BRENDA - Enzyme Database

Preparation of N-substituted aspartic acids via enantiospecific conjugate addition of N-nucleophiles to fumaric acids using methylaspartase: synthetic utility and mechanistic implications

Gulzar, M.S.; Akhtar, M.; Gani, D.; J. Chem. Soc. Perkin Trans. I 1197, 649-655 (1997)
No PubMed abstract available

Data extracted from this reference:

Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
Escherichia coli
-
?
-
-
-
4.3.1.2
additional information
Escherichia coli
ammonia is the natural nucleophile for the enzyme
?
-
-
-
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
4.3.1.2
Escherichia coli
-
-
-
Reaction
EC Number
Reaction
Commentary
Organism
4.3.1.2
L-threo-3-methylaspartate = mesaconate + NH3
stereochemical mechanism
Escherichia coli
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4.3.1.2
(2S)-2-hydrazinosuccinic acid
-
6061
Escherichia coli
fumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N,N-dimethylaspartic acid
-
6061
Escherichia coli
fumarate + dimethylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-ethylaspartic acid
-
6061
Escherichia coli
fumarate + ethylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-hydroxyaspartic acid
-
6061
Escherichia coli
fumarate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-methoxyaspartic acid
-
6061
Escherichia coli
fumarate + methoxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-methylaspartic acid
-
6061
Escherichia coli
fumarate + methylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-hydroxy-3-ethylaspartic acid
-
6061
Escherichia coli
ethylfumarate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-hydroxy-3-methylaspartic acid
-
6061
Escherichia coli
mesaconate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-methoxy-3-methylaspartic acid
-
6061
Escherichia coli
mesaconate + methoxylamine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-chlorosuccinic acid
-
6061
Escherichia coli
chlorofumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-ethylsuccinic acid
-
6061
Escherichia coli
ethylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-isopropylsuccinic acid
-
6061
Escherichia coli
isopropylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-propylsuccinic acid
-
6061
Escherichia coli
propylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
erythro-3-methylaspartate
(2S,3R)-3-methylaspartic acid
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
hydrazino-3-methylsuccinic acid
-
6061
Escherichia coli
mesaconate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
r
6061
Escherichia coli
mesaconate + NH3
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
(2S,3S)-3-methylaspartic acid
6061
Escherichia coli
mesaconate + NH3
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
-
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
additional information
-
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
additional information
ammonia is the natural nucleophile for the enzyme
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
N,3-dimethylaspartic acid
-
6061
Escherichia coli
methylfumarate + methylamine
-
6061
Escherichia coli
-
4.3.1.2
N-methyl-3-ethylaspartic acid
-
6061
Escherichia coli
ethylfumarate + methylamine
-
6061
Escherichia coli
-
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4.3.1.2
L-threo-3-methylaspartate
Escherichia coli
-
?
-
-
-
4.3.1.2
additional information
Escherichia coli
ammonia is the natural nucleophile for the enzyme
?
-
-
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4.3.1.2
(2S)-2-hydrazinosuccinic acid
-
6061
Escherichia coli
fumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N,N-dimethylaspartic acid
-
6061
Escherichia coli
fumarate + dimethylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-ethylaspartic acid
-
6061
Escherichia coli
fumarate + ethylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-hydroxyaspartic acid
-
6061
Escherichia coli
fumarate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-methoxyaspartic acid
-
6061
Escherichia coli
fumarate + methoxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S)-N-methylaspartic acid
-
6061
Escherichia coli
fumarate + methylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-hydroxy-3-ethylaspartic acid
-
6061
Escherichia coli
ethylfumarate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-hydroxy-3-methylaspartic acid
-
6061
Escherichia coli
mesaconate + hydroxylamine
-
6061
Escherichia coli
-
4.3.1.2
(2S,3S)-N-methoxy-3-methylaspartic acid
-
6061
Escherichia coli
mesaconate + methoxylamine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-chlorosuccinic acid
-
6061
Escherichia coli
chlorofumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-ethylsuccinic acid
-
6061
Escherichia coli
ethylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-isopropylsuccinic acid
-
6061
Escherichia coli
isopropylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
2-hydrazino-3-propylsuccinic acid
-
6061
Escherichia coli
propylfumarate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
erythro-3-methylaspartate
(2S,3R)-3-methylaspartic acid
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
hydrazino-3-methylsuccinic acid
-
6061
Escherichia coli
mesaconate + hydrazine
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
r
6061
Escherichia coli
mesaconate + NH3
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
(2S,3S)-3-methylaspartic acid
6061
Escherichia coli
mesaconate + NH3
-
6061
Escherichia coli
-
4.3.1.2
L-threo-3-methylaspartate
-
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
additional information
-
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
additional information
ammonia is the natural nucleophile for the enzyme
6061
Escherichia coli
?
-
-
-
-
4.3.1.2
N,3-dimethylaspartic acid
-
6061
Escherichia coli
methylfumarate + methylamine
-
6061
Escherichia coli
-
4.3.1.2
N-methyl-3-ethylaspartic acid
-
6061
Escherichia coli
ethylfumarate + methylamine
-
6061
Escherichia coli
-