A unique cis -3-hydroxy- l -proline dehydratase in the enolase superfamily

Xinshuai Zhang, Ritesh Kumar, Matthew W. Vetting, Suwen Zhao, Matthew P. Jacobson, Steven C. Almo, John A. Gerlt

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

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 δ1-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.

Original languageEnglish (US)
Pages (from-to)1388-1391
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number4
DOIs
StatePublished - Feb 4 2015

Fingerprint

Hydroxyproline
Hydro-Lyases
Phosphopyruvate Hydratase
Proline
Genes
Dehydration
Gene encoding
Proton transfer
Genome
Carbon
Metabolic Networks and Pathways
Protons
Enzymes

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry
  • Medicine(all)

Cite this

Zhang, X., Kumar, R., Vetting, M. W., Zhao, S., Jacobson, M. P., Almo, S. C., & Gerlt, J. A. (2015). A unique cis -3-hydroxy- l -proline dehydratase in the enolase superfamily. Journal of the American Chemical Society, 137(4), 1388-1391. https://doi.org/10.1021/ja5103986

A unique cis -3-hydroxy- l -proline dehydratase in the enolase superfamily. / Zhang, Xinshuai; Kumar, Ritesh; Vetting, Matthew W.; Zhao, Suwen; Jacobson, Matthew P.; Almo, Steven C.; Gerlt, John A.

In: Journal of the American Chemical Society, Vol. 137, No. 4, 04.02.2015, p. 1388-1391.

Research output: Contribution to journalArticle

Zhang, X, Kumar, R, Vetting, MW, Zhao, S, Jacobson, MP, Almo, SC & Gerlt, JA 2015, 'A unique cis -3-hydroxy- l -proline dehydratase in the enolase superfamily', Journal of the American Chemical Society, vol. 137, no. 4, pp. 1388-1391. https://doi.org/10.1021/ja5103986
Zhang, Xinshuai ; Kumar, Ritesh ; Vetting, Matthew W. ; Zhao, Suwen ; Jacobson, Matthew P. ; Almo, Steven C. ; Gerlt, John A. / A unique cis -3-hydroxy- l -proline dehydratase in the enolase superfamily. In: Journal of the American Chemical Society. 2015 ; Vol. 137, No. 4. pp. 1388-1391.
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