Literature summary for 5.1.99.4 extracted from

Morgenroth, A.; Urusova, E.A.; Dinger, C.; Al-Momani, E.; Kull, T.; Glatting, G.; Frauendorf, H.; Jahn, O.; Mottaghy, F.M.; Reske, S.N.; Zlatopolskiy, B.D.
New molecular markers for prostate tumor imaging: a study on 2-methylene substituted fatty acids as new AMACR inhibitors (2011), Chemistry, 17, 10144-10150.

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Inhibitors

Inhibitors	Comment	Organism	Structure
(11E)-12-iodo-2-methylidenedodec-11-enoyl-CoA	-	Homo sapiens
(11E)-12-iodo-2-methylidenedodec-11-enoyl-CoA	-	Rattus norvegicus
13-iodo-2-methylentridec-12-enoic acid	-	Homo sapiens
13-iodo-2-methylentridec-12-enoic acid	-	Rattus norvegicus
14-fluoro-2-methylidenetetradecanoyl-CoA	-	Homo sapiens
14-fluoro-2-methylidenetetradecanoyl-CoA	-	Rattus norvegicus
2-(trifluoromethyl)tetradecanoyl-CoA	-	Homo sapiens
2-(trifluoromethyl)tetradecanoyl-CoA	-	Rattus norvegicus
2-methylidenetetradecanoyl-CoA	-	Homo sapiens
2-methylidenetetradecanoyl-CoA	-	Rattus norvegicus
2-methylmyristoyl-CoA	-	Homo sapiens
2-methylmyristoyl-CoA	-	Rattus norvegicus
dodecylpropanedioyl-CoA	-	Homo sapiens
dodecylpropanedioyl-CoA	-	Rattus norvegicus
additional information	inhibitor design and synthesis, overview	Homo sapiens
additional information	inhibitor design and synthesis, overview	Rattus norvegicus
myristoyl-CoA	-	Homo sapiens
myristoyl-CoA	-	Rattus norvegicus

Localization

Localization	Comment	Organism	GeneOntology No.	Textmining
mitochondrion	-	Rattus norvegicus	5739	-
mitochondrion	-	Homo sapiens	5739	-
peroxisome	-	Rattus norvegicus	5777	-
peroxisome	-	Homo sapiens	5777	-

Natural Substrates/ Products (Substrates)

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

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	Q9UHK6	-	-
Rattus norvegicus	-	-	-

Source Tissue

Source Tissue	Comment	Organism	Textmining
BPH-1 cell	-	Homo sapiens	-
breast cancer cell	-	Homo sapiens	-
colonic cancer cell	-	Homo sapiens	-
DU-145 cell	-	Homo sapiens	-
liver	-	Rattus norvegicus	-
LNCaP cell	-	Homo sapiens	-
LNCaP-C4-2 cell	-	Homo sapiens	-
additional information	no expression in healthy prostate, colon, and breast	Homo sapiens	-
prostate cancer cell	-	Homo sapiens	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(2S)-2-methylacyl-CoA	-	Rattus norvegicus	(2R)-2-methylacyl-CoA	-	r
(2S)-2-methylacyl-CoA	-	Homo sapiens	(2R)-2-methylacyl-CoA	-	r
(2S)-2-methylacyl-CoA	the enzyme catalyses the chiral inversion of (2R)- and (2S)-2-methylacyl-CoA through a 1,1-proton transfer mechanism	Rattus norvegicus	(2R)-2-methylacyl-CoA	-	r
(2S)-2-methylacyl-CoA	the enzyme catalyses the chiral inversion of (2R)- and (2S)-2-methylacyl-CoA through a 1,1-proton transfer mechanism. 2-Methylacyl-CoA undergoes deprotonation and forms a planar enolate with His122 acting as a base to deprotonate the substrate, followed by addition of H+ with Asp152 as a proton donor. Glu237 is also involved in epimerization	Homo sapiens	(2R)-2-methylacyl-CoA	-	r
(2S)-pristanoyl-CoA	-	Rattus norvegicus	(2R)-pristanoyl-CoA	-	?
(2S)-pristanoyl-CoA	-	Homo sapiens	(2R)-pristanoyl-CoA	-	?
(S)-ibuprofenoyl-CoA	-	Rattus norvegicus	(R)-ibuprofenoyl-CoA	-	?
(S)-ibuprofenoyl-CoA	-	Homo sapiens	(R)-ibuprofenoyl-CoA	-	?
3alpha,7alpha,12alpha-trihydroxycholestanoyl-CoA	-	Rattus norvegicus	?	-	?
3alpha,7alpha,12alpha-trihydroxycholestanoyl-CoA	-	Homo sapiens	?	-	?
additional information	the enzyme exhibits broad substrate specificity	Rattus norvegicus	?	-	?
additional information	the enzyme exhibits broad substrate specificity	Homo sapiens	?	-	?

Synonyms

Synonyms	Comment	Organism
AMACR	-	Rattus norvegicus
AMACR	-	Homo sapiens
AMACR IA	-	Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
35	-	assay at	Rattus norvegicus
35	-	assay at	Homo sapiens

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
7.2	-	assay at	Rattus norvegicus
7.2	-	assay at	Homo sapiens

General Information

General Information	Comment	Organism
physiological function	AMACR is involved in the beta-oxidation of the dietary branched-chain fatty acids and bile acid intermediate	Rattus norvegicus
physiological function	AMACR is involved in the beta-oxidation of the dietary branched-chain fatty acids and bile acid intermediate	Homo sapiens

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Release 2023.1 (January 2023)