七元环磷酸酯：S-环腺苷2',5'-环磷酸酯和虫草素2',5'-环磷酸酯的合成与性质。核苷与核苷酸研究。LXIV。1）. 嘌呤环核苷25。
Seven-membered cyclic phosphate: synthesis and properties of S-cycloadenosine 2',5'-cyclic phosphate and cordycepin 2',5'-cyclic phosphate. Studies of nucleosides and nucleotides. LXIV. 1). Purine cyclonucleosides 25.
作者信息
Ikehara M, Yano J
出版信息
Nucleic Acids Res. 1974 Dec;1(12):1783-98. doi: 10.1093/nar/1.12.1783.
Abstract
8,3'-Anhydro-8-mercapto-9-beta-D-xylofuranosyladenine (8,3'-s-cycloadenosine) was phosphorylated with cyanoethyl phosphate and DCC to 5'-phosphate. After 6-amino group was benzoylated, the monophosphate was treated with DCC to give a cyclic phosphate (II). The structure of compound II was elucidated as 8,3'-s-cycloadenosine 2',5'-cyclic phosphate by UV, NMR and CD spectra, as well as enzymatic hydrolyses. When compound II was desulfurized with Raney nickel, cordycepin 2',5'-cyclic phosphate (III) was obtained. Although compound III could be obtained from cordycepin 5'-phosphate with DCC, the yield was extremely low.
摘要
8,3'-脱水-8-巯基-9-β-D-木糖呋喃糖基腺嘌呤（8,3'-s-环腺苷）用氰乙磷酸和二环己基碳二亚胺（DCC）磷酸化生成5'-磷酸酯。6-氨基进行苯甲酰化后，单磷酸酯用DCC处理得到环状磷酸酯（II）。通过紫外光谱、核磁共振光谱和圆二色光谱以及酶促水解确定化合物II的结构为8,3'-s-环腺苷2',5'-环磷酸酯。当用雷尼镍对化合物II进行脱硫时，得到虫草素2',5'-环磷酸酯（III）。虽然化合物III可以由虫草素5'-磷酸酯与DCC反应得到，但产率极低。
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