Document Detail


Studies on in vitro S-methylation of naturally occurring thiol compounds with N-methyl-N-nitrosourea and methyl methanesulfonate.
MedLine Citation:
PMID:  3608940     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
N-Methyl-N-nitrosourea (MNU) and methyl methanesulfonate (MMS) were found to rapidly methylate glutathione (GSH) in vitro yielding S-methyl glutathione, as verified and quantitated by high-performance liquid chromatography and thin-layer chromatography. Formation of S-methylcysteine in the acid-hydrolyzate of the methylated GSH further confirmed the formation of S-methyl glutathione. Other naturally occurring thiol compounds such as cysteine and homocysteine were also methylated by MNU. The observed pH dependency of GSH methylation by MNU suggests that the sulfide anion form of the thiol may represent the favored methyl acceptor. The high reactivity of GSH toward MNU and MMS may be of biological significance in that it could compete with macromolecular cellular components as a target for alkylation.
Authors:
L Trézl; K S Park; S Kim; W K Paik
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Environmental research     Volume:  43     ISSN:  0013-9351     ISO Abbreviation:  Environ. Res.     Publication Date:  1987 Aug 
Date Detail:
Created Date:  1987-09-18     Completed Date:  1987-09-18     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0147621     Medline TA:  Environ Res     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  417-26     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Amino Acids
Glutathione* / analogs & derivatives
Kinetics
Methyl Methanesulfonate*
Methylation
Methylnitrosourea*
Oxidation-Reduction
Grant Support
ID/Acronym/Agency:
CA12226/CA/NCI NIH HHS; CA12227/CA/NCI NIH HHS; DK09602/DK/NIDDK NIH HHS
Chemical
Reg. No./Substance:
0/Amino Acids; 2922-56-7/S-methyl glutathione; 66-27-3/Methyl Methanesulfonate; 684-93-5/Methylnitrosourea; 70-18-8/Glutathione

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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