Document Detail


Acid-base properties of the nucleic-acid model 2'-deoxyguanylyl(5'-->3')-2'-deoxy-5'-guanylate, d(pGpG)3-, and of related guanine derivatives.
MedLine Citation:
PMID:  16525552     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The dinucleotide d(pGpG) is an often employed DNA model to study various kinds of interactions between DNA and metal ions, but its acid-base properties were not yet described in detail. In this study the six deprotonation reactions of H4[d(pGpG)]+ are quantified. The acidity constants for the release of the first proton from the terminal P(O)(OH)2 group (pKa = 0.65) and for one of the (N7)H+ sites (pKa = 2.4) are estimated. The acidity constants of the remaining four deprotonation reactions were measured by potentiometric pH titrations in aqueous solution (25 degrees C; I = 0.1 M, NaNO3): The pKa values for the deprotonations of the second (N7)H+, the P(O)2(OH)-, and the two (N1)H sites are 2.98, 6.56, 9.54 and 10.11, respectively. Based on these results we show how to estimate acidity constants for related systems that have not been studied, e.g. pGpG, which is involved in the initiation step of a rotavirus RNA polymerase. The relevance of our results for nucleic acids in general is briefly indicated.
Authors:
Bernd Knobloch; Helmut Sigel; Andrzej Okruszek; Roland K O Sigel
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-01-26
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  4     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2006 Mar 
Date Detail:
Created Date:  2006-03-09     Completed Date:  2007-09-24     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  1085-90     Citation Subset:  IM    
Affiliation:
Institute of Inorganic Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057, Zürich, Switzerland.
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MeSH Terms
Descriptor/Qualifier:
5'-Guanylic Acid / chemistry
Deoxyguanine Nucleotides / chemistry*
Dideoxynucleosides / chemistry*
Guanine / analogs & derivatives*,  chemistry*
Hydrogen-Ion Concentration*
Kinetics
Molecular Conformation
Uridine Monophosphate / chemistry
Chemical
Reg. No./Substance:
0/Deoxyguanine Nucleotides; 0/Dideoxynucleosides; 58-97-9/Uridine Monophosphate; 73-40-5/Guanine; 85-32-5/5'-Guanylic Acid; 902-04-5/2'-deoxyguanosine 5'-phosphate

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


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