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来自细菌聚酯的手性化合物:从糖到塑料再到精细化学品。

Chiral compounds from bacterial polyesters: sugars to plastics to fine chemicals.

作者信息

Lee S Y, Lee Y, Wang F

机构信息

Department of Chemical Engineering and BioProcess Engineering Research Center, Korea Advanced Institute of Science and Technology, 373-1 Kusong-dong, Yusong-gu, Taejon 305-701, Korea.

出版信息

Biotechnol Bioeng. 1999 Nov 5;65(3):363-8. doi: 10.1002/(sici)1097-0290(19991105)65:3<363::aid-bit15>3.0.co;2-1.

DOI:10.1002/(sici)1097-0290(19991105)65:3<363::aid-bit15>3.0.co;2-1
PMID:10486136
Abstract

A novel and efficient method for the production of enantiomerically pure (R)-(-)-hydroxycarboxylic acids by in vivo depolymerization of microbial polyester polyhydroxyalkanoates (PHAs) was developed. Using this method, several model compounds, (R)-(-)-3-hydroxyalkanoic acids, consisting of 4 to 12 carbon atoms, and (R)-(-)-3-hydroxy-5-phenylvaleric acid, could be prepared. In particular, (R)-(-)-3-hydroxybutyric acid could be efficiently prepared by this method. By providing the environmental condition in which cells possess high activity of intracellular PHA depolymerase and low activity of (R)-(-)-3-hydroxybutyric acid dehydrogenase, (R)-(-)-3-hydroxybutyric acid could be produced with a yield of 96% in only 30 min by in vivo depolymerization of polyhydroxybutyrate (PHB) accumulated in Alcaligenes latus.

摘要

开发了一种通过微生物聚酯聚羟基链烷酸酯(PHA)的体内解聚生产对映体纯的(R)-(-)-羟基羧酸的新颖且高效的方法。使用该方法,可以制备几种模型化合物,即由4至12个碳原子组成的(R)-(-)-3-羟基链烷酸,以及(R)-(-)-3-羟基-5-苯基戊酸。特别地,通过该方法可以高效地制备(R)-(-)-3-羟基丁酸。通过提供细胞具有高活性的细胞内PHA解聚酶和低活性的(R)-(-)-3-羟基丁酸脱氢酶的环境条件,仅通过体内解聚在产碱杆菌中积累的聚羟基丁酸酯(PHB),就可以在30分钟内以96%的产率生产(R)-(-)-3-羟基丁酸。

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