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Survey of the proton affinities of adenine, cytosine, thymine and uracil dideoxyribonucleosides, deoxyribonucleosides and ribonucleosides
Author(s) -
Liguori Angelo,
Napoli Anna,
Sindona Giovanni
Publication year - 2000
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(200002)35:2<139::aid-jms921>3.0.co;2-a
Subject(s) - chemistry , deoxyribonucleosides , affinities , ribonucleoside , thymine , cytosine , stereochemistry , nucleoside , uracil , ribose , acridone , ribonucleotide , bdna test , dna , nucleotide , organic chemistry , rna , enzyme , biochemistry , gene
The kinetic method was applied to the determination of the proton affinities ( PA s) of modified deoxy‐ and dideoxyribonucleosides. A correlation between the measured PA s and the replacement of one of the three hydroxyl groups of the ribose unit is presented. A PA scale was obtained which shows that the replacement of the primary or of one or both secondary hydroxyl groups of a ribonucleoside with a hydrogen atom induces the lowering or the enhancement of the nucleoside PA , respectively. The scale extends over a very narrow range of ∼2 kcal mol −1 , thus demonstrating the sensitivity of the kinetic method in the evaluation of small differences in thermodynamic parameters. Copyright © 2000 John Wiley & Sons, Ltd.