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Enzyme method for preparing laevo-rotation and dextro-rotation tryptophane 15N by resolving racemic tryptophase 15N

A technology of tryptophan and tryptophan, which is applied in the field of enzymatic separation of racemic tryptophan 15N to prepare left-handed and right-handed tryptophan 15N, which achieves the effects of gentle adsorption, fast flow rate and shortened operation cycle

Inactive Publication Date: 2007-08-29
SHANGHAI RES INST OF CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

No enzymatic resolution of racemic tryptophan 15 N makes L- and D-tryptophan 15 N's approach to reporting

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Weigh 8.2 grams of N-acetyl-DL-tryptophan 15 N solid, dissolved with dilute NaOH, added water to make up to 333mL, then adjusted to pH=7 with dilute hydrochloric acid, added an equal volume of 10 -3 mol / L ZnCl 2 and an equal volume of pH=7.0 phosphate buffer to a total solution volume of 1000 mL. Then 0.3 g of aminoacylase enzyme powder was added to the solution. The mixed solution was reacted in a water-bath shaker at 37°C and 120 rpm for 48 hours. At this time, the hydrolysis rate was close to 100%, and N-acetyl-DL-tryptophan 15 N is split into L-tryptophan 15 N and N-acetyl-D-tryptophan 15 N. The reaction solution was concentrated under reduced pressure at 42°C to 1 / 3 of the original volume, extracted three times with an equal volume of ethyl acetate, and the L-tryptophan 15 N enters the aqueous phase, N-acetyl-D-tryptophan 15 N enters the organic phase to realize the product L-tryptophan 15 N and unreacted N-acetyl-D-tryptophan 15 N separation.

[0047] Pa...

Embodiment 2

[0050] Weigh 10 grams of N-acetyl-DL-tryptophan 15 N solid, dissolved with dilute NaOH, added water to make up to 333mL, then adjusted to pH=7 with dilute hydrochloric acid, added an equal volume of 10 -3 mol / L ZnCl 2 and an equal volume of pH=7.0 phosphate buffer to a total solution volume of 1000 mL. Then 0.4 g of aminoacylase enzyme powder was added to the solution. The mixed solution was reacted in a water-bath shaker at 37°C and 120 rpm for 60 hours. At this time, the hydrolysis rate was close to 100%, and N-acetyl-DL-tryptophan 15 N is split into L-tryptophan 15 N and N-acetyl-D-tryptophan 15 N. The reaction solution was concentrated under reduced pressure at 42°C to 1 / 5 of the original volume, extracted three times with an equal volume of ethyl acetate, and the L-tryptophan 15 N enters the aqueous phase, N-acetyl-D-tryptophan 15 N enters the organic phase to realize the product L-tryptophan 15 N and unreacted N-acetyl-D-tryptophan 15 N separation.

[0051] Pac...

Embodiment 3

[0054] Weigh 6 grams of N-acetyl-DL-tryptophan 15 N solid, dissolved with dilute NaOH, added water to make up to 333mL, then adjusted to pH=7 with dilute hydrochloric acid, added an equal volume of 10 -3 mol / L ZnCl 2 and an equal volume of pH=7.0 phosphate buffer to a total solution volume of 1000 mL. Then add 0.2 g of aminoacylase enzyme powder to the solution. The mixed solution was reacted in a water-bath shaker at 37°C and 120 rpm for 40 hours. At this time, the hydrolysis rate was close to 100%, and N-acetyl-DL-tryptophan 15 N is split into L-tryptophan 15 N and N-acetyl-D-tryptophan 15 N. The reaction solution was concentrated under reduced pressure at 42°C to 1 / 6 of the original volume, extracted three times with an equal volume of ethyl acetate, and L-tryptophan 15 N enters the aqueous phase, N-acetyl-D-tryptophan 15 N enters the organic phase to realize the product L-tryptophan 15 N and unreacted N-acetyl-D-tryptophan 15 N separation.

[0055] Pack 300mL mac...

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PUM

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Abstract

The present invention provides enzymatic resolution process of racemic tryptophase 15N to prepare levo-tryptophane 15N and dextro-tryptophane 15N. The process includes: compounding enzyme reaction liquid, enzyme hydrolysis to resolve N-acetyl-DL-tryptophane 15N, extraction to separate L-tryptophane 15N from N-acetyl-D-tryptophane 15N, resin separation of L-tryptophane 15N, refine L-tryptophane 15N product, hydrochloric acid hydrolysis to prepare D-tryptophane 15N product, resin separation of residual D-tryptophane 15N, refining D-tryptophane 15N product, and other steps. The present invention has simple process, high product yield, capacity of obtaining both chemical pure and optical pure L-tryptophane 15N and D-tryptophane 15N products, and other advantages.

Description

technical field [0001] The invention relates to a preparation method of biochemical products, in particular to an enzymatic method for splitting racemic tryptophan 15 N makes L- and D-tryptophan 15 N's method. Background technique [0002] L-Tryptophan is an important essential amino acid in humans and animals, and has a wide range of uses in medicine, food and feed additives. D-tryptophan is an unnatural amino acid with unique biological characteristics and plays an important role in the synthesis of short peptides. Replacing some L-amino acids in short peptides with D-tryptophan can produce special biological characteristics. When some amino acid antibiotics are mixed with D-tryptophan, they are difficult to be degraded by bacterial enzymes and will not produce drug resistance. , D-tryptophan and its derivatives are also used in the synthesis of new pollution-free amino acid pesticides, and the application prospects are very broad. At present, the research work on L an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P13/22C12P41/00
Inventor 罗凤山吕志贤孙建春李良君杜晓宁宋明鸣
Owner SHANGHAI RES INST OF CHEM IND
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