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Titolo:
NMR-STUDIES ON THE SELF-ASSOCIATION OF URIDINE AND URIDINE ANALOGS
Autore:
DUNGER A; LIMBACH HH; WEISZ K;
Indirizzi:
FREE UNIV BERLIN,INST ORGAN CHEM,TAKUSTR 3 D-14195 BERLIN GERMANY FREE UNIV BERLIN,INST ORGAN CHEM D-14195 BERLIN GERMANY
Titolo Testata:
Chemistry
fascicolo: 4, volume: 4, anno: 1998,
pagine: 621 - 628
SICI:
0947-6539(1998)4:4<621:NOTSOU>2.0.ZU;2-5
Fonte:
ISI
Lingua:
ENG
Soggetto:
NUCLEIC-ACID BASES; HYDROGEN-BONDED COMPLEXES; NITROGEN-15-LABELED OLIGODEOXYNUCLEOTIDES; N-15 NMR; MAGNETIC-RESONANCE; NUCLEOTIDE BASES; RECOGNITION; PAIRS; DNA; NUCLEOSIDES;
Keywords:
HYDROGEN BONDS; ISOTOPIC LABELING; NUCLEIC ACIDS; NUCLEOSIDES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
42
Recensione:
Indirizzi per estratti:
Citazione:
A. Dunger et al., "NMR-STUDIES ON THE SELF-ASSOCIATION OF URIDINE AND URIDINE ANALOGS", Chemistry, 4(4), 1998, pp. 621-628

Abstract

Association constants for the dimerization of acylated uridine and two analogues, 4-thiouridine and 6-oxadihydrouridine, have been determined in chloroform solution. At 293 K, self-association constants K werefound to decrease in the order uridine>6-oxadihydrouridine>4-thiouridine. Low-temperature 1D and 2D NMR measurements in a deuterated freon mixture allowed the unambiguous assignment of the different dimeric species formed. For homodimers of uridine, the 2- and 4-carbonyl groups act as H-bond accepters with equal frequency whereas for the 6-oxa analogue the 2-carbonyl is strongly favored over the 4-carbonyl group. Nohydrogen bonding of the 4-S atom is observed in the 4-thio analogue. In agreement with the more negative atomic charge on the O4 oxygen predicted from ab initio calculations, H-1 chemical shifts of the H-bonded proton in uridine dimers indicate a stronger hydrogen bond in the 4-as compared to the 2-position.

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Documento generato il 11/07/20 alle ore 04:31:57