The Synthesis, Structure, and Conformation of 2′-Deoxy Analogues of „Fat“ Xanthine Nucleosides, Containing the Imidazo[4,5-e][1,4]Diazepine Ring System

The Synthesis, Structure, and Conformation of 2′-Deoxy Analogues of „Fat“ Xanthine Nucleosides, Containing the Imidazo[4,5-e][1,4]Diazepine Ring System
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含有咪唑并[4,5-e][1,4]二氮杂环系统的“脂肪”黄嘌呤核苷2′-脱氧类似物的合成、结构和构象

DOI:
10.1080/07328319208018334
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发表时间:
1992
期刊:
Nucleosides, Nucleotides & Nucleic Acids
影响因子:
--
通讯作者:
R. Hosmane
R. Hosmane
中科院分区:
--
文献类型:
--
作者:
A. Bhan;R. Hosmane

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本文报道了1-(2-脱氧-β-D-吡喃戊呋喃糖基)-4,5,7,8-四氢-6H-咪唑并[4,5-e] [1,4]二氮杂-5,8-二酮(9β)及其3-糖基区域异构体(16β)和它们各自的α端基异构体(9α和16α)的合成。构象和构型的研究,采用1H NMR NOE和CD光谱,进行了描述。本文报道了9β的单晶X射线结构分析。尝试用细菌嘌呤核苷磷酸化酶酶促糖基化杂环碱基6没有成功。
Abstract The syntheses of 1-(2-deoxy-β-D-erythro-pentofuranosyl)-4,5,7,8-tetrahydro-6H-imidazo[4,5-e] [1,4]diazepine-5,8-dione (9β), its 3-glycosyl regioisomer (16β), and their respective α anomers (9α and 16α), are reported. Conformational and configurational studies, employing 1H NMR NOE and CD spectroscopy, are described. The single-crystal X-ray structural analysis of 9β is presented. The attempted enzymic glycosylation of the heterocyclic base 6 with a bacterial purine nucleoside phosphorylase was not successful.