Ferris J P, Ertem G, Agarwal V K
Department of Chemistry, Rensselaer Polytechnic Institute, Troy, NY 12180, USA.
Orig Life Evol Biosph. 1989;19(2):153-64. doi: 10.1007/BF01808149.
The binding of adenine derivatives to Na(+)-montmorillonite increases in the order 5'AMP, 3'-AMP, 5'ADP < adenosine < purine, adenine. With the exception of cytosine, cytosine derivatives bind less strongly than the corresponding adenine derivatives in the order 5'-CMP < cytidine < cytosine. There is little difference in the binding of uracil derivatives and these compounds bind less strongly than the corresponding adenine analogs. It is concluded that the adenine ring in adenine derivatives is protonated by the acidic montmorillonite surface and binding is a consequence of the electrostatic interaction between the protonated base and the negative charges on the surface of the montmorillonite. Different binding trends were observed with Cu(2+)-montmorillonite with AMP binding more strongly than adenosine and UMP binding more strongly than uridine. It is concluded that ligation to the Cu2+ is a major force in the binding of nucleotides to Cu(2+)-montmorillonite and are not readily washed from the clay. Factors contributing to the binding are discussed. Watson-Crick hydrogen bonding of 5'-AMP to poly(U) and 5'GMP to poly(C) was observed when the homopolymers are bound to the surface of the clay. No association of 5'-UMP to poly(U) bound to clay was detected. The possible role of montmorillonite clays in the prebiotic formation of RNA is discussed.
5'-AMP、3'-AMP、5'-ADP<腺苷<嘌呤、腺嘌呤。除胞嘧啶外,胞嘧啶衍生物的结合能力比相应的腺嘌呤衍生物弱,顺序为5'-CMP<胞苷<胞嘧啶。尿嘧啶衍生物的结合能力差异不大,且这些化合物的结合能力比相应的腺嘌呤类似物弱。可以得出结论,腺嘌呤衍生物中的腺嘌呤环被酸性蒙脱石表面质子化,结合是质子化碱基与蒙脱石表面负电荷之间静电相互作用的结果。在铜(Ⅱ)蒙脱石中观察到不同的结合趋势,AMP的结合能力比腺苷强,UMP的结合能力比尿苷强。可以得出结论,与铜离子的配位是核苷酸与铜(Ⅱ)蒙脱石结合的主要作用力,且不易从粘土上洗脱。讨论了有助于结合的因素。当均聚物结合到粘土表面时,观察到5'-AMP与聚(U)以及5'-GMP与聚(C)之间的沃森-克里克氢键。未检测到5'-UMP与结合到粘土上的聚(U)之间的缔合。讨论了蒙脱石粘土在RNA的前生物形成中的可能作用。