Purine → [(2R,3S,4R)-5-[(2,5-diamino-4-oxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

HRID 967692

Reaction equation

[P:1]([O:13][CH2:14][C@H:15]1[O:19][C@@H:18]([N:20]2[C:30]3[N:29]=[C:27]([NH2:28])[NH:26][C:24](=[O:25])[C:23]=3[N:22]=C2)[C@H:17]([OH:31])[C@@H:16]1[OH:32])([O:4]P(OP(O)(O)=O)(O)=O)(=[O:3])[OH:2].N1C=C2C(N=CN2)=NC=1>>[NH2:28][C:27]1[N:29]=[C:30]([NH:20][CH:18]2[O:19][C@H:15]([CH2:14][O:13][P:1]([OH:4])([OH:3])=[O:2])[C@@H:16]([OH:32])[C@H:17]2[OH:31])[C:23]([NH2:22])=[C:24]([OH:25])[N:26]=1

Participants

Reactant 2

HCID 1044Purine

HCID 135398633Guanosine Triphosphate2×

Product 1

HCID 178508991[(2R,3S,4R)-5-[(2,5-diamino-4-oxo-1H-pyrimidin-6-yl)amino]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Procedure

As noted above, in bacteria and fungi, GTP cyclohydrolase II (EC 3.5.4.25) catalyzes the reaction of GTP with a purine to produce 2,5-Diamino-6-hydroxy-4-(5′phosphoribosylamino)-pyrimidine; diaminohydroxyphosphoribosylaminopyrimidine deaminase (EC 3.5.4.26) catalyzes the reaction of 2,5-Diamino-6-hydroxy-4-(5′phosphoribosylamino)-pyrimidine to produce 5-amino-6-(5-phosphoribosylamino)uracil; 5-amino-6-(5-phosphoribosylamino)uracil reductase (EC 1.1.1.193) catalyzes the reaction of 5-amino-6-(5-phosphoribosylamino)uracil to produce 5-Amino-6-(5′phosphoribitylamino)uracil; lumazine synthase catalyzes the reaction of 5-Amino-6-(5′phosphoribitylamino)uracil to produce 6,7-Dimethyl-8-ribityl lumazine; and riboflavin synthase (EC 2.5.1.9) catalyzes the reaction of 6,7-Dimethyl-8-ribityl lumazine to produce riboflavin

Sources & evidence

ORD record: ord-4aae9dabe06e4e69b09c7a2261182cd3
Source dataset: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06955890B2

Linked notes

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