L-threonine aldolase mutant, gene and method for preparing L-syn-p-methylsulfonylphenylserine

A technology of thiamphenylphenylserine and threonine aldolase, which is applied in the field of enzyme engineering, can solve the problems of only 50% theoretical yield, difficult application of invalid enantiomers, and low utilization rate of atoms, and achieve optical purity of products High, easy conversion rate, easy separation and purification effect
CN111139230AActive Publication Date: 2020-05-12ZHEJIANG UNIV
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
ZHEJIANG UNIV
Publication Date
2020-05-12

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Abstract

The invention discloses an L-threonine aldolase mutant, a gene and a method for preparing L-syn-p-methylsulfonylphenylserine. The L-threonine aldolase mutant is obtained by mutation of wild type L-threonine aldolase; and with glycine and p-methylsulfonylbenzaldehyde as substrates and pyridoxal phosphate as a coenzyme, the L-syn-p-methylsulfonylphenylserine can be generated from the L-threonine aldolase mutant through a catalytic condensation reaction. The L-syn-p-methylsulfonylphenylserine produced by using the L-threonine aldolase mutant disclosed by the invention has the following advantages: 1, the production process is simple, and the reaction conditions are mild; 2, the L-threonine aldolase has high selectivity and high optical purity and does not need to be split; 3, the atom utilization rate is high and theoretically can reach 100%; 4, the production process is environment-friendly and less in pollution, and conforms to the concept of green chemistry; and 5, product separation and purification are simple.
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Description

technical field

[0001] The invention relates to the technical field of enzyme engineering, in particular to an L-threonine aldolase mutant, a gene and a method for preparing L-syn-p-thymphenylphenylserine. Background technique

[0002] L-syn-p-thymphenylphenylserine is an important pharmaceutical intermediate used in the synthesis of various antibiotics. P-thiamphenicyl phenylserine has two chiral centers and has four isomers, namely: L-syn-p-thiamphenicyl phenylserine, L-anti-p-thiamphenicyl phenylserine, D-syn-p Thiysulfonyl phenylserine, D-anti-p-thysulfonyl phenylserine ( figure 1 ).

[0003] At present, there are mainly two production methods for L-syn-p-thymphenylphenylserine. One is chemical synthesis, using copper sulfate as a catalyst, utilizing the complexation of metal ions, and selectively reacting p-thiamphenicol benzaldehyde and glycine to generate two cis products: L-syn-p-thiamphenicyl phenylserine Copper and D-syn-copper p-thiamphenicyl phenylserine, the...

Claims

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