OXYGEN-18 INCORPORATION INTO NUCLEOSIDES OF BIOLOGICAL INTEREST: SYNTHESIS AND MASS SPECTROMETRY (DIALDEHYDE).

Persistent Link:
http://hdl.handle.net/10150/187663
Title:
OXYGEN-18 INCORPORATION INTO NUCLEOSIDES OF BIOLOGICAL INTEREST: SYNTHESIS AND MASS SPECTROMETRY (DIALDEHYDE).
Author:
SOLSTEN, RICHARD THOMAS, JR.
Issue Date:
1984
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
A facile method for the synthesis of highly enriched ¹⁸O labeled pyrimidine ribonucleosides is described. The ribonucleoside may be labelled specifically in the base, the sugar, or both moieties with one or two oxygen-18 atoms. The isotopic purity of the products as well as the location of the oxygen-18 labels have been unambiguously determined by mass spectrometry. Stable isotope labeled analogs have been employed to determine the composition of several clinically significant nucleoside dialdehydes by mass spectrometry. Formation of the trimethylsilyl derivatives permits the gas chromatographic separation of the major components present in the equilibrium mixture. In addition to the expected hemiacetals and hydrates, a substantial amount of the dialdehydes exist in polymeric form. Fast atom bombardment mass spectrometry enabled observation of dimeric and trimeric species from the polymeric material present in the mixture.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Nucleosides.; Nucleosides -- Analysis.; Pyrimidines -- Analysis.; Mass spectrometry.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Pharmaceutical Sciences; Graduate College
Degree Grantor:
University of Arizona

Full metadata record

DC FieldValue Language
dc.language.isoenen_US
dc.titleOXYGEN-18 INCORPORATION INTO NUCLEOSIDES OF BIOLOGICAL INTEREST: SYNTHESIS AND MASS SPECTROMETRY (DIALDEHYDE).en_US
dc.creatorSOLSTEN, RICHARD THOMAS, JR.en_US
dc.contributor.authorSOLSTEN, RICHARD THOMAS, JR.en_US
dc.date.issued1984en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractA facile method for the synthesis of highly enriched ¹⁸O labeled pyrimidine ribonucleosides is described. The ribonucleoside may be labelled specifically in the base, the sugar, or both moieties with one or two oxygen-18 atoms. The isotopic purity of the products as well as the location of the oxygen-18 labels have been unambiguously determined by mass spectrometry. Stable isotope labeled analogs have been employed to determine the composition of several clinically significant nucleoside dialdehydes by mass spectrometry. Formation of the trimethylsilyl derivatives permits the gas chromatographic separation of the major components present in the equilibrium mixture. In addition to the expected hemiacetals and hydrates, a substantial amount of the dialdehydes exist in polymeric form. Fast atom bombardment mass spectrometry enabled observation of dimeric and trimeric species from the polymeric material present in the mixture.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectNucleosides.en_US
dc.subjectNucleosides -- Analysis.en_US
dc.subjectPyrimidines -- Analysis.en_US
dc.subjectMass spectrometry.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplinePharmaceutical Sciencesen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.identifier.proquest8412679en_US
dc.identifier.oclc690934853en_US
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