Structure of solvent affects enantioselectivity of lipase-catalyzed transesterification
1995; Elsevier BV; Volume: 51; Issue: 32 Linguagem: Inglês
10.1016/0040-4020(95)00470-s
ISSN1464-5416
AutoresKaoru Nakamura, Masamichi Kinoshita, Atsuyoshi Ohno,
Tópico(s)Analytical Chemistry and Chromatography
ResumoLipase-catalyzed transesterification of (rac)-6-methyl-5-hepten-2-ol (sulcatol) with vinyl acetate has been studied in various solvents and the effect of solvent on the enantioselectivity has been discussed from the viewpoint of molecular shape of the solvent. Alkanes and ethers are selected as solvents. Enantioselectivity of a reaction in a structurally linear solvent is higher than that in the corresponding branched chain solvent. Furthermore, the enantioselectivity decreases specifically with the increase in the ring size of solvent molecule. Thus, lipase recognizes not only the structure of substrate but also that of solvent.
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