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2-Amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one
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2-Amino-5-formylamino-6-(5-phospho-d-ribosylamino)pyrimidin-4(3H)-one 2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one.svg 300px (1) (1R)-1-[(2-Amino-5-formamido-6-oxo-1,6-dihydropyrimidin-4-yl)amino]-1,4-anhydro-D-ribitol 5-(dihydrogen phosphate) {(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 2-Amino-5-formylamino-6-ribo-furanosylamino-4(3H)-pyrimidinone monophosphate; 2-Amino-5-formylamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine 88299-87-0 correct CAS correct FDA F6V4VP5MUP 5460646 C15563 C([C@@H]1[C@H]([C@H]([C@@H](O1)NC2=C(C(=O)N=C(N2)N)NC=O)O)O)OP(=O)(O)O 4574141 1S/C10H16N5O9P/c11-10-14-7(4(12-2-16)8(19)15-10)13-9-6(18)5(17)3(24-9)1-23-25(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,12,16)(H2,20,21,22)(H4,11,13,14,15,19)/t3-,5-,6-,9-/m1/s1 VKMYTDDVUBGBDH-UUOKFMHZSA-N 10 16 5 9 1 381.24 g/mol
2-Amino-5-formylamino-6-(5-phospho-d-ribosylamino)pyrimidin-4(3H)-one (1) is a metabolite in the riboflavin biosynthesis pathway. It is formed from guanosine triphosphate (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.Graham DE, Xu H, White RH 2002 A member of a new class of GTP cyclohydrolases produces formylaminopyrimidine nucleotide monophosphates Biochemistry 41 15074–84 12475257 10.1021/bi0268798 50 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. 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 Grochowski, L.L. Xu, H. White, R.H. Biochemistry 2009 48 19 4181–4188 19309161 10.1021/bi802341pLiu Shuang Hu Wenya Wang Zhiwen Chen Tao Production of riboflavin and related cofactors by biotechnological processes Microbial Cell Factories 2020 19 1 31 10.1186/s12934-020-01302-7 free 32054466 7017516
70% guanosine triphosphate 1.6
(1)
2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine (2) 1.2
References
Category:Pyrimidines