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Preparation method of vitamin A midbody

A technology for intermediates and vitamins, which is applied in the field of preparation of vitamin A intermediates, can solve problems such as poor stability, high production costs, and expensive commercial enzymes, and achieve the effects of less environmental pollution, lower production costs, and strong regional selectivity

Inactive Publication Date: 2015-12-16
ZHEJIANG UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, commercial enzymes are expensive and have poor stability, resulting in high production costs

Method used

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  • Preparation method of vitamin A midbody
  • Preparation method of vitamin A midbody
  • Preparation method of vitamin A midbody

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Slant culture: inoculate Aspergillus oryzae (Aspergillusoryzae) WZ007 (preservation number CCTCC No. M206105) into the slant medium, and culture at 30° C. for 3 days, as the slant activated seeds. The composition of the final concentration of the slant medium: NaNO 3 0.2%, K 2 HPO 4 0.1%, KCl0.5%, FeSO 4 0.001%, MgSO 4 0.05%, 3% sucrose, 1.5% agar, deionized water as solvent, natural pH, sterilized at 121°C for 20 minutes.

[0027] Fermentation culture: inoculate slant seeds into 1L liquid fermentation medium, culture at 30°C with a shaker speed of 200r / m for 48 hours, filter to obtain 80g wet weight of mycelia, and freeze-dry at 0°C for 24h to obtain 20g of dry mycelium. The final concentration of the liquid fermentation medium consists of: glucose 20g / L, peptone 20g / L, sucrose 10g / L, urea 3g / L, NaCl 5g / L, K 2 HPO 4 2g / L, MgSO 4 1g / L, (NH 4 ) 2 SO 4 5g / L, the solvent is deionized water, the pH is natural, the liquid volume is 80ml in a 500ml Erlenmeyer bottle...

Embodiment 2

[0034] 0.1g of Aspergillus oryzae WZ007 dried thallus and 0.5g of intermediate I prepared by the method of Example 1 were added to 10ml of n-hexane solution containing 10% (volume ratio) ethylene acetate, and placed in a water bath at 30°C and 200rpm. After reacting for 12 hours, filter, and HPLC detects that the reaction conversion rate is 99.5% (regioselectivity 99.0%), and the filtrate is distilled under reduced pressure at 0.1 MPa until no liquid flows out to remove solvent and acylating agent to obtain vitamin E intermediate II with a purity of 97.8%, can be directly used in the next reaction.

Embodiment 3

[0036] 0.1g of Aspergillus oryzae WZ007 dried thalline and 0.5g of intermediate I prepared by the method of Example 1 were added to 10ml of n-hexane solutions containing 10% (volume ratio) of different acylating agents, at 30°C and 200rpm, in a water bath After reacting for 12 hours, the reaction solution was filtered, and the conversion rate of the filtrate was detected by HPLC, and the results of enzyme conversion were shown in Table 1.

[0037] Table 1 Enzyme conversion results of different acylating agent types

[0038]

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Abstract

The invention discloses a preparation method of a vitamin A midbody,namely 3, 7-dimethyl-9-(2', 6', 6'-trimethyl-1-cyclohexene) base-2,4,7-triene-1,6-diol-1-acetic ester, and the preparation method comprises the steps of filtering a culture solution obtained through fermentation cultivation of aspergillus oryzae WZ007, treating dry thallus obtained by drying filter cakes as a catalyst, treating 3, 7-dimethyl-9-(2', 6', 6'-trimethyl-1-cyclohexene) base-2,4,7-triene-1,6-diol as a reaction substrate, treating an organic solvent solution of an acylating agent as a reaction medium, conducting reaction under the conditions of 30-50 DEG C and 200 rpm, after the reaction is ended, filtering reaction liquid, recycling the filter cakes and the catalyst, wherein filtrate is mixed liquor containing the vitamin A midbody, conducting separation and purification on the mixed liquor, and obtaining the vitamin A midbody. According to the preparation method of the vitamin A midbody, the area selection rate of used enzyme reaches 99.5%, the reaction conversion rate is as high as 100%, the catalyst can be recycled, the downstream separation is simple, energy consumption is low, production cost is greatly lowered, environmental pollution is little, and the preparation method is suitable for industrial production.

Description

(1) Technical field [0001] The present invention relates to a preparation method of a vitamin A intermediate, in particular to a method for the preparation of intermediate I (3,7-dimethyl-9-(2',6',6'-trimethyl-1-cyclohexyl En)yl-2,4,7-triene-1,6-diol) was used as the reaction substrate, under the action of lipase, regioselective acylation reaction was carried out to synthesize intermediate II (3,7-dimethyl -9-(2',6',6'-trimethyl-1-cyclohexenyl-2,4,7-triene-1,6-diol-1-acetate) method. (2) Background technology [0002] Vitamin A (vitaminA) [CAS: 68-26-8], also known as retinol, is an unsaturated monohydric alcohol with an alicyclic ring, including vitamin A1 and vitamin A2. Vitamin A is a nutrient that protects eyes and improves vision. It has the functions of promoting growth and development, strengthening immunity and scavenging free radicals. Vitamin A deficiency can cause night blindness. Vitamin A exists only in animal foods, A1 exists in the liver of mammals and salt...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/62
CPCY02P20/584
Inventor 汪钊郑建永王升帆皮士卿彭后辉章银军
Owner ZHEJIANG UNIV OF TECH
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