(syn-(R,S)-N,N',N''-trimethyldiethylenetriamine)Pt(9-ethylguanine)(2+) | 261160-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (syn-(R,S)-N,N',N''-trimethyldiethylenetriamine)Pt(9-ethylguanine)(2+)
• 英文别名: (syn-(R,S)-Me3dien)Pt(9-EtG)(2+)；syn-(R,S)-(N,N',N''-trimethyldiethylenetriamine)Pt(9-ethylguanine)
• CAS: 261160-22-9
• 化学式: C₁₄H₂₈N₈OPt
• 分子量: 519.509
• InChiKey: LSQBKXCFSWTLKR-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  9-乙基鸟嘌呤 、 [Pt(NO3)(N,N',N''-trimethyldiethylenetriamine)](NO3) 以 重水 为溶剂， 生成 (syn-(R,S)-N,N',N''-trimethyldiethylenetriamine)Pt(9-ethylguanine)(2+)
  参考文献：
  名称：

  Platinum Complexes with NH Groups on the Carrier Ligand and with Only One Guanine or Hypoxanthine Derivative. Informative Models for Assessing Relative Nucleobase and Nucleotide Hydrogen-Bond Interactions with Amine Ligands in Solution

  摘要：

  Complexes of the type syn-(R,S)-Me(3)dienPtL (Me(3)dien = N,N,N'-trimethyldiethylenetriamine; L = guanine or hypoxanthine derivative) have two rotamers, a feature useful for assessing hydrogen-bond interactions between a Me(3)dien NH group and either the 06 or the phosphate group of the coordinated L. The two rotamers are defined as endo and exo for the rotamer with the six-membered ring of the purine on the same side and on the opposite side, respectively, of the coordination plane as the N-Me's. For L = 5'-GMP and 5'-IMP the endo rotamer is the exclusive form (at neutral and basic pH) or is present at 90% and more (low pH where 5'-phosphate group is protonated). A 5'-phosphate group can be positioned to form a direct H-bond with a Me3dien NH group only in the endo form; such an H-bond explains this high endo preference. Such a direct phosphate-NH H-bond is not possible for other complexes used in this study because either L has no phosphate group (9-EtG, Guo) or the phosphate is at the 3'-position (3'-GMP and 3'-IMP), too far for H-bonding. Nevertheless, a preference for the endo rotamer was observed for these L also. This result is opposite to that expected both from potential steric repulsion of the L O-6 with the N-Me groups and also from the lack of a potential favorable H-bond interaction between L O6 and a Me(3)dien INK For the 9-EtG adduct, the temperature dependence of the endo/exo equilibrium and the activation parameters for endo/exo interconversion suggest that the preference for the endo rotamer arises from the hydration of the Me(3)dien NH groups; such hydration is favorable in the endo rotamer. At basic pH, N1H deprotonation increases the H-bond capacity of O6, and the exo rotamer increases in stability, becoming the dominant rotamer for the 9-EtG and Guo adducts. For L = 3'-GMP and 3'-IMP, stabilization of the endo form upon phosphate deprotonation at neutral pH was observed. This result is attributed to an H-bonding network involving water, the 3'-phosphate, and the Me(3)dien NH groups.

  DOI：

  10.1021/ic030236e