Synthesis of biopterin and related pterin glycosides

Tadashi Hanaya, Hiroshi Yamamoto

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Certain pterins having a hydroxyalkyl side chain at C-6 have been found as glycosidic forms in certain prokaryotes, such as 2'-O-(α-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.

Original languageEnglish
Pages (from-to)300-309
Number of pages10
JournalIUBMB Life
Volume65
Issue number4
DOIs
Publication statusPublished - Apr 2013

Fingerprint

Biopterin
Pterins
Glycosides
Chlorobi
Cyanobacteria
Bioactivity
Sulfur
Bacteria
Derivatives

Keywords

  • asperopterin-A
  • biopterin
  • ciliapterin
  • glycosylation
  • limipterin
  • neopterin
  • protecting group
  • pteridine
  • pterin glycoside
  • tepidopterin

ASJC Scopus subject areas

  • Biochemistry
  • Cell Biology
  • Clinical Biochemistry
  • Molecular Biology
  • Genetics

Cite this

Synthesis of biopterin and related pterin glycosides. / Hanaya, Tadashi; Yamamoto, Hiroshi.

In: IUBMB Life, Vol. 65, No. 4, 04.2013, p. 300-309.

Research output: Contribution to journalArticle

Hanaya, Tadashi ; Yamamoto, Hiroshi. / Synthesis of biopterin and related pterin glycosides. In: IUBMB Life. 2013 ; Vol. 65, No. 4. pp. 300-309.
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