Literature DB >> 20675139

A stable analog of isochorismate for the study of MenD and other isochorismate-utilizing enzymes.

Maohai Fang1, Blaine M Langman, David R J Palmer.   

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. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20675139     DOI: 10.1016/j.bmcl.2010.07.044

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  Correlating enzyme annotations with a large set of microbial growth temperatures reveals metabolic adaptations to growth at diverse temperatures.

Authors:  Martin K M Engqvist
Journal:  BMC Microbiol       Date:  2018-11-06       Impact factor: 3.605

2.  Alteration of the Route to Menaquinone towards Isochorismate-Derived Metabolites.

Authors:  Alexander Fries; Laura S Mazzaferro; Björn Grüning; Philippe Bisel; Karin Stibal; Patrick C F Buchholz; Jürgen Pleiss; Georg A Sprenger; Michael Müller
Journal:  Chembiochem       Date:  2019-05-24       Impact factor: 3.164

3.  Biosynthesis of Menaquinone in E. coli: Identification of an Elusive Isomer of SEPHCHC.

Authors:  Alexander Fries; Laura S Mazzaferro; Philippe Bisel; Florian Hubrich; Jennifer N Andexer; Michael Müller
Journal:  Chembiochem       Date:  2022-07-28       Impact factor: 3.461

  3 in total

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