Issue 26, 2011
From the journal:

Chemical Communications

Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)—a potential mechanism for the anti-cancer effects of ibuprofen†

Timothy J. Woodman,*a   Pauline J. Wood,a   Andrew S. Thompson,a   Thomas J. Hutchings,a   Georgina R. Steel,a   Ping Jiao,a   Michael D. Threadgilla  and  Matthew D. Lloyd*a  

* Corresponding authors

a Medicinal Chemistry, Department of Pharmacy & Pharmacology, University of Bath, Claverton Down, Bath BA2 7AY, UK
E-mail: M.D.Lloyd@bath.ac.uk
Fax: +44-1225-386114
Tel: +44-1225-386786

Abstract

Metabolic chiral inversion of 2-arylpropanoic acids (2-APAs; ‘profens’), such as ibuprofen, is important for pharmacological activity. Several 2-APA-CoA esters were good racemisation substrates for human AMACR 1A, suggesting a common chiral inversion pathway for all 2-APAs and an additional mechanism for their anti-cancer properties.

Graphical abstract: Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)—a potential mechanism for the anti-cancer effects of ibuprofen

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Article information

DOI
https://doi.org/10.1039/C1CC10763A
Article type
Communication
Submitted
09 Feb 2011
Accepted
26 Apr 2011
First published
26 May 2011

Chem. Commun., 2011,47, 7332-7334

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Chiral inversion of 2-arylpropionyl-CoA esters by human α-methylacyl-CoA racemase 1A (P504S)—a potential mechanism for the anti-cancer effects of ibuprofen

T. J. Woodman, P. J. Wood, A. S. Thompson, T. J. Hutchings, G. R. Steel, P. Jiao, M. D. Threadgill and M. D. Lloyd, Chem. Commun., 2011, 47, 7332 DOI: 10.1039/C1CC10763A

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