Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1374612 | Bioorganic & Medicinal Chemistry Letters | 2010 | 4 Pages |
Abstract
A novel analog of isochorismate, in which the enolpyruvyl substituent is replaced with a carboxymethoxyl group, has been synthesized in four steps from a known intermediate. This analog is more stable than the natural product, but still acts as a good substrate for the enzyme MenD (SEPHCHC synthase). The enzyme consumes the (+)-enantiomer only, with an apparent turnover similar to that of the natural substrate, and an apparent Michaelis constant conveniently higher than that of isochorismate. This analog will be useful in the study of any isochorismate-utilizing enzyme.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Maohai Fang, Blaine M. Langman, David R.J. Palmer,