Document Detail


Conformational analysis of brominated pA2'-5'A2'-5'A analogs. An NMR and model-building study.
MedLine Citation:
PMID:  2753035     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
NMR and model-building studies were carried out on pA2'-5'A2'-5'A and analogs in which one or more of the A residues were replaced by 8-bromoadenosine. Chemical shifts, coupling constants and NOE data were used to obtain structural information. The N/S equilibrium constant of the ribose rings as well as the phase angles and puckering amplitudes were determined from the experimental coupling constants with the aid of an improved version of the PSEUROT program. Chemical shifts in combination with NOE data were used to monitor base-base interactions and the orientation of the bases (syn or anti). The combined data suggest that different types of stacking interactions are present in the various compounds. Bromination of the first or second residue in the trimers results in a preference for N-type sugar and syn orientation of the base in these residues. When A(3) is brominated, an S-type sugar conformation together with a syn orientation of the base is favoured at the 2' terminus. Energy-minimized models of the different stacking interactions are presented which fit the present collection of data. The possible correlation between biological activity of these compounds and their conformation is briefly discussed.
Authors:
Y T van den Hoogen; C M Hilgersom; D Brozda; K Lesiak; P F Torrence; C Altona
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  European journal of biochemistry / FEBS     Volume:  182     ISSN:  0014-2956     ISO Abbreviation:  Eur. J. Biochem.     Publication Date:  1989 Jul 
Date Detail:
Created Date:  1989-09-01     Completed Date:  1989-09-01     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:  629-37     Citation Subset:  IM    
Affiliation:
Gorlaeus Laboratories, Leiden University, The Netherlands.
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MeSH Terms
Descriptor/Qualifier:
Adenosine / analogs & derivatives*,  analysis
Binding Sites
Chemical Phenomena
Chemistry
Energy Transfer
Magnetic Resonance Spectroscopy
Models, Theoretical
Molecular Conformation
Oligonucleotides*
Temperature
Chemical
Reg. No./Substance:
0/Oligonucleotides; 2946-39-6/8-bromoadenosine; 58-61-7/Adenosine

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


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