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Lipase-catalyzed esterification in water enabled by nanomicelles. Applications to 1-pot multi-step sequences.

ABSTRACT: Esterification in an aqueous micellar medium is catalyzed by a commercially available lipase in the absence of any co-factors. The presence of only 2 wt% designer surfactant, TPGS-750-M, assists in a 100% selective enzymatic process in which only primary alcohols participate (in a 1 : 1 ratio with carboxylic acid). An unexpected finding is also disclosed where the simple additive, PhCF₃ (1 equiv. vs. substrate), appears to significantly extend the scope of usable acid/alcohol combinations. Taken together, several chemo- and bio-catalyzed 1-pot, multi-step reactions can now be performed in water.

SUBMITTER: Singhania V

PROVIDER: S-EPMC8809412 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature

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Lipase-catalyzed esterification in water enabled by nanomicelles. Applications to 1-pot multi-step sequences.

Singhania Vani V Cortes-Clerget Margery M Dussart-Gautheret Jade J Akkachairin Bhornrawin B Yu Julie J Akporji Nnamdi N Gallou Fabrice F Lipshutz Bruce H BH

Chemical science 20211227 5

Esterification in an aqueous micellar medium is catalyzed by a commercially available lipase in the absence of any co-factors. The presence of only 2 wt% designer surfactant, TPGS-750-M, assists in a 100% selective enzymatic process in which only primary alcohols participate (in a 1 : 1 ratio with carboxylic acid). An unexpected finding is also disclosed where the simple additive, PhCF3 (1 equiv. vs. substrate), appears to significantly extend the scope of usable acid/alcohol c ...[more]

PMID: 35222928

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