Large variation of rates for platination of phosphorothioate-containing oligonucleotides: end effects and counter ion influence

Kjellström, Johan; Elmroth, Sofi K. C.

doi:10.1039/a702845h

Cited by 13 publications

(22 citation statements)

References 15 publications

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“…These results suggest that preassociation of metal complex with negatively charged oligonucleotide backbone contributes formation of coordination bond. Similar influence of electrostatic interactions on kinetics has been reported previously for a reaction of platinum complexes with various types of oligonucleotides [22,23].…”

Section: Hplc Monitoring Of the Reaction Kineticssupporting

confidence: 61%

Mechanistic information on the reaction of cis- and trans-[RuCl2(DMSO)4] with d(T2GGT2) derived from MALDI-TOF and HPLC studies☆

Brindell

Elmroth

Stochel

2004

Journal of Inorganic Biochemistry

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Section: Hplc Monitoring Of the Reaction Kineticssupporting

confidence: 61%

Mechanistic information on the reaction of cis- and trans-[RuCl2(DMSO)4] with d(T2GGT2) derived from MALDI-TOF and HPLC studies☆

Brindell

Elmroth

Stochel

2004

Journal of Inorganic Biochemistry

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“…See DOI: 10.1039/b719542g oligo-and polymers. 12 In a recent study published by us, we were able to show that the rate enhancement obtained in oligomeric systems reaches a maximum around an oligomer length of ca. 20 bases.…”

Section: Introductionmentioning

confidence: 72%

Platination of full length tRNAAla and truncated versions of the acceptor stem and anticodon loop

et al. 2008

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Nuclear DNA is a well characterized target for many low molecular metal-based drugs, with cisplatin and related antineoplastic compounds as typical examples. Much less is known concerning to what extent targeting of RNA may influence the activity spectrum of these types of drugs. In a preliminary communication by us (Papsai et al., Dalton Trans., 2006, 3515) we were able to show that the folded, three-dimensionally well defined structure of tRNA(Ala) readily interacts with cisplatin. In the present study we have further analyzed the binding preferences within the preferentially targeted stem region (sMh(Ala)) by modulation of the sequence around the G-U wobble base-pair and the net charge of the 3' and 5' ends. Our data show that the adduct profile is strongly influenced by the presence of the 5' end phosphate group. Further, the adduct formation reaction can be prevented by replacement of the G-U wobble base-pair with the fully complementary G-C pair. To further investigate the influence from local sequence on the platination process, a model of the anticodon region (acMh(Ala)) was also investigated. In the absence of consecutive guanine-residues in the stem- and anticodon regions, preferential platination was found to take place at the terminal AG-site in the stem region. However, after introduction of a GG-pair in the anticodon loop, platination was observed also here. At 37 degrees C, pH 6.3 and C(Pt) = 0.10 mM the rate of platination was determined to be ca. 1 x 10(-4) s(-1), with the most rapid reaction observed for interaction with the anticodon model carrying two adjacent guanines in the single-stranded loop. Together, these data show that platination of RNA is highly sequence- and structure-dependent.

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“…Previous studies by us have shown that the kinetics for adduct formation reactions with donor groups located on the charged phosphodiester backbone are sensitive towards factors such as (1) the size of the reacting DNA oligomer [7,14], (2) the exact location of the binding site [15,16] and (3) the choice and concentration of counterions used in the supporting electrolyte [7,15,16]. The kinetics data could be fitted to a reaction model in which pre-association of the platinum complex precedes the adduct formation reaction.…”

Section: Introductionmentioning

confidence: 99%

Kinetics and mechanism for platination of thione-containing nucleotides and oligonucleotides: evaluation of the salt dependence

Kjellström

Elmroth

2003

J Biol Inorg Chem

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Reactions of cis-[PtCl(NH(3))(CyNH(2))(OH(2))](+) (Cy=cyclohexyl) with thione-containing single-stranded oligonucleotides d(T(8)XT(8)) and d(XT(16)) (X=(s6)I or (s4)U) and the mononucleotides 4-thiouridine ((s4)UMP) and 6-mercaptoinosine ((s6)IMP) have been studied in aqueous solution at pH 4.1. The reaction kinetics was followed using HPLC methodology as a function of ionic strength in the interval 5.0 mM

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Large variation of rates for platination of phosphorothioate-containing oligonucleotides: end effects and counter ion influence

Abstract: † [HC 8 H 4 O 4 2 ] = 0.50 mm, pH = 4.2 adjusted with HClO 4 . ‡ Available upon request from the authors. § Obtained as k obs /[Pt II ] tot .

Cited by 13 publications

References 15 publications

Mechanistic information on the reaction of cis- and trans-[RuCl2(DMSO)4] with d(T2GGT2) derived from MALDI-TOF and HPLC studies☆

Mechanistic information on the reaction of cis- and trans-[RuCl2(DMSO)4] with d(T2GGT2) derived from MALDI-TOF and HPLC studies☆

Platination of full length tRNAAla and truncated versions of the acceptor stem and anticodon loop

Kinetics and mechanism for platination of thione-containing nucleotides and oligonucleotides: evaluation of the salt dependence

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