Metastable and Collision‐activated Decomposition of Protonated Molecules of Isomeric N7‐ and N9‐Substituted Purines in the Gas Phase
Identifieur interne : 001B75 ( Main/Exploration ); précédent : 001B74; suivant : 001B76Metastable and Collision‐activated Decomposition of Protonated Molecules of Isomeric N7‐ and N9‐Substituted Purines in the Gas Phase
Auteurs : Bogdan Kralj [Slovénie] ; Dušan Žigon [Slovénie] ; Darko Kocjan [Slovénie] ; Jože Kobe [Slovénie]Source :
- Rapid Communications in Mass Spectrometry [ 0951-4198 ] ; 1997-02-15.
Abstract
The structures and reactivities of protonated metastable and collision‐activated molecules of isomeric N7‐ and N9‐substituted purines were investigated using fast atom/ion bombardment ionization and mass analysed ion kinetic energy spectrometry methods. Calculated proton affinities (PAs) of isomeric purine derivatives and the intensities of the observed metastable‐ion peaks revealed a direct correlation of PA with the reactivity of protonated molecules. The reactivity of the N9‐substituted purines possessing N3‐site specific proton affinities, i.e. N3–H+, relates to the strength of hydrogen bonding of N3–H+ to oxygen atoms(s) of the N9‐substituent, e.g. CH2—O—CH2CH2—O—C(CH3) = O or CH2—OCH2CH2—O—H. Various intramolecular (‘intra‐ion’) hydrogen‐bond(s) in the protonated molecules of isomeric purine derivates were revealed using proton affinities and metastable‐ion peak intensities. © 1997 John Wiley & Sons, Ltd.
Url:
DOI: 10.1002/(SICI)1097-0231(19970215)11:3<273::AID-RCM851>3.0.CO;2-R
Affiliations:
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<front><div type="abstract" xml:lang="en">The structures and reactivities of protonated metastable and collision‐activated molecules of isomeric N7‐ and N9‐substituted purines were investigated using fast atom/ion bombardment ionization and mass analysed ion kinetic energy spectrometry methods. Calculated proton affinities (PAs) of isomeric purine derivatives and the intensities of the observed metastable‐ion peaks revealed a direct correlation of PA with the reactivity of protonated molecules. The reactivity of the N9‐substituted purines possessing N3‐site specific proton affinities, i.e. N3–H+, relates to the strength of hydrogen bonding of N3–H+ to oxygen atoms(s) of the N9‐substituent, e.g. CH2—O—CH2CH2—O—C(CH3) = O or CH2—OCH2CH2—O—H. Various intramolecular (‘intra‐ion’) hydrogen‐bond(s) in the protonated molecules of isomeric purine derivates were revealed using proton affinities and metastable‐ion peak intensities. © 1997 John Wiley & Sons, Ltd.</div>
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