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Literature summary extracted from

  • Carnell, A.; Kirk, R.; Smith, M.; Mckenna, S.; Lian, L.; Gibson, R.
    Inhibition of human alpha-methylacyl CoA racemase (AMACR): A target for prostate cancer (2013), ChemMedChem, 8, 1643-1647.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.1.99.4 (4-tert-butylphenyl)(chloro)acetyl-CoA
-
 Homo sapiens
5.1.99.4 1-(4-methylphenyl)ethanone
-
 Homo sapiens
5.1.99.4 2-(4-tert-butylphenyl)-2-fluoropropanoyl-CoA
-
 Homo sapiens
5.1.99.4 2-trifluoromethyltetradecanoyl-CoA
-
 Homo sapiens
5.1.99.4 amidocarboxymethyl-dethia-CoA
-
 Homo sapiens
5.1.99.4 carboxymethyl-dethia-CoA
-
 Homo sapiens
5.1.99.4 dodecyl(methyl)carbamoyl-CoA
-
 Homo sapiens
5.1.99.4 dodecylcarbamoyl-CoA
-
 Homo sapiens
5.1.99.4 ibuprofenoyl-CoA competitive versus substrate trihydroxycoprostanoyl-CoA Homo sapiens
5.1.99.4 additional information enzyme-bound enolate mimic inhibitor design and synthesis, overview Homo sapiens
5.1.99.4 N-acetylamino-4-methylacetophenone
-
 Homo sapiens
5.1.99.4 N-dodecanoyl-D-alanyl-CoA
-
 Homo sapiens
5.1.99.4 N-methylthiocarbamate
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5.1.99.4 (2S)-2-methylacyl-CoA Homo sapiens
-
 (2R)-2-methylacyl-CoA
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
5.1.99.4 Homo sapiens Q9UHK6
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
5.1.99.4 HEK-293 cell
-
 Homo sapiens
-
5.1.99.4 prostate cancer cell line
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.1.99.4 (25R)-trihydroxycoprostanoyl-CoA
-
 Homo sapiens (25S)-trihydroxycoprostanoyl-CoA
-
 ?
5.1.99.4 (2S)-2-methylacyl-CoA
-
 Homo sapiens (2R)-2-methylacyl-CoA
-
 ?
5.1.99.4 (2S)-pristanoyl-CoA
-
 Homo sapiens (2R)-pristanoyl-CoA
-
 ?
5.1.99.4 (S)-ibuprofenoyl-CoA
-
 Homo sapiens (R)-ibuprofenoyl-CoA
-
 ?

Synonyms

EC Number Synonyms Comment Organism
5.1.99.4 alpha-Methylacyl CoA racemase
-
 Homo sapiens
5.1.99.4 AMACR
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
5.1.99.4 37
-
 assay at Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
5.1.99.4 0.000001
-
 dodecylcarbamoyl-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.0000016
-
 carboxymethyl-dethia-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.0000023
-
 N-dodecanoyl-D-alanyl-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.000028
-
 amidocarboxymethyl-dethia-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.000098
-
 dodecyl(methyl)carbamoyl-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.000156
-
 2-trifluoromethyltetradecanoyl-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.000254
-
 2-(4-tert-butylphenyl)-2-fluoropropanoyl-CoA pH not specified in the publication, 37°C Homo sapiens
5.1.99.4 0.000575
-
 (4-tert-butylphenyl)(chloro)acetyl-CoA pH not specified in the publication, 37°C Homo sapiens

General Information

EC Number General Information Comment Organism
5.1.99.4 physiological function the enzyme plays a gate-keeping role in the beta-oxidation of branched-chain fatty acid CoA esters, e.g. pristanoyl-CoA, catalyzing the racemization of the 2-R-configured CoA ester to the S-configured stereoisomer just prior to beta-oxidation. This is an obligatory step, as the first stage of beta-oxidation is catalyzed by an oxidase that accepts only S-configured 2-methylalkanoic CoA esters Homo sapiens