4.4.1.11: methionine gamma-lyase
This is an abbreviated version!
For detailed information about methionine gamma-lyase, go to the full flat file.
Word Map on EC 4.4.1.11
-
4.4.1.11
-
lipase
-
monoacylglycerol
-
endocannabinoids
-
cannabinoids
-
lectin
-
putida
-
c-type
-
2-arachidonoylglycerol
-
pyridoxal
-
medicine
-
monoglyceride
-
orthotopic
-
galactose-type
-
galnac
-
selenomethionine
-
anandamide
-
freundii
-
2-arachidonoyl
-
citrobacter
-
alpha-ketobutyrate
-
methylselenol
-
meibomian
-
methionine-dependent
-
mercaptan
-
beta-lyase
-
5'-phosphate-dependent
-
dc-sign
-
s-substituted
-
synthesis
-
nutrition
-
environmental protection
-
analysis
-
drug development
- 4.4.1.11
- lipase
- monoacylglycerol
-
endocannabinoids
- cannabinoids
- lectin
- putida
-
c-type
- 2-arachidonoylglycerol
- pyridoxal
- medicine
- monoglyceride
-
orthotopic
-
galactose-type
- galnac
- selenomethionine
- anandamide
- freundii
-
2-arachidonoyl
-
citrobacter
- alpha-ketobutyrate
- methylselenol
-
meibomian
-
methionine-dependent
- mercaptan
-
beta-lyase
-
5'-phosphate-dependent
-
dc-sign
-
s-substituted
- synthesis
- nutrition
- environmental protection
- analysis
- drug development
Reaction
Synonyms
CalE6, EhMGL1, EhMGL2, fer1MgL2, Fn1419, L-methionase, L-methioninase, L-methionine gamma-lyase, L-methionine gamma-lyase 1, L-methionine-alpha-deamino-gamma-mercaptomethane lyase, L-methionine-alpha-deamino-gamma-mercaptomethane-lyase, L-methionine-gamma-lyase, lyase, methionine, MdeA, MegL, METase, methioninase, methionine alpha,gamma-lyase, methionine dethiomethylase, methionine gamma-lyase, methionine lyase, methionine-gamma-lyase, MGL, MGL1, MGL2, rMETase, sav7062, TvMGL1, TvMGL2, YtjE
ECTree
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Substrates Products
Substrates Products on EC 4.4.1.11 - methionine gamma-lyase
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REACTION DIAGRAM
(+)propiin + H2O
propane-1-sulfenic acid + pyruvate + NH3
-
-
-
?
(+-)-butiin + H2O
butane-1-sulfenic acid + pyruvate + NH3
-
-
-
?
(+-)propiin + H2O
propane-1-sulfenic acid + pyruvate + NH3
-
-
-
?
1-amino-3-(methylthio)propylphosphinic acid + H2O
1-oxopropylphosphinic acid + methanethiol + NH3
-
-
-
?
2-amino-3-(N,N-dimethylamino)propionic acid
2-iminopropionic acid + ?
-
C-N-bond cleavage
-
?
DL-2-amino-3-(N-hydroxyethylamino)-propionic acid
ethanolamine + NH3 + pyruvate
-
-
-
?
DL-2-amino-3-(N-methylamino)propionic acid
methylamine + NH3 + pyruvate
-
-
-
?
DL-homocysteine + 2-mercaptoethanol
H2S + S-(beta-hydroxyethyl)-L-homocysteine
gamma-replacement reaction, wild-type enzyme
-
-
?
DL-homocysteine + H2O
2-oxobutanoate + NH3 + hydrogen sulfide
-
-
-
?
L-1-amino-3-methylthiopropylphosphinic acid + H2O
methanethiol + NH3 + propanoylphosphinic acid
Arg374 and Ser339 are involved in the binding of carboxyl groups of the substrate, the hydroxyl of Tyr113 is a potential acceptor of a proton from the amino groups of the amino acid
-
-
?
L-cysteine + 2-mercaptoethanol
H2S + S-(beta-hydroxyethyl)-L-cysteine
beta-replacement reaction, wild-type enzyme and mutant C116H
-
-
?
L-methionine + 2-mercaptoethanol
methanethiol + S-(beta-hydroxyethyl)-L-homocysteine
gamma-replacement reaction, wild-type enzyme
-
-
?
O-acetyl-L-homoserine + H2O
2-oxobutanoate + NH3 + acetate
-
-
-
?
S-butyl-L-cysteine + H2O
butanethiol + NH3 + 2-oxopropanoate
-
-
-
?
S-ethyl-L-cysteine + H2O
ethanethiol + NH3 + pyruvate
Arg374 and Ser339 are involved in the binding of carboxyl groups of the substrate, the hydroxyl of Tyr113 is a potential acceptor of a proton from the amino groups of the amino acid. Formation of external aldimine, conformational changes in the active center enable the Tyr58 hydroxyl group to occupy a position favorable for protonation of the leaving group
-
-
?
S-propyl-L-cysteine + H2O
propanethiol + NH3 + 2-oxopropanoate
-
-
-
?
selenoethionine + H2O
ethylselenol + NH3 + 2-oxobutanoate
-
-
-
?
trifluoromethionine + H2O
trifluoromethanethiol + NH3 + 2-oxobutanoate
-
-
-
?
DL-homocysteine + H2O
2-oxobutanoate + NH3 + H2S
112% of activity with L-methionine
-
?
DL-homocysteine + H2O
2-oxobutanoate + NH3 + H2S
294% of EhMGL1 activity with L-methionine
-
?
DL-homocysteine + H2O
hydrogen sulfide + NH3 + 2-oxobutanoate
-
-
-
?
DL-homocysteine + H2O
hydrogen sulfide + NH3 + 2-oxobutanoate
-
-
-
?
DL-homocysteine + H2O
hydrogen sulfide + NH3 + 2-oxobutanoate
-
-
-
?
DL-homocysteine + H2O
hydrogen sulfide + NH3 + 2-oxobutanoate
-
-
-
?
DL-homocysteine + H2O
hydrogen sulfide + NH3 + 2-oxobutanoate
highest substrate specificity for DL-homocysteine
-
-
?
L-cysteine + H2O
sulfide + NH3 + pyruvate
160% of EhMGL1 activity with L-methionine
-
?
L-cysteine + H2O
sulfide + NH3 + pyruvate
20% of activity with L-methionine
-
?
L-cysteine + H2O
sulfide + NH3 + pyruvate
-
-
-
?
L-cysteine + H2O
sulfide + NH3 + pyruvate
Fusobacterium nucleatum subsp. nucleatum ATCC 25586 / JCM14847
-
-
-
?
L-ethionine + H2O
ethanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-ethionine + H2O
ethanethiol + NH3 + 2-oxobutanoate
-
60% of activity with L-methinine
-
?
2-oxobutanoate + NH3 + hydrogen sulfide
-
-
methionine gamma-lyase catalyzes the decomposition of homocysteine to hydrogen sulfide which forms fluorescent CdS nanoparticles in the presence of Cd(NO3)2. Hydrogen sulfide dissociates to yield S2? anions which readily interact with Cd2+ forming fluorescent CdS nanocrystals, assay method development and evaluation, overview
-
?
L-homocysteine
2-oxobutanoate + NH3 + hydrogen sulfide
-
-
methionine gamma-lyase catalyzes the decomposition of homocysteine to hydrogen sulfide which forms fluorescent CdS nanoparticles in the presence of Cd(NO3)2. Hydrogen sulfide dissociates to yield S2? anions which readily interact with Cd2+ forming fluorescent CdS nanocrystals, assay method development and evaluation, overview
-
?
L-homocysteine + H2O
sulfide + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
part of the methanethiol produced can react with an activated form of serine to produce S-methylcysteine. Product 2-oxobutanoate enters the papthway of Ile synthesis in plastids, part of the methanethiol produced can react with an activated form of serine to produce S-methylcysteine
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
gamma-elimination reaction, initial aldimine, quinonoid, and ketimine intermediates of the gamma-elimination reaction, possible concerted mechanisms of reversible ketimine formation and pro-(R)-Calpha-proton exchange, overview
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
181% of EhMGL1 activity with L-methionine
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
Fusobacterium nucleatum subsp. nucleatum ATCC 25586 / JCM14847
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
gamma-elimination reaction
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
-
?
L-methionine + H2O
methanethiol + NH3 + 2-oxobutanoate
-
-
-
?
O-acetyl-L-serine + H2O
2-oxopropanoate + NH3 + acetate
-
-
-
?
O-acetyl-L-serine + H2O
2-oxopropanoate + NH3 + acetate
11% of activity with L-methionine
-
?
O-acetyl-L-serine + H2O
2-oxopropanoate + NH3 + acetate
34% of EhMGL1 activity with L-methionine
-
?
O-acetyl-L-serine + H2O
2-oxopropanoate + NH3 + acetate
weak activity
-
-
?
thiobenzyl alcohol + NH3 + 2-oxopropanoate
-
-
-
-
?
S-benzyl-L-cysteine + H2O
thiobenzyl alcohol + NH3 + 2-oxopropanoate
-
-
-
?
S-benzyl-L-cysteine + H2O
thiobenzyl alcohol + NH3 + 2-oxopropanoate
-
-
-
-
?
S-benzyl-L-cysteine + H2O
thiobenzyl alcohol + NH3 + 2-oxopropanoate
-
-
-
?
S-ethyl-L-cysteine + H2O
ethanethiol + NH3 + 2-oxopropanoate
-
-
-
?
S-ethyl-L-cysteine + H2O
ethanethiol + NH3 + 2-oxopropanoate
-
-
-
?
S-ethyl-L-cysteine + H2O
ethanethiol + NH3 + 2-oxopropanoate
weak activity
-
-
?
ethanethiol + NH3 + 2-oxobutanoate
-
-
-
-
?
S-ethyl-L-homocysteine + H2O
ethanethiol + NH3 + 2-oxobutanoate
-
-
-
?
methanethiol + NH3 + 2-oxopropanoate
-
-
-
-
?
S-methyl-L-cysteine + H2O
methanethiol + NH3 + 2-oxopropanoate
-
-
-
?
S-methyl-L-cysteine + H2O
methanethiol + NH3 + 2-oxopropanoate
-
-
-
-
?
S-methyl-L-cysteine + H2O
methanethiol + NH3 + 2-oxopropanoate
-
-
-
?
S-methyl-L-cysteine + H2O
methanethiol + NH3 + 2-oxopropanoate
weak activity
-
-
?
selenomethionine + H2O
methylselenol + NH3 + 2-oxobutanoate
-
-
-
?
additional information
?
-
-
multicatalytic: alpha,gamma-elimination and gamma-replacement reactions of L-methionine and its analogs, alpha, beta-elimination and beta-replacement of L-cysteine and its analogs, deamination and gamma-addition of vinylglycine and deuterium labelling at alpha and beta position of L-methionine and other straight-chain L-amino acids
-
?
additional information
?
-
-
determination of rate constants of the enzyme-catalyzed exchange of Calpha and Cbeta-protons with deuterium, as well as the kinetic isotope effect of the deuterium label in the Calpha-position of inhibitors on the rate of exchange of their beta-protons. Neither stereoselectivity in the beta-proton exchange nor noticeable isotope effect on the exchange rates of beta-protons is found
-
-
?
additional information
?
-
-
substrate specificty, overview. In addition to the physiological reaction, the enzyme catalyzes the beta-elimination reaction of L-cysteine and its S-substituted derivatives, yielding the corresponding mercaptans, pyruvic acid, and ammonia
-
-
?
additional information
?
-
enzyme additionally catalyzes the beta-elimination reaction of (+-)-S-alk(en)yl-L-cysteine sulfoxides to yield thiosulfinate, reaction of EC 4.4.1.4. It can decompose both diastereomers equally
-
-
?
additional information
?
-
-
enzyme additionally catalyzes the beta-elimination reaction of (+-)-S-alk(en)yl-L-cysteine sulfoxides to yield thiosulfinate, reaction of EC 4.4.1.4. It can decompose both diastereomers equally
-
-
?
additional information
?
-
enzyme catalyzes the exchange of both Calpha-protons of glycine with high stereospecificity for pro-R-proton. The reaction mechanism includes ketimine intermediate formation
-
-
?
additional information
?
-
-
enzyme catalyzes the exchange of both Calpha-protons of glycine with high stereospecificity for pro-R-proton. The reaction mechanism includes ketimine intermediate formation
-
-
?
additional information
?
-
-
substrate specificty, overview. In addition to the physiological reaction, the enzyme catalyzes the beta-elimination reaction of L-cysteine and its S-substituted derivatives, yielding the corresponding mercaptans, pyruvic acid, and ammonia
-
-
?
additional information
?
-
-
substrate specificty, overview. In addition to the physiological reaction, the enzyme catalyzes the beta-elimination reaction of L-cysteine and its S-substituted derivatives, yielding the corresponding mercaptans, pyruvic acid, and ammonia
-
-
?
additional information
?
-
under normal conditions, isoform ehMGL1 is involved in degradation of L-methionine
-
-
?
additional information
?
-
under normal conditions, isoform ehMGL1 is involved in degradation of L-methionine
-
-
?
additional information
?
-
-
under normal conditions, isoform ehMGL1 is involved in degradation of L-methionine
-
-
?
additional information
?
-
under normal conditions, isoform ehMGL2 is not involved degradation of L-methionine
-
-
?
additional information
?
-
under normal conditions, isoform ehMGL2 is not involved degradation of L-methionine
-
-
?
additional information
?
-
-
under normal conditions, isoform ehMGL2 is not involved degradation of L-methionine
-
-
?
additional information
?
-
-
using whole-cell lysate of Ferroplasma acidarmanus fer1, pyridoxal 5'-phosphate-dependent and L-methionine-dependent production of alpha-keto compounds and thiol groups is demonstrated, thus indicating the presence of methionine gamma-lyase in this acidophilic archaeon
-
-
?
additional information
?
-
-
using whole-cell lysate of Ferroplasma acidarmanus fer1, pyridoxal 5'-phosphate-dependent and L-methionine-dependent production of alpha-keto compounds and thiol groups is demonstrated, thus indicating the presence of methionine gamma-lyase in this acidophilic archaeon
-
-
?
additional information
?
-
-
substrate specificty, overview. In addition to the physiological reaction, the enzyme catalyzes the beta-elimination reaction of L-cysteine and its S-substituted derivatives, yielding the corresponding mercaptans, pyruvic acid, and ammonia
-
-
?
additional information
?
-
-
beta-exchange between cysteine and alkanethiols, exchange reaction between substituents of gamma-carbon of homocysteine and alkanethiols, forming corresponding S-alkylhomocysteine
-
?
additional information
?
-
-
not: D-methionine, 2-oxo-4-methylthiobutanoate, non-sulfur-containing amino acids
-
?
additional information
?
-
-
multicatalytic: alpha,gamma-elimination and gamma-replacement reactions of L-methionine and its analogs, alpha, beta-elimination and beta-replacement of L-cysteine and its analogs, deamination and gamma-addition of vinylglycine and deuterium labelling at alpha and beta position of L-methionine and other straight-chain L-amino acids
-
?
additional information
?
-
no activity with O-phospho-L-serine
-
-
?