hplc-uv, maldi-tof-ms and esi-msms analysis of the mechlorethamine dna crosslink at a cytosine-cytosine mismatch pairhplc-uv,maldi-tof-ms esi-msms分析氮芥cytosine-cytosine不匹配对dna交联.pdfVIP

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hplc-uv, maldi-tof-ms and esi-msms analysis of the mechlorethamine dna crosslink at a cytosine-cytosine mismatch pairhplc-uv,maldi-tof-ms esi-msms分析氮芥cytosine-cytosine不匹配对dna交联.pdf

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hplc-uv, maldi-tof-ms and esi-msms analysis of the mechlorethamine dna crosslink at a cytosine-cytosine mismatch pairhplc-uv,maldi-tof-ms esi-msms分析氮芥cytosine-cytosine不匹配对dna交联

HPLC-UV, MALDI-TOF-MS and ESI-MS/MS Analysis of the Mechlorethamine DNA Crosslink at a Cytosine-Cytosine Mismatch Pair 1 1 2 2 Pornchai Rojsitthisak *, Nutthapon Jongaroonngamsang , Rebecca M. Romero , Ian S. Haworth 1 Department of Food and Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, Thailand, 2 Department of Pharmacology and Pharmaceutical Sciences, University of Southern California, Los Angeles, California, United States of America Abstract Background: Mechlorethamine [ClCH CH N(CH )CH CH Cl], a nitrogen mustard alkylating agent, has been proven to form a 2 2 3 2 2 DNA interstrand crosslink at a cytosine-cytosine (C-C) mismatch pair using gel electrophoresis. However, the atomic connectivity of this unusual crosslink is unknown. Methodology/Principal Findings: HPLC-UV, MALDI-TOF-MS, and ESI-MS/MS were used to determine the atomic connectivity of the DNA C-C crosslink formed by mechlorethamine, MALDI-TOF-MS of the HPLC-purified reaction product of mechlorethamine with the DNA duplex d[CTCACACCGTGGTTC]Nd[GAACCACCGTGTGAG] (underlined bases are a C-C mismatch pair) indicated formation of an interstrand crosslink at m/z 9222.088 [M22H+Na]+. Following enzymatic digestion of the crosslinked duplex by snake venom phosphodiesterase and calf intestinal phosphatase, ESI-MS/MS indicated the presence of dC-mech-dC [mech = CH CH N(CH )CH CH ] at m/z 269.2 [M]2+ (expected m/z 269.6, exact mass 539.27) and its 2 2 3 2 2 hydrolytic product dC-mech-OH at m/z 329.6 [M]+ (expected m/z 32