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Literature summary extracted from

  • Ouazia, D.; Bearne, S.L.
    A continuous assay for alpha-methylacyl-coenzyme A racemase using circular dichroism (2010), Anal. Biochem., 398, 45-51.
    View publication on PubMed

Application

EC Number Application Comment Organism
5.1.99.4 medicine alpha-methylacyl-coenzyme A racemase is a biomarker for prostate cancer and a putative target for the development of therapeutic agents directed against the disease, inhibition of enzyme activity may also act synergistically with androgen ablation therapy Mycobacterium tuberculosis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
5.1.99.4 the open reading frame encoding alpha-methylacyl-coenzyme A racemase from Mycobacterium tuberculosis is subcloned into a pET15b vector, and the enzyme is overexpressed in Escherichia coli cells Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.1.99.4 (2R)-ibuprofenoyl-CoA competitive inhibitor Mycobacterium tuberculosis
5.1.99.4 (2S)-ibuprofenoyl-CoA competitive inhibitor Mycobacterium tuberculosis
5.1.99.4 octyl-beta-D-glucopyranoside concentrations greater than 0.6% octyl-beta-D-glucopyranoside cause a reduction in enzyme activity Mycobacterium tuberculosis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
5.1.99.4 0.048
-
(2R)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.071
-
(2R)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.086
-
(2S)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.087
-
(2S)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
5.1.99.4 peroxisome
-
Mycobacterium tuberculosis 5777
-

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
5.1.99.4 38970
-
calculated for recombinant enzyme without six-His tag Mycobacterium tuberculosis
5.1.99.4 40850
-
calculated for recombinant enzyme with six-His tag Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
5.1.99.4 Mycobacterium tuberculosis
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
5.1.99.4 by using metal ion affinity chromatography Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.1.99.4 (2R)-ibuprofenoyl-CoA
-
Mycobacterium tuberculosis (2S)-ibuprofenoyl-CoA
-
r
5.1.99.4 (2R)-pristanoyl-CoA
-
Mycobacterium tuberculosis (2S)-pristanoyl-CoA
-
r
5.1.99.4 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA
-
Mycobacterium tuberculosis ?
-
?

Synonyms

EC Number Synonyms Comment Organism
5.1.99.4 alpha-methylacyl-coenzyme A racemase
-
Mycobacterium tuberculosis
5.1.99.4 AMACR
-
Mycobacterium tuberculosis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
5.1.99.4 228
-
(2R)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 291
-
(2R)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 358
-
(2S)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 450
-
(2S)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
5.1.99.4 metabolism beta-oxidation pathway of fatty acids Mycobacterium tuberculosis
5.1.99.4 physiological function enzyme catalyzes the 1,1-proton transfer reaction that effects the reversible epimerization of the coenzyme A thioesters derived from a variety of (2R)- and (2S)-methyl branched fatty acids Mycobacterium tuberculosis

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
5.1.99.4 additional information
-
additional information Mycobacterium tuberculosis enzyme expressed as a fusion protein bearing an N-terminal six-His tag has a catalytic efficiency that is reduced 22% and 47% in the 2S-2R and 2R-2S directions, respectively, relative to untagged enzyme Mycobacterium tuberculosis
5.1.99.4 0.0032
-
(2R)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.0041
-
(2S)-ibuprofenoyl-CoA recombinant six-His tagged enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.0052
-
(2S)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis
5.1.99.4 0.0061
-
(2R)-ibuprofenoyl-CoA recombinant enzyme, 50 mM Tris-HCl, 0.2% octyl-beta-D-glucopyranoside, pH 8.0 at 37°C Mycobacterium tuberculosis