Document Detail


Synthesis and evaluation of novel aromatic substrates and competitive inhibitors of GABA aminotransferase.
MedLine Citation:
PMID:  17988865     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The design, synthesis, and evaluation of novel gamma-aminobutyric acid aminotransferase (GABA-AT) inhibitors and inactivators can lead to the discovery of new GABA-related therapeutics. To this end, a series of aromatic amino acid compounds was synthesized to aid in the design of new inhibitors and inactivators of GABA-AT. All compounds were tested as competitive inhibitors of GABA-AT. The amino acids with benzylic amines were also tested as substrates for GABA-AT. It was found that these compounds were all poor competitive inhibitors of GABA-AT, but some were substrates of the enzyme, suggesting their utility as scaffolds for potential GABA-AT mechanism-based inactivators. Computer modeling was used to rationalize the substrate activity of the various compounds.
Authors:
Michael D Clift; Richard B Silverman
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2007-10-22
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  18     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2008 May 
Date Detail:
Created Date:  2008-05-21     Completed Date:  2008-10-03     Revised Date:  2010-09-20    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  3122-5     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Northwestern University, Evanston, IL 60208-3113, USA.
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MeSH Terms
Descriptor/Qualifier:
4-Aminobutyrate Transaminase / antagonists & inhibitors*,  chemistry
Binding, Competitive
Computer Simulation
Drug Design*
Enzyme Inhibitors / chemical synthesis,  chemistry,  pharmacology
Hydrocarbons, Aromatic / chemical synthesis*,  chemistry,  pharmacology
Molecular Structure
Grant Support
ID/Acronym/Agency:
GM66132/GM/NIGMS NIH HHS; R01 GM066132-01A2/GM/NIGMS NIH HHS; R01 GM066132-02/GM/NIGMS NIH HHS; R01 GM066132-03/GM/NIGMS NIH HHS; R01 GM066132-04/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Enzyme Inhibitors; 0/Hydrocarbons, Aromatic; EC 2.6.1.19/4-Aminobutyrate Transaminase
Comments/Corrections

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