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1epv

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[[Image:1epv.gif|left|200px]]
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{{Seed}}
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[[Image:1epv.png|left|200px]]
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{{STRUCTURE_1epv| PDB=1epv | SCENE= }}
{{STRUCTURE_1epv| PDB=1epv | SCENE= }}
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'''ALANINE RACEMASE WITH BOUND INHIBITOR DERIVED FROM D-CYCLOSERINE'''
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===ALANINE RACEMASE WITH BOUND INHIBITOR DERIVED FROM D-CYCLOSERINE===
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==Overview==
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Alanine racemase (EC 5.1.1.1) catalyzes the interconversion of alanine enantiomers, and thus represents the first committed step involved in bacterial cell wall biosynthesis. Cycloserine acts as a suicide inhibitor of alanine racemase and as such, serves as an antimicrobial agent. The chemical means by which cycloserine inhibits alanine racemase is unknown. Through spectroscopic assays, we show here evidence of a pyridoxal derivative (arising from either isomer of cycloserine) saturated at the C4' carbon position. We additionally report the L- and D-cycloserine inactivated crystal structures of Bacillus stearothermophilus alanine racemase, which corroborates the spectroscopy via evidence of a 3-hydroxyisoxazole pyridoxamine derivative. Upon the basis of the kinetic and structural properties of both the L- and D-isomers of the inhibitor, we propose a mechanism of alanine racemase inactivation by cycloserine. This pathway involves an initial transamination step followed by tautomerization to form a stable aromatic adduct, a scheme similar to that seen in cycloserine inactivation of aminotransferases.
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(as it appears on PubMed at http://www.pubmed.gov), where 12741835 is the PubMed ID number.
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{{ABSTRACT_PUBMED_12741835}}
==About this Structure==
==About this Structure==
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[[Category: Stamper, G F.]]
[[Category: Stamper, G F.]]
[[Category: Alpha-beta barrel]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Fri May 2 15:23:08 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Tue Jul 1 01:34:50 2008''

Revision as of 22:34, 30 June 2008

Image:1epv.png

Template:STRUCTURE 1epv

ALANINE RACEMASE WITH BOUND INHIBITOR DERIVED FROM D-CYCLOSERINE

Template:ABSTRACT PUBMED 12741835

About this Structure

1EPV is a Single protein structure of sequence from Geobacillus stearothermophilus. Full crystallographic information is available from OCA.

Reference

A side reaction of alanine racemase: transamination of cycloserine., Fenn TD, Stamper GF, Morollo AA, Ringe D, Biochemistry. 2003 May 20;42(19):5775-83. PMID:12741835

Page seeded by OCA on Tue Jul 1 01:34:50 2008

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