Interactions of divalent metal ions with inorganic and nucleoside phosphates. 7. Kinetics of the nickel(II)-Pi, -RibP, and -CMP systems

Thomas, John C.; Frey, Cheryl Miller; Stuehr, J. E.

doi:10.1021/ic50204a044

Cited by 15 publications

(10 citation statements)

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“…Finally, it needs to be mentioned that in the context of kinetic and calorimetric studies, the complex stabilities have also been investigated of the Ni 2ϩ systems with CMP [13,120], AMP [14,20,[120][121][122], IMP [19,122], and GMP [122]. These results agree in general well with the listed equilibrium constants, especially if the differences in the experimental conditions are taken into account.…”

Section: Properties Of Purine-nucleoside 5ј-monophosphate Complexessupporting

confidence: 55%

“…The most remarkable observation in these studies is that under certain conditions Ni(AMP) 2 2Ϫ complexes are also observed [14,[120][121][122] and their formation may be attributed to stacking between the purine residues in these 1:2 species [122]. This interpretation is in accord with the fact that no Ni(CMP) 2 2Ϫ complexes were observed [13,120]. Indeed, pyrimidines stack much less than purines [24,94,114].…”

Section: Properties Of Purine-nucleoside 5ј-monophosphate Complexesmentioning

confidence: 58%

“…Hence, one can deduce that the interaction of Ni 2ϩ with phosphate diester groups occurs predominately in an outersphere manner. Indeed, in accord with the low stability, log K Ni(H;RibMP) Ni ϭ 0.7 [13], a signifi cant part of the Ni 2ϩ complex formed with monoprotonated D-ribose 5-monophosphate (RibMP 2Ϫ ) exists as an outersphere species. For comparison, the stability of the Ni(RibMP) complex is much larger with log K Ni(RibMP) Ni ϭ 2.00 ± 0.01 [87].…”

Section: R-tp 4-mentioning

confidence: 98%

“…However, detailed studies over the years revealed that for Cu 2ϩ [175] and Ni 2ϩ [176] 17,8,34, and 41%, respectively, for the Cu 2ϩ system [175][176][177] and about 50,13,19, and 18%, respectively, for the Ni 2ϩ system [176]. Evidently, the dominating isomers in the case of Cu 2ϩ are those involving the ether O.…”

Section: Complexes Of Acyclic Nucleotide Analogsmentioning

confidence: 99%

“…Of course, the rate constants for other ligands differ numerically, but the relative ordering remains the same. This relatively slow ligand exchange rate, appropriate for the temperature-jump technique, is the reason why kinetic studies of nucleotide-complex formation have mainly been made with Ni 2ϩ [13][14][15][16][17][18][19][20]. These Met.…”

Section: Introductionmentioning

confidence: 99%

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Complex Formation of Nickel(II) with Sugar Residues, Nucleobases, Phosphates, Nucleotides, and Nucleic Acids

Sigel¹,

Sigel²

2007

Nickel and Its Surprising Impact in Nature

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Section: Properties Of Purine-nucleoside 5ј-monophosphate Complexessupporting

confidence: 55%

Section: Properties Of Purine-nucleoside 5ј-monophosphate Complexesmentioning

confidence: 58%

Section: R-tp 4-mentioning

confidence: 98%

Section: Complexes Of Acyclic Nucleotide Analogsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Complex Formation of Nickel(II) with Sugar Residues, Nucleobases, Phosphates, Nucleotides, and Nucleic Acids

Sigel¹,

Sigel²

2007

Nickel and Its Surprising Impact in Nature

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Extent of Intramolecular π‐Stacks in Aqueous Solution in Mixed‐Ligand Copper(II) Complexes Formed by Heteroaromatic Amines and Several 2‐Aminopurine Derivatives of the Antivirally Active Nucleotide Analog 9‐[2‐(Phosphonomethoxy)ethyl]adenine (PMEA)

Gómez‐Coca

Blindauer

Sigel

et al. 2012

Chemistry & Biodiversity

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The acidity constants of twofold protonated, antivirally active, acyclic nucleoside phosphonates (ANPs), H2(PE)±, where PE2−=9‐[2‐(phosphonomethoxy)ethyl]adenine (PMEA2−), 2‐amino‐9‐[2‐(phosphonomethoxy)ethyl]purine (PME2AP2−), 2,6‐diamino‐9‐[2‐(phosphonomethoxy)ethyl]purine (PMEDAP2−), or 2‐amino‐6‐(dimethylamino)‐9‐[2‐(phosphonomethoxy)ethyl]purine (PME(2A6DMAP)2−), as well as the stability constants of the corresponding ternary Cu(Arm)(H;PE)+ and Cu(Arm)(PE) complexes, where Arm=2,2′‐bipyridine (bpy) or 1,10‐phenanthroline (phen), are compared. The constants for the systems containing PE2−=PMEDAP2− and PME(2A6DMAP)2− have been determined now by potentiometric pH titrations in aqueous solution at I=0.1M (NaNO3) and 25°; the corresponding results for the other ANPs were taken from our earlier work. The basicity of the terminal phosphonate group is very similar for all the ANP2− species, whereas the addition of a second amino substituent at the pyrimidine ring of the purine moiety significantly increases the basicity of the N(1) site. Detailed stability‐constant comparisons reveal that, in the monoprotonated ternary Cu(Arm)(H;PE)+ complexes, the proton is at the phosphonate group, that the ether O‐atom of the CH2OCH2P(O)$\rm{{_{2}^{-}}}$(OH) residue participates, next to the P(O)$\rm{{_{2}^{-}}}$(OH) group, to some extent in Cu(Arm)2+ coordination, and that ππ stacking between the aromatic rings of Cu(Arm)2+ and the purine moiety is rather important, especially for the H⋅PMEDAP− and H⋅PME(2A6DMAP)− ligands. There are indications that ternary Cu(Arm)2+‐bridged stacks as well as unbridged (binary) stacks are formed. The ternary Cu(Arm)(PE) complexes are considerably more stable than the corresponding Cu(Arm)(RPO3) species, where RPO$\rm{{_{3}^{2-}}}$ represents a phosph(on)ate ligand with a group R that is unable to participate in any kind of intramolecular interaction within the complexes. The observed stability enhancements are mainly attributed to intramolecular‐stack formation in the Cu(Arm)(PE) complexes and also, to a smaller extent, to the formation of five‐membered chelates involving the ether O‐atom present in the CH2OCH2PO$\rm{{_{3}^{2-}}}$ residue of the PE2− species. The quantitative analysis of the intramolecular equilibria involving three structurally different Cu(Arm)(PE) isomers shows that, e.g., ca. 1.5% of the Cu(phen)(PMEDAP) system exist with Cu(phen)2+ solely coordinated to the phosphonate group, 4.5% as a five‐membered chelate involving the ether O‐atom of the CH2OCH2PO$\rm{{_{3}^{2-}}}$ residue, and 94% with an intramolecular ππ stack between the purine moiety of PMEDAP2− and the aromatic rings of phen. Comparison of the various formation degrees of the species formed reveals that, in the Cu(phen)(PE) complexes, intramolecular‐stack formation is more pronounced than in the Cu(bpy)(PE) species. Within a given Cu(Arm)2+ series the stacking intensity increases in the order PME2AP2−

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ChemInform Abstract: INTERACTIONS OF DIVALENT METAL IONS WITH INORGANIC AND NUCLEOSIDE PHOSPHATES. 7. KINETICS OF THE NICKEL(II)‐PI, ‐RIBP, AND ‐CMP SYSTEMS

Thomas¹,

Frey²,

Stuehr³

1980

Chemischer Informationsdienst

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Interactions of divalent metal ions with inorganic and nucleoside phosphates. 7. Kinetics of the nickel(II)-Pi, -RibP, and -CMP systems

Cited by 15 publications

References 0 publications

Complex Formation of Nickel(II) with Sugar Residues, Nucleobases, Phosphates, Nucleotides, and Nucleic Acids

Complex Formation of Nickel(II) with Sugar Residues, Nucleobases, Phosphates, Nucleotides, and Nucleic Acids

Extent of Intramolecular π‐Stacks in Aqueous Solution in Mixed‐Ligand Copper(II) Complexes Formed by Heteroaromatic Amines and Several 2‐Aminopurine Derivatives of the Antivirally Active Nucleotide Analog 9‐[2‐(Phosphonomethoxy)ethyl]adenine (PMEA)

ChemInform Abstract: INTERACTIONS OF DIVALENT METAL IONS WITH INORGANIC AND NUCLEOSIDE PHOSPHATES. 7. KINETICS OF THE NICKEL(II)‐PI, ‐RIBP, AND ‐CMP SYSTEMS

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