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Biopterin

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Biopterin
Names
IUPAC name 2-Amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.719 Edit this at Wikidata
KEGG
MeSH Biopterin
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1Key: LHQIJBMDNUYRAM-DZSWIPIPSA-N
  • InChI=1/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)Key: LHQIJBMDNUYRAM-UHFFFAOYAC
  • InChI=1/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1Key: LHQIJBMDNUYRAM-DZSWIPIPBD
SMILES
  • O=C2\N=C(/Nc1ncc(nc12)C(O)C(O)C)N
  • O=C2\N=C(/Nc1ncc(nc12)(O)(O)C)N
Properties
Chemical formula C9H11N5O3
Molar mass 237.216 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Biopterin is a coenzyme that is produced within the body.

It is an oxidized degradation product of tetrahydrobiopterin.

Defects in biopterin synthesis or regeneration can cause a form of hyperphenylalaninemia (a disease with symptoms similar to PKU) .

Biopterin is synthesized in several parts of the body, including the pineal gland.

Biopterin deficiency has been associated with a variety of disorders, including dystonia and rabies.

References

  1. Tetrahydrobiopterin
  2. Biosynthesis of biopterin: adrenergic cyclic adenosine monophosphate-dependent inhibition in the pineal gland - Kapatos et al. 213 (4512): 1129 - Science
  3. Dystonia with marked diurnal variation associated with biopterin deficiency - Fink et al. 38 (5): 707 - Neurology
  4. Rodney E. Willoughby, Jr., "A Cure for Rabies?" Scientific American, V. 256, No. 4, April 2007, p. 95 (online link)
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