Issue 8, 2004

Poly(ethylene glycol)-lipase complexes that are highly active and enantioselective in ionic liquids

Abstract

Lipase-catalyzed alcoholysis between vinyl acetate and 2-phenyl-1-propanol was investigated in dialkylimidazolium-based ionic liquids. Although native lipase powder exhibited very low activity in an ionic liquid, forming a poly(ethylene glycol) (PEG)-lipase complex improved the lipase activity in the ionic liquid. The activity of the PEG-lipase complex was higher in ionic liquids than in common organic solvents (n-hexane, isooctane and dimethylsulfoxide). Fluorescence measurements using 4-aminophthalimide revealed that the ionic liquids were more hydrophilic than the organic solvents used for non-aqueous enzymology. A kinetic study of lipase-catalyzed alcoholysis in an ionic liquid ([Bmim][PF6]) revealed that the Michaelis constant (Km) for 2-phenyl-1-propanol in the ionic liquid was half that in n-hexane, suggesting that the ionic liquid stabilized the enzyme-substrate complex. Finally, we carried out enantioselective alcoholysis of 1-phenylethanol in ionic liquids employing the PEG-lipase complex, and obtained high enantioselectivity, comparable to that in n-hexane.

Graphical abstract: Poly(ethylene glycol)-lipase complexes that are highly active and enantioselective in ionic liquids

Article information

Article type
Paper
Submitted
22 Jan 2004
Accepted
26 Feb 2004
First published
22 Mar 2004

Org. Biomol. Chem., 2004,2, 1239-1244

Poly(ethylene glycol)-lipase complexes that are highly active and enantioselective in ionic liquids

T. Maruyama, H. Yamamura, T. Kotani, N. Kamiya and M. Goto, Org. Biomol. Chem., 2004, 2, 1239 DOI: 10.1039/B401012D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements