Document Detail


Biological implications of oxidation and unidirectional chiral inversion of D-amino acids.
MedLine Citation:
PMID:  22304623     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Recent progress in chiral separation of D- and L-amino acids by chromatography ascertained the presence of several free D-amino acids in a variety of mammals including humans. Unidirectional chiral inversion of many D-amino acid analogs such as exogenous NG-nitro-D-arginine (D-NNA), endogenous D-leucine, D-phenylanine and D-methionine have been shown to take place with inversion rates of 4-90%, probably dependent on various species D-amino acid oxidase (DAAO) enzymatic activities. DAAO is known to catalyze the oxidative deamination of neutral and basic D-amino acids to their corresponding α-keto acids, hydrogen peroxide and ammonia, and is responsible for the chiral inversion. This review provides an overview of recent research in this area: 1) oxidation and chiral inversion of several D-amino acid analogs in the body; 2) the indispensable but insufficient role of DAAO particularly in the kidneys and brain for the oxidation and chiral inversion of D-amino acids analogs; and 3) unidentified transaminase(s) responsible for the second step of chiral inversion. The review also discusses the physiological significance of oxidation and chiral inversion of D-amino acids, which is still a subject of dispute.
Authors:
Yong-Xiang Wang; Nian Gong; Yan-Fei Xin; Bin Hao; Xiang-Jun Zhou; Catherine C Y Pang
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-2-2
Journal Detail:
Title:  Current drug metabolism     Volume:  -     ISSN:  1875-5453     ISO Abbreviation:  -     Publication Date:  2012 Feb 
Date Detail:
Created Date:  2012-2-6     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100960533     Medline TA:  Curr Drug Metab     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
King's Lab, School of Pharmacy, Shanghai Jiao Tong University, NO. 6 Biomedicine Building (Suite 106), 800 Dongchuan Road, Shanghai 200240, China. yxwang@sjtu.edu.cn.
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