Baeyer-Villiger oxidations catalyzed by engineered microorganisms : Enantioselective synthesis of δ-valerolactones with functionalized chains

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DOIResolve DOI: http://doi.org/10.1139/V02-035
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TypeArticle
Journal titleCanadian Journal of Chemistry
Volume80
Issue6
Pages613621; # of pages: 9
Subjectenv; Yeast; enantioselective Baeyer-Villiger oxidations; biotransformations; cyclohexanone monooxygenase; cyclopentanone monooxygenase; engineered baker's yeast; recombinant E. coli; optically pure 2-substituted cyclopentanones; optically pure lactones
AbstractCyclohexanone monooxygenase (CHMO) from Acinetobacter sp NCIMB 9871 expressed in baker's yeast and in E. coli and cyclopentanone monooxygenase (CPMO) from Comamonas (previously Pseudomonas) sp. NCIMB 9872 expressed in E. coli are new bioreagents for Baeyer-Villiger oxidations. These engineered microorganisms, requiring neither biochemical expertise nor equipment beyond that found in chemical laboratories, were evaluated as reagents for Baeyer-Villiger oxidations of cyclopentanones substituted at the 2-position with polar and nonpolar chains suitable for further modifications. Two such functionalized substrates that can be transformed into highly enantiopure lactones were identified. The performance and the potential of these bioreagents are discussed.
Publication date
LanguageEnglish
AffiliationNRC Biotechnology Research Institute; National Research Council Canada
Peer reviewedNo
NRC number44670
NPARC number3538725
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Record identifierf47fd78f-be07-49d8-a02d-c420f404bc7f
Record created2009-03-01
Record modified2016-05-09
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