Method for separating and extracting compound of Amadori of Maillard reaction midbody

A technology of reaction mixtures and compounds, applied in chemical instruments and methods, sugar derivatives, sugar derivatives, etc., can solve the problems of high cost of ion exchange resins, impossibility of industrial production, slow elution of cationic resins, etc., and achieve good application Prospects, short purification time, and the effect of reducing production costs

Inactive Publication Date: 2010-05-12
CHINA TOBACCO ANHUI IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among the existing Amadori compound separation and purification technologies, there are mainly cation exchange resin separation, cellulose column separation, silica gel column separation, etc., but these three methods are only used in small-scale preparations in laboratories and cannot be used for indu

Method used

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  • Method for separating and extracting compound of Amadori of Maillard reaction midbody
  • Method for separating and extracting compound of Amadori of Maillard reaction midbody

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] see figure 1 , Preparation of Amadori compound 1-valine-1-deoxy-D-fructose (Fru-Val) by nanofiltration

[0031] Add 20mol of anhydrous glucose, 25mol of valine, and 30L of anhydrous methanol into the 50L reactor 1, heat and stir to dissolve, set the reflux temperature of the reactor 1 to 75°C, and the reflux time to 5 hours; The feed pump 21 is pumped into the vacuum concentration tank 3, and the dry material is obtained by vacuum concentration at 50°C and a vacuum degree of -0.03Mpa, and 10L of soft water is added to the dry material for dissolution to obtain an aqueous solution of the reaction mixture, which is passed through the secondary feed pump 22. Pump the aqueous solution of the reaction mixture into the fine filter 4 and filter through the fine filter 4 to remove particles that may exist in the aqueous solution of the reaction mixture to prevent damage to the nanofiltration membrane or ultrafiltration membrane. The output of the fine filter 4 passes through a ...

Embodiment 2

[0033] see figure 1 , Preparation of Amadori compound 1-phenylalanine-1-deoxy-D-fructose (Fru-Phe) by ultrafiltration and nanofiltration combined method

[0034] Add 20 mol of anhydrous glucose, 22 mol of phenylalanine, 3 mol of malonic acid, and 30 L of anhydrous methanol into the 50L reactor 1, heat and stir to dissolve, set the reflux temperature of the reactor 1 to 75°C, and the reflux time to 4 hours. Reaction After the completion, the primary feed pump 21 pumps it into the vacuum concentration tank 3, concentrates in vacuum at 50°C (vacuum degree is -0.03Mpa) to dryness, adds 10L of soft water to dissolve, and obtains an aqueous solution of the reaction mixture, which is passed through the secondary feed pump 21 Pump into the fine filter 4, after being filtered by the fine filter 4, the output of the fine filter 4 is pumped into the feed liquid tank 5 through the three-stage feed pump 23, and the feed liquid in the feed liquid tank 5 is then pressed into the diafiltratio...

Embodiment 3

[0036] see figure 1 , Preparation of Amadori Compound 1-Proline-1-Deoxy-D-Fructose (Fru-Pro) by Nanofiltration

[0037] Add 10 mol of anhydrous glucose, 15 mol of proline, and 30 L of absolute ethanol into the 50L reactor 1, heat and stir to dissolve, set the reflux temperature of the reactor 1 to 75°C, and the reflux time to 7 hours. After the reaction is completed, the primary feed pump 21 pumps it into the vacuum concentration tank 3, concentrates in vacuum at 50°C (vacuum degree is -0.03Mpa) to dryness, adds 5L of soft water to dissolve, and obtains an aqueous solution of the reaction mixture, which is passed through the secondary feed pump 21. Pump the aqueous solution of the reaction mixture into the fine filter 4. After filtering through the fine filter 4, the discharge of the fine filter 4 is pumped into the feed liquid tank 5 through the three-stage feed pump 23, and the feed liquid in the feed liquid tank 5 passes through the high-pressure pump 6. Press into the fil...

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Abstract

The invention relates to a method for separating and extracting the compound of Amadori of a Maillard reaction midbody. The method is characterized by using reducing sugar and amino acid as raw materials and comprising the following steps: adding a catalyst; carrying out a reflux reaction in an alcohol solution; conducting pressure-reduction concentrating on reaction liquid in vacuum to obtain dry materials; adding water to dissolve the dry materials to obtain a reaction mixture aqueous solution; separating and removing reaction substrates and macromolecular substances in the reaction mixture aqueous solution by adopting a nanofiltration membrane or the combination of a hyperfiltration membrane and a nanofiltration membrane; intercepting the target Amadori compound; recrystallizing and drying to obtain the solid powder of the Amadori compound, which can be used as a spice, a food additive or a medical raw material, and the like. The method has simple process flows, convenient and simple operation, shorter extraction time and higher finished product purity and can save power energy, decrease the preparation cost and be easy to produce industrially.

Description

technical field [0001] The invention relates to a method for separating and purifying a Maillard reaction intermediate Amadori compound. Background technique [0002] Amadori compound is an intermediate product in the Maillard reaction process of amino acid and reducing sugar. The carbonyl group of the reducing sugar is added to the amino group. The adduct loses 1 molecule of water quickly and turns into a Schiff base. Then, the corresponding N-substituted aldehyde is formed by cyclization, and converted into a reactive 1-amino-1-deoxy-2-ketose sugar by Amadori rearrangement. Most of these intermediates are white or slightly yellow solids, easily soluble in water, and have no odor, but they are easily decomposed by heating to produce compounds with pleasant aromas such as pyrazines, furans and pyrans etc., is an important precursor of tobacco flavor. In addition to being a fragrance precursor, Amadori compounds are also excellent antioxidants that can remove active oxygen ...

Claims

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Application Information

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IPC IPC(8): C07H1/00C07H15/12C07H19/044
Inventor 陈开波佘世科徐迎波
Owner CHINA TOBACCO ANHUI IND CO LTD
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