溶液中2'-、3'-和5'-脱氧腺苷构象的质子磁共振研究。

Proton magnetic resonance studies of 2'-,3'-, and 5'-deoxyadenosine conformations in solution.

作者信息

Westhof E, Plach H, Cuno I, Lüdemann H D

出版信息

Nucleic Acids Res. 1977 Apr;4(4):939-53. doi: 10.1093/nar/4.4.939.

DOI:10.1093/nar/4.4.939

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC342496/

Abstract

Proton magnetic resonance studies of 2'-deoxyadenosine (2'-dA), 3'-deoxyadenosine (3'-dA), 5'-deoxyadenosine (5'-dA) and 8-bromo-5'-deoxyadenosine (8-Br-5'-dA) have been carried out in the temperature range between -60 degrees and +40 degrees C for ND3 solutios, +40 degrees and +100 degrees C for D2O solutions, and finally +10 degrees and +60 degrees C for pyridine solutions. The analysis is based on the two-state S in equilibrium N model of the ribose moiety proposed by Altona and Sundaralingam. In all solvents, 2'-dA favours slightly the S state of the ribose and the g+ conformer of the exocyclic CH2OH group. However, 3'-dA prefers strongly the N state of the ribose and the g+ conformation. Both the S and N states of the ribose are equally favoured by 5'-DA and 8-Br-5'-dA. Evidence for the existence of an intramolecular hydrogen bond between 0(5') and N3 in purine (beta)-nucleosides is presented. It is also concluded that cordycepin (3'-dA) exists in solution mainly in the anti conformation of the base relative to the ribose.

摘要

已对2'-脱氧腺苷（2'-dA）、3'-脱氧腺苷（3'-dA）、5'-脱氧腺苷（5'-dA）和8-溴-5'-脱氧腺苷（8-Br-5'-dA）进行了质子磁共振研究，研究温度范围如下：对于ND3溶液为-60℃至+40℃，对于D2O溶液为+40℃至+100℃，最后对于吡啶溶液为+10℃至+60℃。分析基于阿尔托纳（Altona）和孙达拉林加姆（Sundaralingam）提出的核糖部分的双态S处于平衡N模型。在所有溶剂中，2'-dA略微倾向于核糖的S态和环外CH2OH基团的g+构象异构体。然而，3'-dA强烈倾向于核糖的N态和g+构象。5'-DA和8-Br-5'-dA对核糖的S态和N态的偏好程度相同。文中给出了嘌呤（β）-核苷中O(5')与N3之间存在分子内氢键的证据。还得出结论，虫草素（3'-dA）在溶液中主要以碱基相对于核糖的反式构象存在。

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