Synthetic method of chiral 3-amino-1-butanol

A synthetic method, amino technology, applied in botany equipment and methods, biochemical equipment and methods, genetic engineering, etc., can solve problems such as difficult industrialization and lengthy synthetic routes

Active Publication Date: 2019-12-10
TIANJIN INST OF IND BIOTECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, many factors such as the lengthy synthetic route, the use of expensive Witsunobu reagent and the expensive and dangerous Lithium Aluminum Hydride make it difficult to realize industrialization

Method used

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  • Synthetic method of chiral 3-amino-1-butanol
  • Synthetic method of chiral 3-amino-1-butanol
  • Synthetic method of chiral 3-amino-1-butanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0120] Example 1. Alcohol dehydrogenase coupled transaminase to prepare chiral 3-amino-1-butanol

[0121] One, the preparation of engineering bacteria of alcohol dehydrogenase or its mutant, transaminase

[0122] The genes encoding the relevant enzymes are synthesized separately (codon optimization is performed with Escherichia coli as the host if necessary), and the synthesized genes are connected to various expression vectors to construct. The expression vectors are various conventional vectors in the art. The vector of the present invention is specifically pET22b(+), after inserting the coding gene of the relevant enzyme after the whole gene synthesis into the restriction site NdeI and XhoI of pET22b(+), and after the sequence verification is correct, the recombinant vector is obtained . The related gene mutants were obtained by site-directed mutagenesis.

[0123] The correct recombinant expression vector verified by the above sequencing was transformed into a suitable m...

Embodiment 2

[0153] Example 2, Co-expression of Enzyme A and Enzyme B Whole Cell Preparation of Chiral 3-amino-1-butanol

[0154] Enzyme A is an alcohol dehydrogenase shown in Table 1 or a mutant thereof. Enzyme B is the transaminase shown in Table 1.

[0155] 1. Preparation of engineering bacteria co-expressing enzyme A and enzyme B

[0156] The genes encoding the relevant enzymes are synthesized separately (codon optimization is performed with Escherichia coli as the host if necessary), and the synthesized genes are connected to various expression vectors to construct. The expression vectors are various conventional vectors in the art. The vector of the present invention is specifically pETDuet-1, the DNA fragment of enzyme A after the whole gene synthesis is inserted between the restriction sites EcoRI and HindIII of pETDuet-1, and the DNA fragment of enzyme B after the whole gene synthesis is inserted into pETDuet- 1 between NdeI and XhoI. The recombinant vector was transformed int...

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Abstract

The invention discloses a synthetic method of chiral 3-amino-1-butanol. The method comprises the following steps of with 1, 3-butanediol as a substrate, performing a catalytic reaction through an enzyme A and a coenzyme thereof to generate 3-ketone-1-butanol, and with the 3-ketone-1-butanol as a substrate, performing a catalytic reaction through an enzyme B and a coenzyme thereof to generate the chiral 3-amino-1-butanol, wherein the enzyme A is selected from alcohol dehydrogenase or an alcohol dehydrogenase mutant, and the enzyme B is selected from aminopherase or an aminopherase mutant. According to the synthetic method disclosed by the invention, a bran-new green biosynthetic route is provided, the cheap 1, 3-butanediol is used as a raw material, and through multi-enzyme co-expression orcascade or multiple-step catalysis, the chiral 3-amino-1-butanol namely (R)-3-amino-1-butanol and (S)-3-amino-1-butanol can be synthetized.

Description

technical field [0001] The invention belongs to the field of biotechnology, and relates to a synthesis method of chiral 3-amino-1-butanol, in particular to a method for catalyzing the synthesis of chiral 3-amino-1-butanol by utilizing biological enzymes. Background technique [0002] Compounds containing chiral amino groups are widely used in the pharmaceutical field, and can be used to synthesize a variety of biologically active compounds. Therefore, the development of a cheap and effective method for the synthesis of chiral ammonia compounds in industrial production There is a very wide range of needs. [0003] (R)-3-amino-1-butanol (structural formula such as figure 1 Shown in A) is a kind of chiral amino group-containing, important chiral drug intermediate, which has a very wide range of applications in the field of organic synthesis and pharmacy. (R)-3-Amino-1-butanol can be used to synthesize the antineoplastic drug 4-methylcyclophosphamide and the anti-AIDS drug Dol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/00C12N9/04C12N9/10C12N15/54C12N15/53C12N1/21C12N1/19
CPCC12P13/001C12N9/0006C12Y206/01C12N9/1096
Inventor 孙周通赵强刘保艳刘贝贝闫豪杰
Owner TIANJIN INST OF IND BIOTECH CHINESE ACADEMY OF SCI
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