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首页> 外文期刊>Chemistry: A European journal >Pyrenylmethyldeoxyadenosine:A 3’-Cap for Universal DNA Hybridization Probes
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Pyrenylmethyldeoxyadenosine:A 3’-Cap for Universal DNA Hybridization Probes

机译：yr基甲基脱氧腺苷：通用DNA杂交探针的3’-帽

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摘要

A ligand that stabilizes a three-dimensional structure can be expected to havea positive effect on thespecificity with which this structureis formed.Here we report on a ligand covalently linked to an oligonucleotide that increases duplex stability,but decreases base-pairing selectivity at the terminus.The ligand consists of a dangling 2’-deoxyadenosine residue with a pyrenylmethyl substituent at the N6-position,that is,a deoxynucleoside with a covalently linked polycyclic aromatichydrocarbon(PAH).In the presence of the pyrene-bearing nucleosides the UV melting point(DTm)of duplexesincreases by up to 29.1 8C.The modified residue lowers the base-pairingfidelity at the terminal and penultimate position of duplexes with a depression in DDTm observable in 20 outof 24 sequence contexts tested.The effect can be rationalized based on a modeled three-dimensional structure.The results are significant for the understanding of base-pairing fidelity in DNA duplexes as modulated by the presence of a polycyclic aromatic hydrocarbon. The fidelity-decreasing effect may be useful for universal hybridization probes that bind to a broader range of sequences than conventional oligonucleotides.
机译：可以预期，稳定三维结构的配体会对形成该结构的特异性产生积极影响。在此，我们报道了一种与寡核苷酸共价连接的配体，该寡核苷酸可增加双链体稳定性，但会降低末端的碱基配对选择性。配体由一个悬空的2'-脱氧腺苷残基组成，该残基在N6-位带有一个enyl基甲基取代基，即一个具有共价连接的多环芳烃（PAH）的脱氧核苷。在带有pyr的核苷存在下，UV熔点（双链体的DTm）最高可提高29.1 8C。修饰残基降低了双链体末端和倒数第二位的碱基配对保真度，在DDTm的凹陷中可观察到24种测试序列中的20种可观察到的效果，可基于模型3合理化其效果尺寸结构。这一结果对于理解DNA双链体中碱基对的保真度具有重要意义，因为它存在多环芳烃。保真度降低的作用对于与常规寡核苷酸结合更宽范围序列的通用杂交探针可能有用。

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