Abstract
Candida antarctica lipase fraction B (CAL-B) showed substrate specificity in the synthesis of esters in hexane involving reactions of short-chain acids having linear (acetic and butyric acids) and branched chain (isovaleric acid) structures, an unsaturated (tiglic acid) fatty acid, and phenylacetic acid with n-butanol and geraniol. The variation in the conversion to the esters was ca. 10%. Similar results were observed in a study of the alcohol specificity of the enzyme for esterification of acetic and butyric acids with four alcohols: n-butyl, isopentyl, 2-phenylethyl, and geraniol. Enantioselectivity of CAL-B in hexane with a range of chiral α-substituted or β-substituted carboxylic acids and n-butyl alcohol was analyzed. The results show that CAL-B can be employed as a robust biocatalyst in esterification reactions due to the high conversions obtained in the synthesis of short-chain flavor esters in an organic solvent, although this enzyme exhibited modest enantioselectivity with chiral short-chain carboxylic acids.
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Acknowledgments
The authors thank the National Council on Technological Education, Mexico (CoSNET) for financial support (grants nos. 607.96-P and 856.98-P).
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Larios, A., García, H.S., Oliart, R.M. et al. Synthesis of flavor and fragrance esters using Candida antarctica lipase. Appl Microbiol Biotechnol 65, 373–376 (2004). https://doi.org/10.1007/s00253-004-1602-x
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DOI: https://doi.org/10.1007/s00253-004-1602-x