Document Detail


Reactions of nucleic acid bases with alpha-acetylenic esters. Chemical modification of poly(A) and poly(C).
MedLine Citation:
PMID:  3040395     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The reaction of chlorotetrolic (4-chloro-2-butynoic) esters with adenine and cytosine derivatives, in which a new heterocycle bearing an alkylating chloromethyl side chain is fused to the purine or pyrimidine ring, was extended to poly(A) and poly(C) used as models of nucleic acids. The derivatization proceeds under mild conditions and its extent can be controlled by the reaction time. The additional rings can exist in two isomeric forms and the nature of the isomer formed depends on steric factors in the vicinity of the reacting base. The reaction with chlorotetrolic esters discriminates between the single-stranded (reactive) and double-stranded (unreactive) forms, between the exposed an hidden adenine and cytosine bases and even between the exposed and sterically hindered fragments of the base moiety and thus allows structural investigations of these nucleic acids. The chloromethyl group of the derivatized nucleobases can be used to bind the modified polymers to other molecules.
Authors:
P Roques; M Olomucki
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  European journal of biochemistry / FEBS     Volume:  167     ISSN:  0014-2956     ISO Abbreviation:  Eur. J. Biochem.     Publication Date:  1987 Aug 
Date Detail:
Created Date:  1987-10-15     Completed Date:  1987-10-15     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0107600     Medline TA:  Eur J Biochem     Country:  GERMANY, WEST    
Other Details:
Languages:  eng     Pagination:  103-9     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Alkaline Phosphatase / metabolism
Alkynes*
Chemical Phenomena
Chemistry
Chromatography, Affinity
Chromatography, High Pressure Liquid
Circular Dichroism
Hydrogen-Ion Concentration
Nucleic Acid Conformation
Nucleotidases / metabolism
Poly A*
Poly C*
Poly U
Polyribonucleotides*
Single-Strand Specific DNA and RNA Endonucleases
Chemical
Reg. No./Substance:
0/Alkynes; 0/Polyribonucleotides; 24937-83-5/Poly A; 27416-86-0/Poly U; 30811-80-4/Poly C; 41658-12-2/methyl chlorotetrolate; EC 3.1.3.-/Nucleotidases; EC 3.1.3.1/Alkaline Phosphatase; EC 3.1.30.1/Single-Strand Specific DNA and RNA Endonucleases

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


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