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Characterization of the reaction products of deoxyguanosine with the anticancer agent BFNU and BFNU‐1,1,1′, 1′ ‐ d 4 in different buffers by high‐performance liquid chromatography/atmospheric pressure ionization tandem mass spectrometry
Author(s) -
Ikonomou Michael G.,
Naghipur Ali,
Lown J. William,
Kebarle Paul
Publication year - 1990
Publication title -
biomedical and environmental mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0887-6134
DOI - 10.1002/bms.1200190709
Subject(s) - chemistry , mass spectrometry , chemical ionization , chromatography , atmospheric pressure chemical ionization , tandem mass spectrometry , high performance liquid chromatography , selected reaction monitoring , electron ionization , triple quadrupole mass spectrometer , guanine , deoxyguanosine , analytical chemistry (journal) , ionization , quadrupole mass analyzer , direct electron ionization liquid chromatography–mass spectrometry interface , ion , organic chemistry , adduct , nucleotide , biochemistry , gene
The products of the reaction of the anticancer agent 1,3‐bis(2‐fluoroethyl)‐1‐nitrosourea (BFNU) and BFNU‐1,1,1′, 1′‐ d 4 with the DNA base deoxyguanosine were characterized by applying high‐performance liquid chromatography (HPLC)/tandem mass spectrometry. The total effluent from the HPLC column was introduced into the atmospheric pressure ionization (API) source of a triple‐quadrupole mass spectrometer via a heated nebulizer. The gasified mixture produced from the heated nebulizer was exposed to corona discharge ionization which led to generation of gas‐phase chemical ionization type of ions. The LC/API mass spectrometry produced ions and the tandem mass spectra allowed unambiguous identification, and assignment of positions of the deuterium atoms, in the products of the reaction under a variety of experimental conditions. The identification and characterization of a variety of 7‐(2′‐haloethyl)guanine derivatives among the reaction products provide confirmation of a proposed mechanism for the action of BFNU on DNA bases.