Structural Characterization of Intact Covalently Linked DNA Adducts by Electrospray Mass Spectrometry

Electrospray tandem mass spectrometric measurements of organotin compounds

“…As a continuation of our interest in the MS and MS/MS of toxic chemicals [24][25][26][27][28][29], we now report on the structural characterization and quantitation, using ES MS, of polar organotin compounds, specifically bis-tributyltin oxide, (TBT) 2 O, 1, tributyltin chloride 2, dibutyltin dichloride 3, monobutyltin trichloride 4, triphenyltin chloride 5, diphenyltin dichloride 6 and monophenyltin trichloride 7. Confirmation of the structural identity of these compounds was also effected from low energy MS/MS analysis of diagnostic fragments derived from the precursor ions.…”

Recent Developments in Mass Spectrometry for the Characterization of Nucleosides, Nucleotides, Oligonucleotides, and Nucleic Acids

“…This afforded diagnostic product anions which confirmed the presence and location of the modified guanine nucleobase adduct and allowed bi-directional sequencing of these DNA−carcinogen adducts. As was the case when using a quadrupole−hexapole−quadrupole instrument, the CID-MS/MS analysis was not as efficient as the analysis obtained from the CID nozzle fragmentation 13 Component Analysis of the Different Series of Multiple Charge Deprotonated Molecular Anions Obtained from mer-18 Containing One or More Occurrences of the Nucleotide, N 2 -acetyl, N 2 -(2-fluorenyl)-2‘-deoxyguanosine (G‘) 18-mer adduct ionMaxEnt calcd MWdeprotonated anions, m / z (%) [18-mer(G) + Na − H] A 9- = 634.32 (5) C 190 H 232 N 66 O 108 P 17 Na 5717.90 A 8- = 713.73 (8) A 7- = 815.84 (10) A 6- = 951.48 (9) A 5- = 1142.57 (12) [18-mer(2G) + Na − H] B 9- = 659.81 (12) C 205 H 243 N 67 O 109 P 17 Na 5939.20 B 8- = 749.39 (31) B 7- = 847.45 (43) B 6- = 988.86 (31) B 5- = 1186.83 (10) [18-mer(2G) + 2Na − H] C 9- = 661.36 (8) C 205 H 242 N 67 O 109 P 17 Na 2 5961.18 C 8- = 744.14 (27) C 7- = 850.59 (30) C 6- = 992.52 (19) C 5- = 1191.23 (16) [18-mer(3G) + Na − H] D 9- = 683.49 (23) C 220 H 254 N 68 O 110 P 17 Na 6160.50 D 8- = 769.06 (91) D 7- = 879.07 (64) D 6- = 1025.74 (39) D 5- = 1231.09 (15) [18-mer(3G) + 2Na − 2H] E 9- = 685.94 (27) C 220 H 253 N 68 O 110 P 17 Na 2 6182.48 E 8- = 771.80 (40) E 7- = 882.21 (60) E 6- = 1029.41 (36) E 5- = 1235.49 (18) [18-mer(4G) + Na − H] F 9- = 708.08 (15) C 235 H 265 N 69 O 111 P 17 Na 6381.80 F 8- = 796.72 (100) F 7- = 910.68 (79) F 6- = 1062.63 (38) F 5- = 1275.36 (11) [18-mer(4G) + 2Na − 2H] G 9- = 710.53 (9) C 235 H 264 N 69 O 111 P 17 Na 2 6...…”

“…As was the case when using a quadrupole-hexapole-quadrupole instrument, the CID-MS/MS analysis was not as efficient as the analysis obtained from the CID nozzle fragmentation. 321 The antineoplastic activity of cisplatin [cis-diaminedichloroplatinum(II)] is thought to derive from the tendency to form adducts with DNA, especially through coordination with N7 of guanine. Various adducts are formed upon interaction of platinum complexes with nucleotides, but the extent of the contribution of individual adducts to antitumor activity is unknown.…”