RRC ID 40814
著者 Toda H, Ohuchi T, Imae R, Itoh N.
タイトル Microbial production of aliphatic (S)-epoxyalkanes by using Rhodococcus sp. strain ST-10 styrene monooxygenase expressed in organic-solvent-tolerant Kocuria rhizophila DC2201.
ジャーナル Appl Environ Microbiol
Abstract We describe the development of biocatalysis for producing optically pure straight-chain (S)-epoxyalkanes using styrene monooxygenase of Rhodococcus sp. strain ST-10 (RhSMO). RhSMO was expressed in the organic solvent-tolerant microorganism Kocuria rhizophila DC2201, and the bioconversion reaction was performed in an organic solvent-water biphasic reaction system. The biocatalytic process enantioselectively converted linear terminal alkenes to their corresponding (S)-epoxyalkanes using glucose and molecular oxygen. When 1-heptene and 6-chloro-1-hexene were used as substrates (400 mM) under optimized conditions, 88.3 mM (S)-1,2-epoxyheptane and 246.5 mM (S)-1,2-epoxy-6-chlorohexane, respectively, accumulated in the organic phase with good enantiomeric excess (ee; 84.2 and 95.5%). The biocatalysis showed broad substrate specificity toward various aliphatic alkenes, including functionalized and unfunctionalized alkenes, with good to excellent ee. Here, we demonstrate that this biocatalytic system is environmentally friendly and useful for producing various enantiopure (S)-epoxyalkanes.
巻・号 81(6)
ページ 1919-25
公開日 2015-3-1
DOI 10.1128/AEM.03405-14
PII AEM.03405-14
PMID 25556188
PMC PMC4345390
MeSH Alkanes / metabolism* Biotransformation Gene Expression Glucose / metabolism Micrococcus luteus / enzymology* Micrococcus luteus / genetics Micrococcus luteus / metabolism* Oxygen / metabolism Oxygenases / genetics Oxygenases / metabolism* Recombinant Proteins / genetics Recombinant Proteins / metabolism Rhodococcus / enzymology* Rhodococcus / genetics Substrate Specificity
IF 4.016
引用数 16
WOS 分野 BIOTECHNOLOGY & APPLIED MICROBIOLOGY MICROBIOLOGY
リソース情報
一般微生物 JCM 5963