Reaction participants Show >> << Hide
- Name help_outline 2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)-pyrimidine Identifier CHEBI:58614 Charge -2 Formula C9H14N5O8P InChIKeyhelp_outline OCLCLRXKNJCOJD-UMMCILCDSA-L SMILEShelp_outline Nc1nc(O)c(N)c(N[C@@H]2O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]2O)n1 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H2O Identifier CHEBI:15377 (Beilstein: 3587155; CAS: 7732-18-5) help_outline Charge 0 Formula H2O InChIKeyhelp_outline XLYOFNOQVPJJNP-UHFFFAOYSA-N SMILEShelp_outline [H]O[H] 2D coordinates Mol file for the small molecule Search links Involved in 6,204 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 2,5,6-triamino-4-hydroxypyrimidine Identifier CHEBI:137796 (CAS: 1004-75-7) help_outline Charge 0 Formula C4H7N5O InChIKeyhelp_outline SYEYEGBZVSWYPK-UHFFFAOYSA-N SMILEShelp_outline NC1=C(C(=NC(=N1)N)O)N 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline D-ribose 5-phosphate Identifier CHEBI:78346 Charge -2 Formula C5H9O8P InChIKeyhelp_outline KTVPXOYAKDPRHY-SOOFDHNKSA-L SMILEShelp_outline OC1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 25 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:23436 | RHEA:23437 | RHEA:23438 | RHEA:23439 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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A directed-overflow and damage-control N-glycosidase in riboflavin biosynthesis.
Frelin O., Huang L., Hasnain G., Jeffryes J.G., Ziemak M.J., Rocca J.R., Wang B., Rice J., Roje S., Yurgel S.N., Gregory J.F. III, Edison A.S., Henry C.S., de Crecy-Lagard V., Hanson A.D.
Plants and bacteria synthesize the essential human micronutrient riboflavin (vitamin B2) via the same multi-step pathway. The early intermediates of this pathway are notoriously reactive and may be overproduced in vivo because riboflavin biosynthesis enzymes lack feedback controls. In the present ... >> More
Plants and bacteria synthesize the essential human micronutrient riboflavin (vitamin B2) via the same multi-step pathway. The early intermediates of this pathway are notoriously reactive and may be overproduced in vivo because riboflavin biosynthesis enzymes lack feedback controls. In the present paper, we demonstrate disposal of riboflavin intermediates by COG3236 (DUF1768), a protein of previously unknown function that is fused to two different riboflavin pathway enzymes in plants and bacteria (RIBR and RibA respectively). We present cheminformatic, biochemical, genetic and genomic evidence to show that: (i) plant and bacterial COG3236 proteins cleave the N-glycosidic bond of the first two intermediates of riboflavin biosynthesis, yielding relatively innocuous products; (ii) certain COG3236 proteins are in a multi-enzyme riboflavin biosynthesis complex that gives them privileged access to riboflavin intermediates; and (iii) COG3236 action in Arabidopsis thaliana and Escherichia coli helps maintain flavin levels. COG3236 proteins thus illustrate two emerging principles in chemical biology: directed overflow metabolism, in which excess flux is diverted out of a pathway, and the pre-emption of damage from reactive metabolites. << Less
Biochem. J. 466:137-145(2015) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.