Liposoluble gardenia blue pigment and preparation method thereof

Abstract

The invention relates to a liposoluble gardenia blue pigment and a preparation method thereof. The preparation method comprises the following steps of (1) weighing genipin and amino acid methyl esterhydrochloride, dissolving in ethyl alcohol, fully dissolving, and uniformly shaking; (2) putting in a shaking bath at the temperature of 40 DEG C to 70 DEG C, and carrying out normal pressure reactionat 150 to 220rpm with the existence of oxygen; (3) after finishing reaction, carrying out rotary evaporation to remove ethyl alcohol, and obtaining a liposoluble gardenia blue pigment crude product;(4) concentrating and purifying the a liposoluble gardenia blue pigment crude product, and obtaining a liposoluble gardenia blue pigment pure product. The liposoluble gardenia blue pigment is a mixture, is mainly shaped as a spherical particle, and has the particle size being around 100nm. The illumination and temperature stability of the liposoluble gardenia blue pigment is higher than the illumination and temperature stability of a water-soluble gardenia blue pigment.

Description

technical field

[0001] The invention belongs to the field of biochemistry, and in particular relates to a fat-soluble gardenia blue pigment and a preparation method thereof. Background technique

[0002] Gardenia blue pigment is a natural blue pigment approved for use in my country since 1989. It uses the Rubiaceae plant gardenia fruit as raw material to transform into genipin through microbial fermentation or enzymatic biotransformation, or directly from genipin and Amino acids are prepared after a series of polymerization and rearrangement reactions, and can be widely used in food, medicine and cosmetics.

[0003] The study on the stability of gardenia blue pigment found that it is easily soluble in water, has good dyeing performance, and has high stability to acid and alkali, high temperature and various commonly used food additives. However, since the pigment cannot be dissolved in organic solvents and oils such as absolute ethanol, ethyl acetate, acetone, petroleum ethe...

Examples

preparation example Construction

[0059] The preparation conditions of table 1 fat-soluble gardenia blue pigment

[0060]

Embodiment 1

[0061] Embodiment 1, the preparation of fat-soluble gardenia blue pigment

[0062] According to the formula shown in Table 1, the following reaction steps are used to prepare fat-soluble gardenia blue pigment:

[0063] Preparation of fat-soluble gardenia blue pigment using genipin and phenylalanine methyl ester hydrochloride:

[0064] (1) Accurately weigh 2mmol genipin and 2.6mmol phenylalanine methyl ester hydrochloride, dissolve in 40mL ethanol;

[0065] (2) After fully dissolving and shaking evenly, place it in a water-bath shaker at 50°C, and react under normal pressure at 180rpm in the presence of oxygen for 24h;

[0066] (3) After the reaction is finished, the ethanol is removed by rotary evaporation, and the prepared fat-soluble gardenia blue pigment is dried, then a large amount of water is added to dissolve the inorganic salt and impurities therein, and extracted 3 times with chloroform;

[0067] (4) remove impurities with silica gel column chromatography after rota...

Embodiment 2

[0068] Embodiment 2, the preparation of fat-soluble gardenia blue pigment

[0069] According to the formula shown in Table 1, the following reaction steps are used to prepare fat-soluble gardenia blue pigment:

[0070] 2.1. Preparation of fat-soluble gardenia blue pigment using genipin and methionine methyl ester hydrochloride

[0071] (1) Accurately weigh 2mmol of genipin and 2.2mmol of methionine methyl ester hydrochloride (provide several specific salt replacement examples, just describe in words), and dissolve them in 40mL of ethanol;

[0072] (2) After fully dissolving and shaking evenly, place it in a water bath shaker at 60°C, and react under normal pressure at 180rpm in the presence of oxygen for 24h;

[0073] (3) After the reaction is finished, the ethanol is removed by rotary evaporation, and the prepared fat-soluble gardenia blue pigment is dried, then a large amount of water is added to dissolve the inorganic salt and impurities therein, and extracted 3 times with...

technical field

[0001] The invention belongs to the field of biochemistry, and in particular relates to a fat-soluble gardenia blue pigment and a preparation method thereof. Background technique

[0002] Gardenia blue pigment is a natural blue pigment approved for use in my country since 1989. It uses the Rubiaceae plant gardenia fruit as raw material to transform into genipin through microbial fermentation or enzymatic biotransformation, or directly from genipin and Amino acids are prepared after a series of polymerization and rearrangement reactions, and can be widely used in food, medicine and cosmetics.

[0003] The study on the stability of gardenia blue pigment found that it is easily soluble in water, has good dyeing performance, and has high stability to acid and alkali, high temperature and various commonly used food additives. However, since the pigment cannot be dissolved in organic solvents and oils such as absolute ethanol, ethyl acetate, acetone, petroleum ethe...

Examples

preparation example Construction

[0059] The preparation conditions of table 1 fat-soluble gardenia blue pigment

[0060]

Embodiment 1

[0061] Embodiment 1, the preparation of fat-soluble gardenia blue pigment

[0062] According to the formula shown in Table 1, the following reaction steps are used to prepare fat-soluble gardenia blue pigment:

[0063] Preparation of fat-soluble gardenia blue pigment using genipin and phenylalanine methyl ester hydrochloride:

[0064] (1) Accurately weigh 2mmol genipin and 2.6mmol phenylalanine methyl ester hydrochloride, dissolve in 40mL ethanol;

[0065] (2) After fully dissolving and shaking evenly, place it in a water-bath shaker at 50°C, and react under normal pressure at 180rpm in the presence of oxygen for 24h;

[0066] (3) After the reaction is finished, the ethanol is removed by rotary evaporation, and the prepared fat-soluble gardenia blue pigment is dried, then a large amount of water is added to dissolve the inorganic salt and impurities therein, and extracted 3 times with chloroform;

[0067] (4) remove impurities with silica gel column chromatography after rota...

Embodiment 2

[0068] Embodiment 2, the preparation of fat-soluble gardenia blue pigment

[0069] According to the formula shown in Table 1, the following reaction steps are used to prepare fat-soluble gardenia blue pigment:

[0070] 2.1. Preparation of fat-soluble gardenia blue pigment using genipin and methionine methyl ester hydrochloride

[0071] (1) Accurately weigh 2mmol of genipin and 2.2mmol of methionine methyl ester hydrochloride (provide several specific salt replacement examples, just describe in words), and dissolve them in 40mL of ethanol;

[0072] (2) After fully dissolving and shaking evenly, place it in a water bath shaker at 60°C, and react under normal pressure at 180rpm in the presence of oxygen for 24h;

[0073] (3) After the reaction is finished, the ethanol is removed by rotary evaporation, and the prepared fat-soluble gardenia blue pigment is dried, then a large amount of water is added to dissolve the inorganic salt and impurities therein, and extracted 3 times with...

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