Syntheses of enantiopure aliphatic secondary alcohols and acetates by bioresolution with lipase B from Candida antarctica.
Molecules, 2012/7/26;17(8):8955-67.
Ferreira HV[1], Rocha LC, Severino RP, Porto AL
Affiliations
PMID: 22836214DOI: 10.3390/molecules17088955
Impact factor: 4.927
Abstract
The lipase B from Candida antarctica (Novozym 435®, CALB) efficiently catalyzed the kinetic resolution of some aliphatic secondary alcohols: (±)-4-methylpentan-2-ol, (±)-5-methylhexan-2-ol, (±)-octan-2-ol, (±)-heptan-3-ol and (±)-oct-1-en-3-ol. The lipase showed excellent enantioselectivities in the transesterifications of racemic aliphatic secondary alcohols producing the enantiopure alcohols (>99% ee) and acetates (>99% ee) with good yields. Kinetic resolution of rac-alcohols was successfully achieved with CALB lipase using simple conditions, vinyl acetate as acylating agent, and hexane as non-polar solvent.
MeSH terms
Acetates; Biocatalysis; Candida; Esterification; Fatty Alcohols; Fungal Proteins; Hexanes; Lipase; Solvents; Stereoisomerism; Substrate Specificity; Vinyl Compounds
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