5 of biomass extract to alcoholic solvent.

9. The method according to any one of claims 1 to 8, wherein the method further comprises a purification step, preferably cold filtration and / or decanting.

10. A biomass extract, preferably a fragrance or flavor composition, obtainable by the method of any one of claims 1 to 9.11 . The biomass extract according to claim 10, wherein the biomass extract is an absolute.

12. The biomass extract according to claim 10 or 11 , wherein the extract comprises fatty acid esters, preferably ethyl fatty acid esters, in an amount of at least 3 wt.%, preferably in an amount of at least 5 wt.%, based on the total biomass extract.

13. A perfuming or flavoring composition comprising a biomass extract as defined in any one of claims 10 to 12;at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and optionally, at least one perfumery adjuvant.

14. A perfumed consumer product comprising a biomass extract as defined in any one of claims 10 to 12, or a perfuming or flavoring composition as defined in claim 13.

15. The perfumed consumer product according to claim 14, wherein the perfumed consumer product is a perfume, a fabric care product, a body-care product, a cosmetic preparation, a skin-care product, an air care product or a home care product.

16. The perfumed consumer product according to claim 15, wherein the perfumery consumer product is a fine perfume, a splash or eau de parfum, a cologne, a shave or after-shave lotion, a liquid or solid detergent optionally in the form of a pod or tablet, a fabric softener, a fabric rinse, a liquid or solid scent booster, a dryer sheet, a fabric refresher, an ironing water, a paper, a bleach, a carpet cleaner, a curtain-care product, a shampoo, a leave-on or rinse-off hair conditioner, a coloring preparation, a color-care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, skin cream or lotion, a vanishing cream, a deodorant or antiperspirant, a hair remover, a tanning or sun or after sun product, a nail product, a skin cleansing, a makeup, a perfumed soap, a shower or bath mousse, oil or gel, a foot / hand care product, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a mold remover, a furnisher care, a wipe, a dish detergent or hard-surface detergent, a leather care product, a car care product.

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