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Non‐covalent complexes of nucleosides and nucleobases with β‐cyclodextrin: a study by fast atom bombardment mass spectrometry and collision‐induced dissociation
Author(s) -
Madhusudanan K. P.,
Katti S. B.,
Dwivedi A. K.
Publication year - 1998
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(1998100)33:10<1017::aid-jms721>3.0.co;2-q
Subject(s) - chemistry , protonation , deprotonation , nucleobase , dissociation (chemistry) , fast atom bombardment , collision induced dissociation , fragmentation (computing) , molecule , mass spectrometry , moiety , stereochemistry , photochemistry , ion , tandem mass spectrometry , organic chemistry , dna , biochemistry , chromatography , computer science , operating system
Naturally occurring nucleosides and nucleobases form inclusion complexes with β‐cyclodextrin. These host–guest complexes could be detected by fast atom bombardment mass spectrometry. The collision‐induced dissociation spectra of the protonated complexes showed mainly ions related to the guest molecules. However, deoxyribonucleoside complexes also exhibited facile elimination of the sugar moiety, whereas this fragmentation was absent in ribonucleoside complexes. The deprotonated inclusion complexes underwent collision‐induced dissociation to give mainly the deprotonated host molecule. It appears, therefore, that the protonated complexes have protonated guests inside the cavity of the neutral host and the deprotonated complexes have neutral guests in the cavity of the deprotonated host. © 1998 John Wiley & Sons, Ltd.