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Characterization of blocked nucleosides by mass spectrometry. Benzyl derivatives
Author(s) -
Cory H. T.,
Yamaizumi K.,
Smith David L.,
Knowles D. R.,
Broom Arthur D.,
Mccloskey James A.
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160336
Subject(s) - chemistry , mass spectrometry , mass spectrum , characterization (materials science) , decomposition , mass , high resolution , ion , base (topology) , organic chemistry , chromatography , nanotechnology , mathematical analysis , materials science , remote sensing , mathematics , geology
The mass spectra of eleven model monobenzylated nucleosides were studied using low and high resolution mass spectrometry. Structural assignments to the major ions were made and several decomposition mechanisms proposed, with the goal of establishing the uses and limitations of mass spectrometry for the characterization of benzylaled nucleosides. Mass spectra generally permit determination of the extent and site of benzylation, with particular regard to base vs . sugar substitution, 0–2′ vs . 0–3′ or 0–5′, and in some cases 0–5′ vs . other isomers.