Issue 17, 2004
From the journal:

Chemical Communications

Looking glass inhibitors: l-DMDP, a more potent and specific inhibitor of α-glucosidases than the enantiomeric natural product DMDP†‡

Chu-Yi Yu,ab   Naoki Asano,c   Kyoko Ikeda,c   Mei-Xiang Wang,b   Terry D. Butters,d   Mark R. Wormald,d   Raymond A. Dwek,d   Ana L. Winters,e   Robert J. Nashe  and  George W. J. Fleet*a  

* Corresponding authors

a Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford, UK
E-mail: george.fleet@chem.ox.ac.uk

b Laboratory of Chemical Biology, Institute of Chemistry, Center for Molecular Science, Chinese Academy of Sciences, Beijing 100080, China

c Hokuriku University, Department of Biochemistry, Faculty of Pharmaceutical Science, Kanazawa, Ishikawa 9201181, Japan

d Glycobiology Institute, Department of Biochemistry, Oxford University, Oxford, UK

e Molecular Nature Ltd., IGER, Aberystwyth, Wales

Abstract

L-DMDP, prepared from D-gulonolactone, is a highly specific inhibitor of a number of plant and mammalian α-glucosidases [between 2 and 4 orders of magnitude more potent than the enantiomeric natural product DMDP] but is not an inhibitor of bacterial and yeast α-glucosidases. Additionally N-butyl-DMDP is a potent inhibitor of ceramide-specific glucosyltransferase but N-butyl-L-DMDP shows no inhibition.

Graphical abstract: Looking glass inhibitors: l-DMDP, a more potent and specific inhibitor of α-glucosidases than the enantiomeric natural product DMDP

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Article information

DOI
https://doi.org/10.1039/B406035K
Article type
Communication
Submitted
26 Apr 2004
Accepted
15 Jun 2004
First published
29 Jul 2004

Chem. Commun., 2004, 1936-1937

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Looking glass inhibitors: L-DMDP, a more potent and specific inhibitor of α-glucosidases than the enantiomeric natural product DMDP

C. Yu, N. Asano, K. Ikeda, M. Wang, T. D. Butters, M. R. Wormald, R. A. Dwek, A. L. Winters, R. J. Nash and G. W. J. Fleet, Chem. Commun., 2004, 1936 DOI: 10.1039/B406035K

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