A single carbocyclic nucleotide substitution in a 12mer DNA gives a Hoogsteen basepaired duplex (till 38 degrees C) and a hairpin (till 65 degrees C). A 600 MHz NMR spectroscopic study.

J Isaksson, T Maltseva, P Agback, X Luo, A Kumar, E Zamaratski, J Chattopadhyaya
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引用次数: 2

Abstract

The impact of intramolecular stereoelectronic effects has been examined by comparison of the solution structures of natural oligo-DNA duplex, 5'(1C2G3C4G5A6A7T8T9C10G11C12G)2(3'), and its carbocyclic-nucleotide analogues in which the pentose sugar in 2'-dA residue is replaced with its carbocyclic counterpart (i.e. 2'-deoxyaristeromycin). Based on the NMR evidences, it has been shown, that 2'-deoxyaristeromycin analog exists in a dynamic equilibrium between the two forms of duplexes, one with W-C bp and the second with Hoogsteen bp in ca 1:1 ratio at lower temperature (below 35 degrees C) and as hairpin at higher temperature (from approximately 40 degrees-60 degrees C).

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在一个12聚体DNA中,一个单碳环核苷酸取代得到一个胡格斯汀碱基双链(直到38摄氏度)和一个发夹(直到65摄氏度)。600 MHz核磁共振光谱研究。
通过比较天然低聚dna双链5'(1C2G3C4G5A6A7T8T9C10G11C12G)2(3')及其碳环核苷酸类似物的溶液结构,考察了分子内立体电子效应的影响,其中2'-dA残基中的戊糖被其碳环对应物(即2'-脱氧马马霉素)所取代。核磁共振结果表明,在低温(35℃以下)和高温(约40℃-60℃)下,2′-脱氧马马霉素类似物与W-C bp和Hoogsteen bp以1:1的比例处于动态平衡状态。
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