An investigation of the dissociation of complexes of triethylene tetramine with first-row transition-metal dications by electrospray ionization tandem mass spectrometry: Remote CC bond activation

Anichina, Janna; Böhme, Diethard K.

doi:10.1016/j.ijms.2007.02.043

Cited by 9 publications

(6 citation statements)

References 17 publications

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“…Triethylenetetraamine, a member of the polyamine family known to interact electrostatically with the phosphodiester backbone of DNA, is of fundamental interest. Also, it is used for the treatment of Wilson’s disease, an autosomal recessive disorder characterized by copper accumulation in various organs, such as the liver, kidney, and brain …”

Section: Introductionmentioning

confidence: 99%

Mass-Spectrometric Studies of the Interactions of Selected Metalloantibiotics and Drugs with Deprotonated Hexadeoxynucleotide GCATGC

Anichina

Böhme

2008

J. Phys. Chem. B

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ESI tandem mass spectrometry is employed in a detailed study of the interactions of a hexameric duplex d(5'GCATGC) with three types of ligated first-row transition metal dications M(2+): metallated bleomycins, singly, doubly, and triply ligated metallophenanthrolines and [M(triethylenetetramine)](2+). The singly, doubly, and triply metallated species were found to dissociate by noncovalent separation into two strands with metal ions attached either to one or to both. Relative gas-phase stabilities of the double-stranded oligodeoxynucleotide (ODN)-M(2+) complexes were found to follow the order Mn(II) > Fe(II) > Co(II) > Ni(II) > Zn(II) > Cu(II). Overall, the presence of metal dications is found to increase the gas-phase stability of the duplex against noncovalent dissociation with the exception of one and three copper dications. An analysis of the dissociation pathways and relative gas-phase stabilities of the species that were investigated provided a basis for the assessment of the possible binding modes between duplex oligonucleotides and metallocomplexes.

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Section: Introductionmentioning

confidence: 99%

Mass-Spectrometric Studies of the Interactions of Selected Metalloantibiotics and Drugs with Deprotonated Hexadeoxynucleotide GCATGC

Anichina

Böhme

2008

J. Phys. Chem. B

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“…Surprisingly, no losses of HCl were observed in the applied range of the laboratory collision voltage. Losses of neutral inorganic acids from ion pairs were demonstrated previously . Failure to observe HCl loss suggests the occurrence of direct binding of Cl − to the mercury dication whose affinity for Cl − is fairly high.…”

Section: Resultsmentioning

confidence: 58%

“…Losses of neutral inorganic acids from ion pairs were demonstrated previously. 19 Failure to observe HCl loss suggests the occurrence of direct binding of Clto the mercury dication whose affinity for Clis fairly high. Subsequent dissociation by loss of phosphodisaccaride to form m/z 387.5 (HgClG)implies that Hg 2+ coordinates to a guanine nucleobase directly.…”

Section: Resultsmentioning

confidence: 99%

Detection of T-T Mismatches Using Mass Spectrometry: Specific Interactions of Hg(II) with Oligonucleotides Rich in Thymine (T)

2010

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Electrospray ionization tandem mass spectrometry (ESI-MS/MS) was employed in a detailed study of the interactions of mercury dications with selected oligodeoxynucleotides rich and poor in thymine (T): d(5'-TT-3'), d(5'-TTT-3'), d(5'-TTTT-3'), d(5'-GG-3'), d(5'-CC-3'), d(5'-AA-3'), d(5'-GCTTGC-3'), d(5'-GTGCTC-3'), d(5'-GCATGC-3'), and d(5'-GCGCGC-3'). Specific interactions are observed for Hg(2+) with pure and mixed thymine sequences in which simultaneous bonding between two thymine units is indicated, and this is consistent with a model proposed in the literature in which Hg(2+) covalently coordinates to two thymines by replacing two N3 imino protons of the bases. The ESI-MS/MS measurements, combined with data on the thermal stability of mixed sequence hexadeoxynucleotides, indicate that mercury prefers thymines over the other binding sites in oligonucleotides both in solution and in the gas phase. These results point toward the effective use of Hg(2+) in the fast detection of mismatch base pairs incorporated in oligonucleotide duplexes and longer mixed DNA sequences using ESI-MS/MS.

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“…Since the new millennium, ESI-MS has been used to study the structural features and stability of transition metal complexes, emerging as a very powerful technique among many available methods. [18][19][20][21][22][23][24] The speciation of an imidazolate-bridged copper(II)-zinc(II) complex 25 and the coordination behavior of dacarbazine with transition metal ions 26 have been investigated by ESI-MS.…”

Section: Introductionmentioning

confidence: 99%

Investigation of the structural characterization and reversible oxygenation mechanism of oxygenated cobalt–3-(4-thiazolyl)-l-alanine and cobalt–histidine complexes using electrospray tandem mass spectrometry

Yue

et al. 2016

Anal. Methods

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An investigation of the dissociation of complexes of triethylene tetramine with first-row transition-metal dications by electrospray ionization tandem mass spectrometry: Remote CC bond activation

Cited by 9 publications

References 17 publications

Mass-Spectrometric Studies of the Interactions of Selected Metalloantibiotics and Drugs with Deprotonated Hexadeoxynucleotide GCATGC

Mass-Spectrometric Studies of the Interactions of Selected Metalloantibiotics and Drugs with Deprotonated Hexadeoxynucleotide GCATGC

Detection of T-T Mismatches Using Mass Spectrometry: Specific Interactions of Hg(II) with Oligonucleotides Rich in Thymine (T)

Investigation of the structural characterization and reversible oxygenation mechanism of oxygenated cobalt–3-(4-thiazolyl)-l-alanine and cobalt–histidine complexes using electrospray tandem mass spectrometry

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