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Mass sectrometric study of methylene cross‐linked derivatives of adenine and adenosine
Author(s) -
Sethi Satinder K.,
Gelijkens Chris F.,
McCloskey James A.,
Shapiro Robert,
Brandes Barry A.
Publication year - 1983
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200101209
Subject(s) - methylene , chemistry , mass spectrum , fragmentation (computing) , adenosine , homolysis , electron ionization , sugar , bond cleavage , dna , cleavage (geology) , mass spectrometry , stereochemistry , ion , olefin fiber , medicinal chemistry , ionization , organic chemistry , biochemistry , polymer , chromatography , biology , catalysis , ecology , paleontology , fracture (geology) , radical
Abstract Mass spectra of model methylene cross‐linked bases and nucleosides have been studied to provide a more complete understanding of their electron ionization mass spectra for characterization of chemically modified products isolated from RNA or DNA. Four adenine and four adenosine derivatives were prepared having (CH 2 ) n cross links between N 6 groups where n = 1−4. Principal fragmentation processes are associated with homolytic cleavage of the methylene chain, often with olefin ion formation by a process associated with the presence of both bases. The fragment ions formed provide a clear means of differentiating base‐base linkages from base‐sugar or sugar‐sugar linkages.