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.
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Okayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Fujitaka, Yuya
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Hamada, Hiroki
Uesugi, Daisuke
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Okayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Uesugi, Daisuke
Kuboki, Atsuhito
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Okayama Univ Sci, Fac Sci, Dept Biochem, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Kuboki, Atsuhito
Shimoda, Kei
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Oita Univ, Fac Med, Dept Biomed Chem, 1-1 Hasama Machi, Oita 8795593, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Shimoda, Kei
Iwaki, Takafumi
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Oita Univ, Fac Med, Dept Biophys, 1-1 Hasama Machi, Oita 8795593, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Iwaki, Takafumi
Kiriake, Yuya
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Yamaguchi Univ, Fac Med & Hlth Sci, 1-1-1 Minamikogushi, Ube, Yamaguchi 7558505, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
Kiriake, Yuya
Saikawa, Tomohiro
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Junshin Gakuen Univ, Dept Nursing, Minami Ku, 1-1-1 Tikushigaoka, Fukuoka 8158510, JapanOkayama Univ Sci, Fac Sci, Dept Life Sci, Kita Ku, 1-1 Ridai Cho, Okayama 7000005, Japan
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Tokyo Univ Agr & Technol, United Grad Sch Agr Sci, Dept Appl Life Sci, Tokyo 1838509, JapanUtsunomiya Univ, Sch Agr, Dept Appl Biol Chem, Utsunomiya, Tochigi 3210943, Japan
Iwadate, Takehiro
Nihei, Ken-ichi
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Utsunomiya Univ, Sch Agr, Dept Appl Biol Chem, Utsunomiya, Tochigi 3210943, Japan
Tokyo Univ Agr & Technol, United Grad Sch Agr Sci, Dept Appl Life Sci, Tokyo 1838509, JapanUtsunomiya Univ, Sch Agr, Dept Appl Biol Chem, Utsunomiya, Tochigi 3210943, Japan