Peracetylated β-cyclodextrin as additive in enzymatic reactions

Enhanced reaction rate and enantiomeric ratio in lipase-catalyzed transesterifications in organic solvents

Ashraf Ghanem, Volker Schurig

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

Peracetylated β-cyclodextrin has been employed as a macrocyclic additive to enhance the enantiomeric ratio E and reaction rate in Pseudomonas cepacia lipase (PSL)-catalyzed enantioselective transesterification of 1-(2-furyl)ethanol in organic solvents. The beneficial action of the cyclodextrin used as a regulator of lipase was tentatively interpreted as increasing the conformational flexibility of the enzyme and undergoing host-guest complexation with the product, thereby preventing product inhibition and leading to an enhancement of the enantiomeric ratio E and the reaction rate. The effect of the organic solvent on the present cyclodextrin-mediated enzymatic transesterification has been studied.

Original languageEnglish
Pages (from-to)2761-2766
Number of pages6
JournalTetrahedron Asymmetry
Volume12
Issue number19
DOIs
Publication statusPublished - 30 Oct 2001
Externally publishedYes

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Transesterification
Cyclodextrins
Lipases
Lipase
Organic solvents
Reaction rates
reaction kinetics
pseudomonas
regulators
products
enzymes
flexibility
ethyl alcohol
Complexation
augmentation
Ethanol
Enzymes

Cite this

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abstract = "Peracetylated β-cyclodextrin has been employed as a macrocyclic additive to enhance the enantiomeric ratio E and reaction rate in Pseudomonas cepacia lipase (PSL)-catalyzed enantioselective transesterification of 1-(2-furyl)ethanol in organic solvents. The beneficial action of the cyclodextrin used as a regulator of lipase was tentatively interpreted as increasing the conformational flexibility of the enzyme and undergoing host-guest complexation with the product, thereby preventing product inhibition and leading to an enhancement of the enantiomeric ratio E and the reaction rate. The effect of the organic solvent on the present cyclodextrin-mediated enzymatic transesterification has been studied.",
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