Biopterin

Biopterin

Names
IUPAC name 2-Amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one
Identifiers
CAS Number	22150-76-1 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	392795 Y
ECHA InfoCard	100.040.719
KEGG	C06313 Y
MeSH	Biopterin
PubChem CID	445040
UNII	E54CTM794Y Y
CompTox Dashboard (EPA)	DTXSID30912041
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/s1 Y Key: LHQIJBMDNUYRAM-DZSWIPIPSA-N Y 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/s1 Key: LHQIJBMDNUYRAM-DZSWIPIPBD
SMILES O=C2\N=C(/Nc1ncc(nc12)C(O)C(O)C)N O=C2\N=C(/Nc1ncc(nc12)[C@@H](O)[C@@H](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 [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Biopterins are pterin derivatives which function as endogenous enzyme cofactors in many species of animals and in some bacteria and fungi. The prototypical compound of the class is biopterin (6-(1,2-dihydroxypropyl)-pterin), as shown in the infobox. Biopterins act as cofactors for aromatic amino acid hydroxylases (AAAH), which are involved in synthesizing a number of neurotransmitters including dopamine, norepinephrine, epinepherine, and serotonin, along with several trace amines. Nitric oxide synthesis also uses biopterin derivatives as cofactors. In humans, tetrahydrobiopterin (BH4) is the endogenous cofactor for AAAH enzymes.

As with pterins in general, biopterins exhibit tautomerism. In other words, there are a number of forms that readily interconvert, differing by the placement of hydrogen atoms. Depictions of the chemical structure may therefore vary among sources.^[1]