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叠氮胸苷：叠氮基团的晶体结构及可能的功能作用。

Azidothymidine: crystal structure and possible functional role of the azido group.

作者信息

Camerman A, Mastropaolo D, Camerman N

机构信息

Department of Neurology, University of Washington, Seattle 98195.

出版信息

Proc Natl Acad Sci U S A. 1987 Dec;84(23):8239-42. doi: 10.1073/pnas.84.23.8239.

DOI:10.1073/pnas.84.23.8239
PMID:2446321
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC299517/
Abstract

The crystal and molecular structures of the anti-acquired immunodeficiency syndrome agent 3'-azido-3'-deoxythymidine (AZT) have been determined by x-ray diffraction. There are two crystallographically independent AZT molecules in the crystal asymmetric unit; they have similar conformations and differ primarily in the glycosyl torsion angle. Comparisons with a hydrated thymidylate structure indicate that the azido group does not significantly affect the gross conformational preference of the molecule. The comparisons also suggest possible functional roles for the azido group in enzyme binding.

摘要

抗获得性免疫缺陷综合征药物3'-叠氮基-3'-脱氧胸苷（AZT）的晶体结构和分子结构已通过X射线衍射测定。晶体不对称单元中有两个晶体学独立的AZT分子；它们具有相似的构象，主要区别在于糖基扭转角。与水合胸苷酸结构的比较表明，叠氮基不会显著影响分子的总体构象偏好。这些比较还表明了叠氮基在酶结合中的可能功能作用。

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本文引用的文献

1
Imminent marketing of AZT raises problems.
Science. 1987 Mar 20;235(4795):1462-3. doi: 10.1126/science.3469753.
2
Both 2',3'-dideoxythymidine and its 2',3'-unsaturated derivative (2',3'-dideoxythymidinene) are potent and selective inhibitors of human immunodeficiency virus replication in vitro.2',3'-双脱氧胸苷及其2',3'-不饱和衍生物（2',3'-双脱氧胸苷烯）在体外都是人类免疫缺陷病毒复制的强效和选择性抑制剂。
Biochem Biophys Res Commun. 1987 Jan 15;142(1):128-34. doi: 10.1016/0006-291x(87)90460-8.
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Administration of 3'-azido-3'-deoxythymidine, an inhibitor of HTLV-III/LAV replication, to patients with AIDS or AIDS-related complex.给艾滋病或艾滋病相关综合征患者使用3'-叠氮-3'-脱氧胸苷，一种HTLV-III/LAV复制抑制剂。
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Inhibition of reverse transcriptase activity by 2',3'-dideoxythymidine 5'-triphosphate and its derivatives modified on the 3' position.
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Phosphorylation of 3'-azido-3'-deoxythymidine and selective interaction of the 5'-triphosphate with human immunodeficiency virus reverse transcriptase.3'-叠氮-3'-脱氧胸苷的磷酸化及5'-三磷酸酯与人免疫缺陷病毒逆转录酶的选择性相互作用。
Proc Natl Acad Sci U S A. 1986 Nov;83(21):8333-7. doi: 10.1073/pnas.83.21.8333.
6
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7
Molecular structure of a deoxyribose-dinucleotide, sodium thymidylyl-(5' yields to 3')-thymidylate-(5') hydrate (pTpT), and a possible structural model for polythymidylate.脱氧核糖二核苷酸——胸苷酰基 -（5' 至 3'）-胸苷酸酯 -（5'）水合物（pTpT）的分子结构以及聚胸苷酸的一种可能结构模型。
J Mol Biol. 1976 Nov 15;107(4):601-21. doi: 10.1016/s0022-2836(76)80086-1.