Determination of substituent effects on the proton affinities of natural nucleosides by the kinetic method.
Journal
Journal of mass spectrometry : JMS
ISSN: 1096-9888
Titre abrégé: J Mass Spectrom
Pays: England
ID NLM: 9504818
Informations de publication
Date de publication:
Jan 2021
Jan 2021
Historique:
entrez:
15
1
2021
pubmed:
16
1
2021
medline:
8
10
2021
Statut:
ppublish
Résumé
The kinetics of the unimolecular dissociations of proton-bound dimers produced by fast-atom bombardment from nucleosides and reference amines enables the evaluation of the proton affinities (PAs) of ribonucleosides. The PAs of cytosine, guanosine, adenosine, uridine, and deoxyuridine have been thus determined. These values and those already available for the corresponding DNA homologues allow the evaluation of the effect of the hydroxyl group in position 2' of the sugar moiety, which lowers the PAs of RNA nucleosides by 0.6-1 kcal/mol, and of the methyl group in position 5 of the thymine ring, which enhances the basicity of deoxythymidine over deoxyuridine by 0.6 kcal/mol.
Substances chimiques
Nucleosides
0
Protons
0
RNA
63231-63-0
DNA
9007-49-2
Thymidine
VC2W18DGKR
Deoxyuridine
W78I7AY22C
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e4677Informations de copyright
© 2020 John Wiley & Sons, Ltd.
Références
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