Unexpected property of ectoine synthase and its application for synthesis of the engineered compatible solute ADPC
Witt, E.M.; Davies, N.W.; Galinski, E.A.; Appl. Microbiol. Biotechnol. 91, 113-122 (2011) 
Data extracted from this reference:
Cloned(Commentary)
EC Number
Cloned (Commentary)
Organism
4.2.1.108
expression of His6-tagged ectoine synthase in Escherichia coli strain BL21(DE3)
Halomonas elongata
Engineering
EC Number
Protein Variants
Commentary
Organism
4.2.1.108
additional information
construction of enzyme-deficient strains by gene ectC inframe deletion though the splicing-by-overlap-extension PCR technique
Halomonas elongata
KM Value [mM]
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
4.2.1.108
0.0287
-
L-homoectoine
recombinant enzyme, pH 8.5, 21°C
Halomonas elongata
Molecular Weight [Da]
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
4.2.1.108
16520
-
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata DSM 2581
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
Organism
EC Number
Organism
UniProt
Commentary
Textmining
4.2.1.108
Halomonas elongata
-
gene ectC
-
4.2.1.108
Halomonas elongata DSM 2581
-
gene ectC
-
Purification (Commentary)
EC Number
Purification (Commentary)
Organism
4.2.1.108
recombinant His6-tagged ectoine synthase from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
Halomonas elongata
Specific Activity [micromol/min/mg]
EC Number
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
4.2.1.108
0.16
-
purified recombinant enzyme, substrate is 4,5-dihydro-2-methylimidazole-4-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
4.2.1.108
0.3
-
purified recombinant enzyme, substrate is 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
4.2.1.108
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata
?
-
-
-
r
4.2.1.108
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata DSM 2581
?
-
-
-
r
4.2.1.108
L-glutamine
-
713911
Halomonas elongata
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
4.2.1.108
L-glutamine
-
713911
Halomonas elongata DSM 2581
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
4.2.1.108
L-homoectoine + H2O
-
713911
Halomonas elongata
?
-
-
-
r
4.2.1.108
additional information
ectoine synthase accepts more than one substrate and is a reversible enzyme able to catalyze both the intramolecular condensation into and the hydrolytic cleavage of cyclic amino acid derivatives. It forms 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, ADPC, by cyclic condensation of glutamine in a reversible reaction. A number of ectoine derivatives, in particular 4,5-dihydro-2-methylimidazole-4-carboxylate and L-homoectoine, are also cleaved by ectoine synthase. Proposed reaction mechanism leading to L-ectoine and 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, respectively, catalyzed by ectoine synthase, overview
713911
Halomonas elongata
?
-
-
-
-
4.2.1.108
additional information
ectoine synthase accepts more than one substrate and is a reversible enzyme able to catalyze both the intramolecular condensation into and the hydrolytic cleavage of cyclic amino acid derivatives. It forms 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, ADPC, by cyclic condensation of glutamine in a reversible reaction. A number of ectoine derivatives, in particular 4,5-dihydro-2-methylimidazole-4-carboxylate and L-homoectoine, are also cleaved by ectoine synthase. Proposed reaction mechanism leading to L-ectoine and 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, respectively, catalyzed by ectoine synthase, overview
713911
Halomonas elongata DSM 2581
?
-
-
-
-
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
-
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
i.e. 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid, over 95% conversion by the recombinant ectoine synthase
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
-
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
i.e. 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid, over 95% conversion by the recombinant ectoine synthase
-
-
r
Subunits
EC Number
Subunits
Commentary
Organism
4.2.1.108
?
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Synonyms
EC Number
Synonyms
Commentary
Organism
4.2.1.108
EctC
-
Halomonas elongata
Temperature Optimum [°C]
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
4.2.1.108
21
-
assay at
Halomonas elongata
pH Optimum
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
4.2.1.108
8.5
-
assay at
Halomonas elongata
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
4.2.1.108
expression of His6-tagged ectoine synthase in Escherichia coli strain BL21(DE3)
Halomonas elongata
Engineering (protein specific)
EC Number
Protein Variants
Commentary
Organism
4.2.1.108
additional information
construction of enzyme-deficient strains by gene ectC inframe deletion though the splicing-by-overlap-extension PCR technique
Halomonas elongata
KM Value [mM] (protein specific)
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
4.2.1.108
0.0287
-
L-homoectoine
recombinant enzyme, pH 8.5, 21°C
Halomonas elongata
Molecular Weight [Da] (protein specific)
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
4.2.1.108
16520
-
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata DSM 2581
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
4.2.1.108
recombinant His6-tagged ectoine synthase from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
Halomonas elongata
Specific Activity [micromol/min/mg] (protein specific)
EC Number
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
4.2.1.108
0.16
-
purified recombinant enzyme, substrate is 4,5-dihydro-2-methylimidazole-4-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
4.2.1.108
0.3
-
purified recombinant enzyme, substrate is 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
4.2.1.108
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata
?
-
-
-
r
4.2.1.108
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata DSM 2581
?
-
-
-
r
4.2.1.108
L-glutamine
-
713911
Halomonas elongata
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
4.2.1.108
L-glutamine
-
713911
Halomonas elongata DSM 2581
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
4.2.1.108
L-homoectoine + H2O
-
713911
Halomonas elongata
?
-
-
-
r
4.2.1.108
additional information
ectoine synthase accepts more than one substrate and is a reversible enzyme able to catalyze both the intramolecular condensation into and the hydrolytic cleavage of cyclic amino acid derivatives. It forms 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, ADPC, by cyclic condensation of glutamine in a reversible reaction. A number of ectoine derivatives, in particular 4,5-dihydro-2-methylimidazole-4-carboxylate and L-homoectoine, are also cleaved by ectoine synthase. Proposed reaction mechanism leading to L-ectoine and 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, respectively, catalyzed by ectoine synthase, overview
713911
Halomonas elongata
?
-
-
-
-
4.2.1.108
additional information
ectoine synthase accepts more than one substrate and is a reversible enzyme able to catalyze both the intramolecular condensation into and the hydrolytic cleavage of cyclic amino acid derivatives. It forms 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, ADPC, by cyclic condensation of glutamine in a reversible reaction. A number of ectoine derivatives, in particular 4,5-dihydro-2-methylimidazole-4-carboxylate and L-homoectoine, are also cleaved by ectoine synthase. Proposed reaction mechanism leading to L-ectoine and 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate, respectively, catalyzed by ectoine synthase, overview
713911
Halomonas elongata DSM 2581
?
-
-
-
-
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
-
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
i.e. 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid, over 95% conversion by the recombinant ectoine synthase
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
-
-
-
r
4.2.1.108
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
i.e. 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid, over 95% conversion by the recombinant ectoine synthase
-
-
r
Subunits (protein specific)
EC Number
Subunits
Commentary
Organism
4.2.1.108
?
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Temperature Optimum [°C] (protein specific)
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
4.2.1.108
21
-
assay at
Halomonas elongata
pH Optimum (protein specific)
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
4.2.1.108
8.5
-
assay at
Halomonas elongata
General Information
EC Number
General Information
Commentary
Organism
4.2.1.108
malfunction
in Halomonas elongata mutant strains deficient in ectA, encoding L-2,4-diaminobutyric acid acetyltransferase, no ectoine synthesis is obeserved
Halomonas elongata
4.2.1.108
metabolism
ectoine synthase is involved in the biosynthetic pathway of L-ectoine and (S,S)-beta-hydroxyectoine, involvement of ectoine synthase in 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate biosynthesis in vitro
Halomonas elongata
4.2.1.108
physiological function
extraordinary protective properties of 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate produced by ectoine synthase
Halomonas elongata
General Information (protein specific)
EC Number
General Information
Commentary
Organism
4.2.1.108
malfunction
in Halomonas elongata mutant strains deficient in ectA, encoding L-2,4-diaminobutyric acid acetyltransferase, no ectoine synthesis is obeserved
Halomonas elongata
4.2.1.108
metabolism
ectoine synthase is involved in the biosynthetic pathway of L-ectoine and (S,S)-beta-hydroxyectoine, involvement of ectoine synthase in 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate biosynthesis in vitro
Halomonas elongata
4.2.1.108
physiological function
extraordinary protective properties of 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate produced by ectoine synthase
Halomonas elongata