Document Detail


Synthesis and properties of O6-methyldeoxyguanylic acid and its copolymers with deoxycytidylic acid.
MedLine Citation:
PMID:  737185     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
This paper describes the synthesis of O6-methyldeoxyguanosine triphosphate (m6dGTP) and its copolymerization to high molecular weight polymer with deoxycytidylic acid. The monomer, m6dGTP, was synthesized from deoxyguanosine first protected by acetylation of the sugar hydroxyls, and then chlorinated in the 6-position with POCl3. The product, 6-chloro-3',5'-di-O-acetyl deoxyguanosine, was converted to O6-methyldeoxyguanosine with sodium methoxide and phosphorylated in the 5' position with carrot phosphotransferase. Monophosphate was converted chemically to the triphosphate and copolymerized with dCTP by terminal deoxynucleotidyl transferase. The resulting template, which contained O6-methylguanine, was tested for its ability to direct RNA synthesis by bacterial RNA polymerase. The presence of O6-methylguanine was shown to lead to the misincorporation of UMP in the product polymer, thus strengthening the hypothesis that O6-methylguanine is a promutagenic base.
Authors:
J R Mehta; D B Ludlum
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  521     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  1978 Dec 
Date Detail:
Created Date:  1979-04-25     Completed Date:  1979-04-25     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  770-8     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Deoxycytidine Monophosphate*
Deoxycytosine Nucleotides*
Deoxyguanine Nucleotides* / chemical synthesis
Kinetics
Molecular Weight
Phosphotransferases
Plants / enzymology
Polydeoxyribonucleotides*
Templates, Genetic
Chemical
Reg. No./Substance:
0/Deoxycytosine Nucleotides; 0/Deoxyguanine Nucleotides; 0/Polydeoxyribonucleotides; 1032-65-1/Deoxycytidine Monophosphate; EC 2.7.-/Phosphotransferases

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