Glycosylations of inosine and uridine nucleoside bases and synthesis of the new 1-(β-D-glucopyranosyl)-inosine-5′,6"-diphosphate

被引：2
作者：
De Capua, A
De Napoli, L
Di Fabio, G
Messere, A
Montesarchio, D
Piccialli, G
机构：
[1] Univ Naples Federico II, Dipartimento Chim Organ & Biol, I-80134 Naples, Italy
[2] Univ Molise, Fac Sci, I-86170 Isernia, Italy
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2000年 / 19卷 / 08期
关键词：
D O I：
10.1080/15257770008033052
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Gluco- and ribosylation of the bases of sugar protected inosine and uridine were investigated, obtaining only adducts with beta -configuration at the new glycosidic carbon; stereospecific insertion of a sugar moiety at the 1-N of inosine was achieved either using a Mitsunobu approach (for ribosylation) or by direct coupling of 1-alpha -bromoglucose 13 with 2',3',5'-tri-O-acetylinosine for glucosylation. 1-(beta -D-glucosyl)-inosine, chosen as starting substrate for glucosylated analogs of cyclic IDP-ribose, was phosphorylated at the primary hydroxyls and tested in intramolecular pyrophosphate bond formation.
引用
收藏
页码：1289 / 1299
页数：11
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