ISSN:
1075-4261
Keywords:
NMR
;
vibrational spectroscopy
;
5-bromouridine
;
base pairing
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Biology
,
Physics
Notes:
A multinuclear magnetic resonance and vibrational study on 5-bromouridine and its base pairing with guanosine and adenosine in deuterated dimethyl sulfoxide at different concentrations is reported. A dicarbonylic non-self-associated form is suggested for 5-bromouridine on the basis of the 1H-, 15N-NMR, and Raman data. When guanosine is added in equimolar amounts, a downfield shift of the (N3)H proton of 5-bromouridine and of the (N1)H and NH2 protons of guanosine is observed; these results can be interpreted, according to the Raman ones, considering that only a fraction of guanosine is “wobble base paired” with 5-bromouridine, whereas the remaining part is self-associated. When 5-bromouridine is mixed with adenosine, the proton chemical shift of the aminic NH2 of adenosine increases and the (N3)H iminic of 5-bromouridine moves downfield at a value higher than that observed for the 5-bromouridine-guanosine mixture. This behavior supports the hypothesis that 5-bromouridine interacts more with adenosine than with guanosine, but the results obtained are not able to establish which type of pairing (Watson-Crick or Hoogsteen) is present. Finally, the infrared spectrum of the solid 5-bromouridine: adenosine adduct, for which X-ray measurements of other authors suggested a Hoogsteen pairing, is reported and the observed bands are discussed. © 1997 John Wiley & Sons, Inc. Biospect 3: 241-249, 1997
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
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