Chemistry:2-Amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one
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pyrimidin-4(3H)-one.svg)
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| Names | |
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| IUPAC name
(1R)-1-[(2-Amino-5-formamido-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-1,4-anhydro-D-ribitol 5-(dihydrogen phosphate)
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| Systematic IUPAC name
{(2R,3S,4R,5R)-5-[(2-Amino-5-formamido-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-3,4-dihydroxyoxolan-2-yl}methyl dihydrogen phosphate | |
| Other names
2-Amino-5-formylamino-6-ribo-furanosylamino-4(3H)-pyrimidinone monophosphate; 2-Amino-5-formylamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C10H16N5O9P | |
| Molar mass | 381.24 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
2-Amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one is a metabolite in the riboflavin biosynthesis pathway. It is formed from GTP by the enzyme GTP cyclohydrolase IIa which catalyzes the hydrolysis of the 8,9 bond in the guanine group and loss of the beta and gamma phosphate groups.[1] The molecule is deformylated by 2-amino-5-formylamino-6-ribosylaminopyrimidin-4(3H)-one 5'-monophosphate deformylase as the second step in the archaeal riboflavin biosynthetic pathway.[2]
References
- ↑ "A member of a new class of GTP cyclohydrolases produces formylaminopyrimidine nucleotide monophosphates". Biochemistry 41 (50): 15074–84. 2002. doi:10.1021/bi0268798. PMID 12475257.
- ↑ Grochowski, L.L.; Xu, H.; White, R.H. (2009). "An iron(II) dependent formamide hydrolase catalyzes the second step in the archaeal biosynthetic pathway to riboflavin and 7,8-didemethyl-8-hydroxy-5-deazariboflavin". Biochemistry 48 (19): 4181–4188. doi:10.1021/bi802341p. PMID 19309161.
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