Reaction participants Show >> << Hide
- Name help_outline cis-3-hydroxy-L-proline Identifier CHEBI:60041 Charge 0 Formula C5H9NO3 InChIKeyhelp_outline BJBUEDPLEOHJGE-DMTCNVIQSA-N SMILEShelp_outline O[C@@H]1CC[NH2+][C@@H]1C([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 1-pyrroline-2-carboxylate Identifier CHEBI:39785 Charge 0 Formula C5H7NO2 InChIKeyhelp_outline RHTAIKJZSXNELN-UHFFFAOYSA-N SMILEShelp_outline [O-]C(=O)C1=[NH+]CCC1 2D coordinates Mol file for the small molecule Search links Involved in 6 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
Cross-references
| RHEA:47624 | RHEA:47625 | RHEA:47626 | RHEA:47627 | |
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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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A unique cis-3-hydroxy-L-proline dehydratase in the enolase superfamily.
Zhang X., Kumar R., Vetting M.W., Zhao S., Jacobson M.P., Almo S.C., Gerlt J.A.
The genome of Labrenzia aggregata IAM 12614 encodes an uncharacterized member of the muconate lactonizing enzyme (MLE) subgroup of the enolase superfamily (UniProt ID A0NXQ8 ). The gene encoding A0NXQ8 is located between genes that encode members of the proline racemase superfamily, 4R-hydroxyprol ... >> More
The genome of Labrenzia aggregata IAM 12614 encodes an uncharacterized member of the muconate lactonizing enzyme (MLE) subgroup of the enolase superfamily (UniProt ID A0NXQ8 ). The gene encoding A0NXQ8 is located between genes that encode members of the proline racemase superfamily, 4R-hydroxyproline 2-epimerase (UniProt ID A0NXQ7 ; 4HypE) and trans-3-hydroxy-l-proline dehydratase (UniProt ID A0NXQ9 ; t3LHypD). A0NXQ8 was screened with a library of proline analogues; two reactions were observed with cis-3-hydroxy-l-proline (c3LHyp), competing 2-epimerization to trans-3-hydroxy-d-proline (1,1-proton transfer) and dehydration to Δ(1)-pyrroline-2-carboxylate (β-elimination; c3LHyp dehydratase), with eventual total dehydration. The genome context encoding A0NXQ8 both (1) confirms its novel c3LHyp dehydratase function and (2) provides evidence for metabolic pathways that allow L. aggregata to utilize several isomeric 3- and 4-hydroxyprolines as sole carbon sources. << Less
J. Am. Chem. Soc. 137:1388-1391(2015) [PubMed] [EuropePMC]
This publication is cited by 3 other entries.