Charge and substituent effects on the stability of porphyrin/G-quadruplex adducts

Journal of Mass Spectrometry : JMS
Catarina I V RamosM G Santana-Marques

Abstract

The adduct ions of two tetramolecular G-quadruplexes formed from the d(TGGGGT) and d(TTGGGGGT) single strands with a group of cationic porphyrins, with different charges and substituents, and one neutral porphyrin, were investigated by ESI-MS and ESI-MS/MS in the negative ion mode. Formation of [Q + nNH(4)(+)+P(p+)-(z + n + p)H(+)](z-) adduct ions (where Q = quadruplex, n = number of quartets minus 1, P = porphyrin and p(+) = 0,1,2,3,4) indicates that the porphyrins are bound outside the quadruplexes providing an additional stabilization to those structures. The fragmentation pathways of the [Q + nNH(4)(+)+P(p+)-(z + n + p)H(+)](z-) adduct ions depend on the number of positive charges (p(+)) of the porphyrins and on the overall complex charge (z(-)), but do not show a significant dependence on the type of the substituent groups in the porphyrins. Formation of the 'unfilled' ions [Q + P(p+)-(z + p)H(+)](z-) predominates for porphyrins with a higher number of positive charges. Strand separation with the formation of [T + P(p+)-(z-2 + p)H(+)]((z-2)-) and (SS-2H(+))(2-) ions, where T = [d(TG(4)T)](3) and [d(T(2)G(5)T)](3) and SS = d(TG(4)T) and d(T(2)G(5)T) is only observed for the complexes with a higher overall negative charge. P...Continue Reading

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Citations

May 9, 2014·Journal of Mass Spectrometry : JMS·Catarina I V RamosJosé A S Cavaleiro
Nov 7, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Leandro M O LourençoJoão P C Tomé
Mar 29, 2019·International Journal of Molecular Sciences·Kai WangLiping Wang
Feb 20, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Catarina I V RamosM Graça P M S Neves
Aug 3, 2021·Journal of Inorganic Biochemistry·Tiffany RundstadlerGeneviève Pratviel
Oct 1, 2021·Chemical Reviews·Eric LargyValérie Gabelica

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