論文 - 詳細
RRC ID | 21495 |
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著者 | Isotani K, Kurokawa J, Itoh N. |
タイトル | Production of (R)-3-quinuclidinol by E. coli biocatalysts possessing NADH-dependent 3-quinuclidinone reductase (QNR or bacC) from Microbacterium luteolum and Leifsonia alcohol dehydrogenase (LSADH). |
ジャーナル | Int J Mol Sci |
Abstract |
We found two NADH-dependent reductases (QNR and bacC) in Microbacterium luteolum JCM 9174 (M. luteolum JCM 9174) that can reduce 3-quinuclidinone to optically pure (R)-(-)-3-quinuclidinol. Alcohol dehydrogenase from Leifsonia sp. (LSADH) was combined with these reductases to regenerate NAD+ to NADH in situ in the presence of 2-propanol as a hydrogen donor. The reductase and LSADH genes were efficiently expressed in E. coli cells. A number of constructed E. coli biocatalysts (intact or immobilized) were applied to the resting cell reaction and optimized. Under the optimized conditions, (R)-(-)-3-quinuclidinol was synthesized from 3-quinuclidinone (15% w/v, 939 mM) giving a conversion yield of 100% for immobilized QNR. The optical purity of the (R)-(-)-3-quinuclidinol produced by the enzymatic reactions was >99.9%. Thus, E. coli biocatalysis should be useful for the practical production of the pharmaceutically important intermediate, (R)-(-)-3-quinuclidinol. |
巻・号 | 13(10) |
ページ | 13542-53 |
公開日 | 2012-10-19 |
DOI | 10.3390/ijms131013542 |
PII | ijms131013542 |
PMID | 23202966 |
PMC | PMC3497340 |
MeSH | Actinomycetales / enzymology* Alcohol Dehydrogenase / genetics Alcohol Dehydrogenase / metabolism* Biocatalysis Escherichia coli / metabolism* Genetic Vectors / genetics Genetic Vectors / metabolism NADH, NADPH Oxidoreductases / genetics NADH, NADPH Oxidoreductases / metabolism* Optical Rotation Quinuclidines / chemistry Quinuclidines / metabolism* Stereoisomerism Time Factors |
IF | 4.556 |
引用数 | 13 |
WOS 分野 | CHEMISTRY, MULTIDISCIPLINARY BIOCHEMISTRY & MOLECULAR BIOLOGY |
リソース情報 | |
一般微生物 | JCM 9174 |