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5.1.99.4: alpha-methylacyl-CoA racemase

This is an abbreviated version!
For detailed information about alpha-methylacyl-CoA racemase, go to the full flat file.

Word Map on EC 5.1.99.4

Reaction

(2S)-2-methylacyl-CoA
=
(2R)-2-methylacyl-CoA

Synonyms

2-arylpropionyl-CoA epimerase, 2-methylacyl-CoA racemase, alpha-methyl CoA racemase, alpha-Methylacyl CoA racemase, alpha-methylacyl coenzyme A racemase, alpha-methylacyl-CoA racemase, alpha-methylacyl-CoA racemase 1A, alpha-methylacyl-coenzyme A racemase, AMACR, AMACR 1A, AMACR IA, amacr/P504S, GenBank U89905-derived protein GI2145184, GenBank U89906-derived protein GI 2145186, ibuprofenoyl-CoA epimerase, MCR, P504S, Racemase, alpha-methylacyl coenzyme A, Racemase, alpha-methylacyl coenzyme A (Mus musculus clone 3), Racemase, alpha-methylacyl coenzyme A (Rattus norvegicus clone 11)

ECTree

     5 Isomerases
         5.1 Racemases and epimerases
             5.1.99 Acting on other compounds
                5.1.99.4 alpha-methylacyl-CoA racemase

Inhibitors

Inhibitors on EC 5.1.99.4 - alpha-methylacyl-CoA racemase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(11E)-12-iodo-2-methylidenedodec-11-enoyl-CoA
(24S,25R)-(3R,7R,12R)-trihydroxy-24-fluoro-5beta-cholestan-26-oyl-CoA
-
competitive inhibition
(25-R,S)-3,7,12-trihydroxycoprostanoic acid
competitive inhibition
(2R)-ibuprofenoyl-CoA
-
competitive inhibitor
(2R,3S)-3-fluoro-2-methylhexadecanoyl-CoA
-
competitive inhibition
(2S)-ibuprofenoyl-CoA
-
competitive inhibitor
(2S,3R)-3-fluoro-2-methylhexadecanoyl-CoA
-
competitive inhibition
(4-tert-butylphenyl)(chloro)acetyl-CoA
-
(R)-2-methylmyristoyl CoA
binding mode
(R)-ibuprofenoyl-CoA
-
competitive inhibition
(R,S)-ibuprofenoyl-CoA
competitive inhibition
(S)-2-methylmyristoyl CoA
binding mode
(S)-ibuprofenoyl-CoA
1-(4-methylphenyl)ethanone
-
1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide
-
-
13-iodo-2-methylentridec-12-enoic acid
14-fluoro-2-methylidenetetradecanoyl-CoA
2-(4-Isobutylphenyl)propionic acid
2-(4-tert-butylphenyl)-2-fluoropropanoyl-CoA
-
2-(trifluoromethyl)tetradecanoyl-CoA
2-difluoromethylpentadecanoyl-CoA
-
competitive inhibition
2-methylidenetetradecanoyl-CoA
2-methylmyristoyl CoA
-
competitive inhibition
2-methylmyristoyl-CoA
2-methyloctanoyl CoA
-
competitive inhibition
2-methyloctanoyl-CoA
2-phenyl-1,2-benzoselenazol-3(2H)-one
-
more than 95% inhibition
2-trifluoromethyltetradecanoic acid
-
competitive inhibition
2-trifluoromethyltetradecanoyl-CoA
5,5'-dithiobis(2-nitrobenzoate)
-
inhibition is reversed by incubation of the inactivated enzyme with 10 mM dithiothreitol
alpha-trifluoromethyltetradecanoic acid
-
inhibits growth of cancer cell lines PC3, CWR22 Rv1, and Du145 in a dose-dependent manner due to AMACR inhibition
amidocarboxymethyl-dethia-CoA
-
beta-fluorinated branched chain alpha-methylacyl coenzyme A esters analogues
-
reversible competitive inhibitors, presence of beta-fluorine on the alpha-methyl group or the acyl chain results in a significant lowering of the Ki value compared with nonfluorinated analogs, and this is attributed to a lowering of the pKa of the alpha-proton, facilitating enolization and binding, competitive
-
carboxymethyl-dethia-CoA
-
decanoyl-CoA
-
non-competitive substrate inhibition at higher substrate concentrations
diethylpyrocarbonate
-
-
diisopropylphosphofluoridate
-
-
dodecyl(methyl)carbamoyl-CoA
-
dodecylcarbamoyl-CoA
dodecylpropanedioyl-CoA
Fe2+
-
slight inhibition
Ibuprofen
-
chemopreventive effects of ibuprofen on prostate cancer risk, which may be enhanced by AMACR genetic variants
ibuprofenoyl-CoA
competitive versus substrate trihydroxycoprostanoyl-CoA
myristoyl-CoA
N,N-didecylcarbamoyl-CoA
-
time-dependent inactivator
N,N-didodecylcarbamoyl-CoA
-
time-dependent inactivator
N-acetylamino-4-methylacetophenone
-
N-dodecanoyl-D-alanyl-CoA
-
N-methylthiocarbamate
-
NEM
-
weak
octyl-beta-D-glucopyranoside
-
concentrations greater than 0.6% octyl-beta-D-glucopyranoside cause a reduction in enzyme activity
palmitoyl-CoA
Rose bengal
-
more than 95% inhibition
thimerosal
-
slight
additional information
-