Reaction participants Show >> << Hide
- Name help_outline chorismate Identifier CHEBI:29748 (Beilstein: 6278304) help_outline Charge -2 Formula C10H8O6 InChIKeyhelp_outline WTFXTQVDAKGDEY-HTQZYQBOSA-L SMILEShelp_outline O[C@@H]1C=CC(=C[C@H]1OC(=C)C([O-])=O)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 14 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 3-[(1-carboxyvinyl)-oxy]benzoate Identifier CHEBI:76981 Charge -2 Formula C10H6O5 InChIKeyhelp_outline HGVAHYJMDVROLE-UHFFFAOYSA-L SMILEShelp_outline [O-]C(=O)C(=C)Oc1cccc(c1)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 2 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 6,148 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:40051 | RHEA:40052 | RHEA:40053 | RHEA:40054 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Menaquinone biosynthesis: formation of aminofutalosine requires a unique radical SAM enzyme.
Mahanta N., Fedoseyenko D., Dairi T., Begley T.P.
Menaquinone (MK, vitamin K2) is a lipid-soluble molecule that participates in the bacterial electron transport chain. In mammalian cells, MK functions as an essential vitamin for the activation of various proteins involved in blood clotting and bone metabolism. Recently, a new pathway for the bios ... >> More
Menaquinone (MK, vitamin K2) is a lipid-soluble molecule that participates in the bacterial electron transport chain. In mammalian cells, MK functions as an essential vitamin for the activation of various proteins involved in blood clotting and bone metabolism. Recently, a new pathway for the biosynthesis of this cofactor was discovered in Streptomyces coelicolor A3(2) in which chorismate is converted to aminofutalosine in a reaction catalyzed by MqnA and an unidentified enzyme. Here, we reconstitute the biosynthesis of aminofutalosine and demonstrate that the missing enzyme (aminofutalosine synthase, MqnE) is a radical SAM enzyme that catalyzes the addition of the adenosyl radical to the double bond of 3-[(1-carboxyvinyl)oxy]benzoic acid. This is a new reaction type in the radical SAM superfamily. << Less
J. Am. Chem. Soc. 135:15318-15321(2013) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.