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Electrospray ionization mass spectrometric study of purine base‐cisplatin complexes
Author(s) -
Frańska Magdalena,
Frański Rafał,
Schroeder Grzegorz,
Springer Andreas,
Beck Sebastian,
Linscheid Michael
Publication year - 2005
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1882
Subject(s) - chemistry , guanine , electrospray ionization , nucleobase , protonation , purine , platinum , dissociation (chemistry) , electrospray , moiety , nucleic acid , mass spectrometry , dna , stereochemistry , ion , nucleotide , organic chemistry , chromatography , biochemistry , enzyme , gene , catalysis
By mixing cisplatin ( cis ‐diamminedichloroplatinum(II)) with purine base the following ions have been obtained under electrospray ionization conditions: [A+Pt(NH 3 ) 2 Cl] + , [A+PtNH 3 Cl] + , [G+Pt(NH 3 ) 2 Cl] + and [G+PtNH 3 Cl] + . Their collision‐induced dissociation led to the loss of NH 3 and HCl and formation of the protonated base. The last process is strongly favoured for adenine over guanine. It confirms that, analogously as for DNA, formation of the guanine‐cisplatin complex is favoured over that of the adenine complex and, as a consequence, it suggests that the mass spectrometric study of nucleic base complexes with platinum may provide some information on the interactions of DNA with other platinum drugs. The loss of NH 3 accompanied by that of CO from the guanine ring has experimentally confirmed the presence of a strong hydrogen bond between the NH 3 molecule and the OC 6 moiety of guanine found by theoretical calculations. Copyright © 2005 John Wiley & Sons, Ltd.