Synthesis of biopterin and related pterin glycosides

被引:9
|
作者
Hanaya, Tadashi [1 ]
Yamamoto, Hiroshi [2 ]
机构
[1] Okayama Univ, Fac Sci, Dept Chem, Kita Ku, Okayama 7008530, Japan
[2] Shujitsu Univ, Sch Pharm, Naka Ku, Okayama 7038516, Japan
关键词
pteridine; pterin glycoside; biopterin; ciliapterin; neopterin; limipterin; tepidopterin; asperopterin-A; protecting group; glycosylation; BACTERIUM CHLOROBIUM-LIMICOLA; SYNECHOCOCCUS SP PCC-7942; 1ST SYNTHESIS; EFFICIENT SYNTHESIS; ALPHA-GLUCOSIDE; ASPEROPTERIN-B; NITRIC-OXIDE; PTERIDINES; COFACTOR; ACID;
D O I
10.1002/iub.1137
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
Certain pterins having a hydroxyalkyl side chain at C-6 have been found as glycosidic forms in certain prokaryotes, such as 2-O-(-D-glucopyranosyl)biopterin from various kinds of cyanobacteria, and limipterin from a green sulfur photosynthetic bacterium. Synthetic studies on glycosides of biopterin and related pterins have been made in view of the structural proof as well as for closer examination of their biological activities and functions. The syntheses of these natural pterin glycosides have effectively been achieved, mostly through appropriately protected N2-(N,N-dimethylaminomethylene)-3-[2-(4-nitrophenyl)ethyl]pterin derivatives as glycosyl acceptors, and are reviewed here. (c) 2013 IUBMB Life 65(4):300309, 2013.
引用
收藏
页码:300 / 309
页数:10
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