The complexes between the lead cation and deprotonated nucleobases (and deprotonated nucleosides) are studied by using electro–spray ionization–collision-induced dissociation–tandem mass spectrometry. It has been found that the deprotonated N9 atom is not the site of lead cation attachment. In ions [A – H + Pb]+ and [C – H + Pb]+, the lead cation is coordinated by the adenine N1 atom and cytosine N3 atom and interaction between the lead cation and deprotonated amino groups seems very likely. Deprotonated thymine shows a higher affinity toward lead cation than deprotonated uracil. In the lead–nucleoside complexes lead cation interacts with a sugar moiety.
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2.
SalpinJ.-Y.GamietteL.TortajadaJ.BessonT. and MaîtreP., “Structure of Pb2+/dCMP and Pb2+/CMP complexes as characterized by tandem mass spectrometry and IRMPD spectroscopy”, Int. J. Mass Spectrom.304, 154 (2011). doi: http://dx.doi.org/10.1016/j.ijms.2010.07.011
3.
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4.
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10.
GuillaumontS.TortajadaJ.SalpinJ.-Y. and LamsabhiA.M., “Experimental and computational study of the gas-phase interactions between lead(ii) ions and two pyrimidic nucleobases: Uracil and thymine”, Int. J. Mass Spectrom.243, 279 (2005). doi: http://dx.doi.org/10.1016/j.ijms.2005.03.011
11.
GutleC.SalpinJ.-Y.CartaillerT.TortajadaJ. and GaigeotM.-P., “Proton transfers induced by lead(ii) in a uracil nucleobase: A study based on quantum chemistry calculations”, J. Phys. Chem. A110, 11684 (2006). doi: http://dx.doi.org/10.1021/jp0621528
12.
SalpinJ.-Y.HaldysV.GuillaumontS.TortajadaJ.HurtadoM. and LamsabhiA.M., “Gas-phase interactions between lead(ii) ions and cytosine: Tandem mass spectrometry and infrared multiple-photon dissociation spectroscopy study”, ChemPhysChem15, 2959 (2014). doi: http://dx.doi.org/10.1002/cphc.201402369
13.
SalpinJ.-Y.GuillaumontS.TortajadaJ. and LamsabhiA.M., “Gas-phase interactions between lead(ii) ions and thiouracil nucleobases: A combined experimental and theoretical study”, J. Am. Soc. Mass Spectrom.20, 359 (2009). doi: http://dx.doi.org/10.1016/j.jasms.2008.10.015
14.
ChenE.C.M.HerderC. and ChenE.S., “The experimental and theoretical gas phase acidities of adenine, guanine, cytosine, uracil, thymine and halouracils”, J. Mol. Struct.798, 126 (2006). doi: http://dx.doi.org/10.1016/j.molstruc.2006.03.073
15.
PlaviakA.OsburnS.PattersonK. and Van StipdonkM.J., “Even-electron [M – H]+ ions generated by loss of AgH from argentinated peptides with N-terminal imine groups. Rapid Commun. Mass Spectrom.30, 69 (2016). doi: http://dx.doi.org/10.1002/rcm.7415
16.
HeG.-Y.XuX.-Y.FangD.-M.LuoS.-W.WangL.-X.ZhangG.-L. and WuZ.-J., “Unexpected [M – H]+ ions in cyclopenta[b]indoles: Detection by electrospray ionization mass spectrometry”, J. Mass Spectrom.48, 1266 (2013). doi: http://dx.doi.org/10.1002/jms.3285
17.
CaiT.XuX.-Y. and WuZ.-J., “Analysis of diarylmethylamine compounds using electrospray mass spectrometry: Formation mechanisms of radical ions and dehydro cations”, Analyst140, 7864 (2015). doi: http://dx.doi.org/10.1039/c5an01785h
18.
GuoZ.-Q.FangD.-M.WangJ.-H.ZhangG.-L. and WuZ.-J., “[M – H]+ ions in 3-alkyl substituted indoles detected by electrospray mass spectrometry”, Int. J. Mass Spectrom.361, 54 (2014). doi: http://dx.doi.org/10.1016/j.ijms.2014.01.030
19.
HouX.YuanW.-C.JiangY.QiH.-Y. and WuZ.-J., “[M + H]− ion in isodiospyrin detected by ESI-MS”, J. Mass Spectrom.50, 592 (2015). doi: http://dx.doi.org/10.1002/jms.3566
20.
KipourosI.Fica-ContrerasS.M.BoweG.J.K. and ChoiS., “Oxidation of 5?-dGMP, 5?-dGDP, and 5?-dGTP by a platinum(iv) complex”, J. Biol. Inorg. Chem.20, 1327 (2015). doi: http://dx.doi.org/10.1007/s00775-015-1312-0
21.
WolfM.W. and ChoiS., “Disproportionation of pentaammineruthenium(iii)–nucleoside complexes leads to two-electron oxidation of nucleosides without involving oxygen molecules”, J. Biol. Inorg. Chem.17, 1283 (2012). doi: http://dx.doi.org/10.1007/s00775-012-0942-8
22.
SalpinJ.-Y. and TortajadaJ., “Structural characterization of hexoses and pentoses using lead cationization. An electrospray ionization and tandem mass spectrometric study”, J. Mass Spectrom.37, 379 (2002). doi: http://dx.doi.org/10.1002/jms.289
23.
FirdoussiA.E.LafitteM.TortajadaJ.KoneO. and SalpinJ.-Y., “Characterization of the glycosidic linkage of underivatized disaccharides by interaction with Pb2+ ions”, J. Mass Spectrom.42, 999 (2007). doi: http://dx.doi.org/10.1002/jms.1220
24.
SalpinJ.-Y. and TortajadaJ., “Gas-phase reactivity of lead(ii) ions with D-glucose. Combined electrospray ionization mass spectrometry and theoretical study”, J. Phys. Chem. A107, 2943 (2003). doi: http://dx.doi.org/10.1021/jp022553x
