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Pterin



Pterin
IUPAC name 2-amino-1H-pteridin-4-one
Other names Pteridoxamine
Pterine
4-Oxopterin
2-Amino-4-pteridone
2-Amino-4-hydroxypteridine
2-Amino-4-oxopteridine
2-aminopteridin-4-ol
2-Amino-4-pteridinol
Identifiers
CAS number 2236-60-4
PubChem 73000
SMILES C1=CN=C2C(=N1)C(=O)N=C(N2)N
Properties
Molecular formula C6H5N5O
Molar mass 163.14 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Pterin is a chemical compound composed of a pyrazine ring and a pyrimidine ring; the pyrimidine ring has a carbonyl oxygen and an amino group. Several tautomers of pterin exist and are shown below. Pterin belongs to the pteridine family of heterocycles.

Pterins were first discovered in the pigments of butterfly wings (hence the origin of their name, from the Greek pteron, wing) and perform many roles in coloration in the biological world. Pterins also function as cofactors in enzymatic catalysis.

Folates, “conjugated” pterins, which contain para-aminobenzoic acid and glutamates in addition to the pterin ring system, are critical compounds in a large number of biological group transfer reactions. These folate-dependent biosynthetic reactions include transfer of methyl groups to homocystine in the S-adenosyl methionine cycle and formyl groups to N-formylmethionine in initiator tRNAs.

Additional recommended knowledge

Contents

Tautomers of pterin

Biosynthesis

The biosynthesis of pterins begins with the molecule guanosine triphosphate (GTP); the enzyme which controls the conversion of GTP to pterin, GTP cyclohydrolase I, is found in both prokaryotes and eukaryotes.

Other pterins

Pterin can exist in many different forms in nature depending on its function. Tetrahydrobiopterin, the major unconjugated pterin in vertebrates, is a co-factor in the hydroxylation of aromatic compounds and synthesis of nitric oxide. Molybdopterin is a substituted pterin that binds molybdenum to give redox enzymes involved in biological hydroxylations, reduction of nitrate, and respiratory oxidation. Tetrahydromethanopterin is used in methanogenic organisms. Cyanopterin is a glycosylated version of pterin of unknown function in cyanobacteria.

See also

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Pterin". A list of authors is available in Wikipedia.
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