Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/34856
Citations | ||
Scopus | Web of Science® | Altmetric |
---|---|---|
?
|
?
|
Type: | Journal article |
Title: | Design and synthesis of aromatic inhibitors of anthranilate synthase |
Author: | Payne, R. Bulloch, E. Abell, A. Abell, C. |
Citation: | Organic and Biomolecular Chemistry, 2005; 3(20):3629-3635 |
Publisher: | Royal Soc Chemistry |
Issue Date: | 2005 |
ISSN: | 1477-0520 1477-0539 |
Statement of Responsibility: | Richard J. Payne, Esther M. M. Bulloch, Andrew D. Abell and Chris Abell |
Abstract: | Anthranilate synthase catalyses the conversion of chorismate to anthranilate, a key step in tryptophan biosynthesis. A series of 3-(1-carboxy-ethoxy) benzoic acids were synthesised as chorismate analogues, with varying functionality at C-4, the position of the departing hydroxyl group in chorismate. Most of the compounds were moderate inhibitors of anthranilate synthase, with inhibition constants between 20–30 μM. The exception was 3-(1-carboxy-ethoxy) benzoic acid, (C-4 = H), for which K₁ = 2.4 μM. These results suggest that a hydrogen bonding interaction with the active site general acid (Glu309) is less important than previously assumed for inhibition of the enzyme by these aromatic chorismate analogues. |
Keywords: | Serratia marcescens Benzoates Chorismic Acid Anthranilate Synthase Enzyme Inhibitors Binding Sites Enzyme Activation Molecular Structure Structure-Activity Relationship Stereoisomerism Hydrogen Bonding Models, Molecular |
DOI: | 10.1039/b510633h |
Published version: | http://www.rsc.org/ej/OB/2005/b510633h.pdf |
Appears in Collections: | Aurora harvest Chemistry publications |
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.