The mechanism of action of bacimethrin, a naturally occurring thiamin antimetabolite

Authors
Reddick, JJ Saha, S Lee, JM Melnick, JS Perkins, J Begley, TP
Citation
Jj. Reddick et al., The mechanism of action of bacimethrin, a naturally occurring thiamin antimetabolite, BIOORG MED, 11(17), 2001, pp. 2245-2248
Citations number
23
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
17
Year of publication
2001
Pages
2245 - 2248
Database
ISI
SICI code
0960-894X(20010903)11:17<2245:TMOAOB>2.0.ZU;2-O
Abstract
The mechanism of bacimethrin (2) toxicity has been determined. This compoun d is converted to 2 ' -methoxy-thiamin pyrophosphate (10) by the thiamin bi osynthetic enzymes. Of the seven thiamin pyrophosphate utilizing enzymes in Escherichia coli, 2 ' -methoxy-thiamin pyrophosphate inhibits a-ketoglutar ate dehydrogenase, transketolase, and deoxy-D-xylulose-5-phosphate synthase . Bacimethrin does not cause repression of the genes coding for the thiamin biosynthetic enzymes. (C) 2001 Published by Elsevier Science Ltd.