阿霉素与双链多核苷酸序列选择性结合的理论研究。
A theoretical investigation on the sequence selective binding of adriamycin to double-stranded polynucleotides.
作者信息
Chen K S, Gresh N, Pullman B
出版信息
Nucleic Acids Res. 1986 Mar 11;14(5):2251-67. doi: 10.1093/nar/14.5.2251.
Abstract
Theoretical computations are performed on the structural and energetical factors involved in the sequence selective binding of adriamycin (ADM) to five self-complementary double-stranded hexanucleotides. Among the two regularly alternating hexanucleotides d (TATATA)2 and d (CGCGCG)2, a stronger binding is predicted for the former. The strongest complex is computed, however, for the mixed hexanucleotide d (CGTACG)2, containing the intercalation site between two CG base pairs and an adjacent TA base pair. The overall sequence preference is the result of an intricate interplay of sequence preferences of the constituents in particular of daunosamine and the 9-OH substituent. Altogether, the selective base pair recognition by adriamycin cannot be defined in terms of the two base pairs implicated in the intercalation site alone but must be expressed in terms of a triplet of base pairs.
摘要
对阿霉素（ADM）与五种自我互补双链六核苷酸序列选择性结合所涉及的结构和能量因素进行了理论计算。在两个规则交替的六核苷酸d（TATATA）2和d（CGCGCG）2中，预测前者的结合更强。然而，计算得出最强的复合物是混合六核苷酸d（CGTACG）2，它包含两个CG碱基对和一个相邻TA碱基对之间的嵌入位点。整体序列偏好是各组成部分特别是柔红糖胺和9-OH取代基序列偏好之间复杂相互作用的结果。总之，阿霉素的选择性碱基对识别不能仅根据嵌入位点所涉及的两个碱基对来定义，而必须用三个碱基对来表示。
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2
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4
5
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