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4.3.1.2: methylaspartate ammonia-lyase

This is an abbreviated version!
For detailed information about methylaspartate ammonia-lyase, go to the full flat file.

Word Map on EC 4.3.1.2

Reaction

L-threo-3-methylaspartate
=
mesaconate
 +
NH3

Synonyms

3-methyl-L-aspartic acid ammonia-lyase, 3-methylaspartase, 3-methylaspartate ammonia lyase, 3-methylaspartate ammonia-lyase, ammonia-lyase, methylaspartate, beta-methylaspartase, Ch-MAL, MAL, methylaspartate ammonia lyase, methylaspartate ammonia-lyase, threo-3-methyl-L-aspartate ammonia-lyase, threo-3-methylaspartase ammonia-lyase

ECTree

     4 Lyases
         4.3 Carbon-nitrogen lyases
             4.3.1 Ammonia-lyases
                4.3.1.2 methylaspartate ammonia-lyase

Substrates Products

Substrates Products on EC 4.3.1.2 - methylaspartate ammonia-lyase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E)-2-butylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 59%
-
-
r
(2E)-2-ethylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 74%, mutant L384A: conversion 76%
-
-
r
(2E)-2-hexylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 53%
-
-
r
(2E)-2-methylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 80%, mutant L384A: conversion 75%
-
-
r
(2E)-2-pentylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 52%
-
-
r
(2E)-2-phenylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 90%
-
-
r
(2E)-2-propylbut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 57%, mutant L384A: conversion 67%
-
-
r
(2R,3S)-3-chloroaspartic acid
2-chloro-2-butenedioic acid
show the reaction diagram
(2S)-2-hydrazinosuccinic acid
fumarate + hydrazine
show the reaction diagram
-
-
-
?
(2S)-aspartate
fumarate + NH3
show the reaction diagram
-
-
-
?
(2S)-N,N-dimethylaspartic acid
fumarate + dimethylamine
show the reaction diagram
-
-
-
?
(2S)-N-ethylaspartic acid
fumarate + ethylamine
show the reaction diagram
-
-
-
?
(2S)-N-hydroxyaspartic acid
fumarate + hydroxylamine
show the reaction diagram
-
-
-
?
(2S)-N-methoxyaspartic acid
fumarate + methoxylamine
show the reaction diagram
-
-
-
?
(2S)-N-methylaspartic acid
fumarate + methylamine
show the reaction diagram
-
-
-
?
(2S,3R)-3-ethylaspartic acid
?
show the reaction diagram
(2S,3S)-3-ethylaspartate
?
show the reaction diagram
-
-
-
?
(2S,3S)-3-ethylaspartic acid
?
show the reaction diagram
(2S,3S)-3-methylaspartate
mesaconate + NH3
show the reaction diagram
(2S,3S)-N-hydroxy-3-ethylaspartic acid
ethylfumarate + hydroxylamine
show the reaction diagram
-
-
-
?
(2S,3S)-N-hydroxy-3-methylaspartic acid
mesaconate + hydroxylamine
show the reaction diagram
-
-
-
?
(2S,3S)-N-methoxy-3-methylaspartic acid
mesaconate + methoxylamine
show the reaction diagram
-
-
-
?
(2Z)-2-(benzyloxy)but-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 60%
-
-
r
(2Z)-2-(benzylsulfanyl)but-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 42%
-
-
r
(2Z)-2-(ethylsulfanyl)but-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 36%, mutant L384A: conversion 50%
-
-
r
(2Z)-2-(phenylsulfanyl)but-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 34%
-
-
r
(2Z)-2-ethoxybut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 46%, mutant L384A: conversion 43%
-
-
r
(2Z)-2-phenoxybut-2-enedioate + NH3
?
show the reaction diagram
wild-type: conversion 0%, mutant L384A: conversion 44%
-
-
r
(S)-aspartate
fumarate + NH3
show the reaction diagram
-
-
-
?
2-hydrazino-3-chlorosuccinic acid
chlorofumarate + hydrazine
show the reaction diagram
-
-
-
?
2-hydrazino-3-ethylsuccinic acid
ethylfumarate + hydrazine
show the reaction diagram
-
-
-
?
2-hydrazino-3-isopropylsuccinic acid
isopropylfumarate + hydrazine
show the reaction diagram
-
-
-
?
2-hydrazino-3-propylsuccinic acid
propylfumarate + hydrazine
show the reaction diagram
-
-
-
?
3-bromoaspartate
bromofumarate + NH3
show the reaction diagram
3-chloroaspartate
chlorofumarate + NH3
show the reaction diagram
3-fluoroaspartate
fluorofumarate + NH3
show the reaction diagram
-
-
not a good substrate
?
? + NH4Cl
?
show the reaction diagram
beta-ethylaspartate
?
show the reaction diagram
beta-isopropylaspartate
?
show the reaction diagram
-
-
-
-
?
beta-propylaspartate
?
show the reaction diagram
erythro-3-methylaspartate
?
show the reaction diagram
ethylfumarate + NH3
?
show the reaction diagram
hydrazino-3-methylsuccinic acid
mesaconate + hydrazine
show the reaction diagram
-
-
-
?
iso-propylfumarate + NH3
?
show the reaction diagram
-
-
-
-
?
L-aspartate
fumarate + NH3
show the reaction diagram
L-erythro-3-methylaspartate
mesaconate + NH3
show the reaction diagram
L-threo-3-methylaspartate
?
show the reaction diagram
L-threo-3-methylaspartate
mesaconate + NH3
show the reaction diagram
L-threo-3-methylaspartic acid
mesaconate + NH3
show the reaction diagram
assay at pH 9.0, 30°C
-
-
?
mesaconate + (aminooxy)ethane
?
show the reaction diagram
mutant Q73A, conversion: 100%, yield: 61%
-
-
r
mesaconate + (aminooxy)methane
?
show the reaction diagram
mutant Q73A, conversion: 99%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + 1-cyclopropylmethanamine
?
show the reaction diagram
mesaconate + 2-aminoethanol
?
show the reaction diagram
mutant Q73A, conversion: 37%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + 2-methoxyethanamine
?
show the reaction diagram
mesaconate + 3-aminopropan-1-ol
?
show the reaction diagram
mesaconate + aminobutane
?
show the reaction diagram
mesaconate + aniline
?
show the reaction diagram
mutant Q73A, conversion: 6%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + cyclobutanamine
?
show the reaction diagram
mesaconate + cyclohexanamine
?
show the reaction diagram
mutant Q73A, conversion: 21%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + cyclopentanamine
?
show the reaction diagram
mutant Q73A, conversion: 36%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + cyclopropanamine
?
show the reaction diagram
mesaconate + ethanamine
?
show the reaction diagram
mesaconate + ethane-1,2-diamine
?
show the reaction diagram
mesaconate + ethylamine
?
show the reaction diagram
-
-
-
?
mesaconate + hexanamine
?
show the reaction diagram
mutant Q73A, conversion: 17%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + hydrazine
?
show the reaction diagram
-
-
-
?
mesaconate + hydroxylamine
?
show the reaction diagram
-
-
-
?
mesaconate + methanamine
?
show the reaction diagram
mesaconate + methoxylamine
?
show the reaction diagram
-
-
-
?
mesaconate + methylamine
?
show the reaction diagram
-
-
-
?
mesaconate + N-methylethane-1,2-diamine
?
show the reaction diagram
mutant Q73A, conversion: 80%, excess of threo isomer over erythro isomer: more than 95%
-
-
r
mesaconate + NH3
?
show the reaction diagram
-
-
-
?
mesaconate + NH3
L-threo-3-methylaspartate
show the reaction diagram
mesaconate + NH3
L-threo-3-methylaspartate + L-erythro-3-methylaspartate
show the reaction diagram
conversion 2h: 73% (wild-type), diastereomeric product ratio (threo:erythro) after 2h: 89:11
-
-
r
mesaconate + NH4Cl
methylaspartate + HCl
show the reaction diagram
-
-
-
-
r
mesaconate + pentanamine
?
show the reaction diagram
mesaconate + propan-2-amine
?
show the reaction diagram
mutant Q73A, conversion: 8%, excess of threo isomer over erythro isomer: more than 95%, enantiomeric excess: more than 99%
-
-
r
mesaconate + propanamine
?
show the reaction diagram
mesaconate + propane-1,3-diamine
?
show the reaction diagram
mesaconic acid + NH3
L-threo-3-methylaspartate
show the reaction diagram
assay at pH 9.0, 30°C
-
-
r
methylfumarate + NH3
?
show the reaction diagram
-
-
-
?
N,3-dimethylaspartic acid
methylfumarate + methylamine
show the reaction diagram
-
-
-
?
N-methyl-3-ethylaspartic acid
ethylfumarate + methylamine
show the reaction diagram
-
-
-
?
NH3 + (2E)-2-methylbut-2-enedioate
(2S,3R)-3-methylaspartate
show the reaction diagram
-
-
minor product
r
NH3 + (2E)-2-methylbut-2-enedioate
(2S,3S)-3-methylaspartate
show the reaction diagram
-
-
major product
r
propylfumarate + NH3
?
show the reaction diagram
-
-
-
?
additional information
?
-