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Literature summary for 5.1.99.4 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

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Homo sapiens Q9UHK6
-
-

Source Tissue

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

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
alpha-Methylacyl CoA racemase
-
Homo sapiens
AMACR
-
Homo sapiens

Temperature Optimum [°C]

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

Ki Value [mM]

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

General Information

General Information Comment Organism
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