BRENDA - Enzyme Database
show all sequences of 4.2.1.108

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)
Cloned (Commentary)
Organism
expression of His6-tagged ectoine synthase in Escherichia coli strain BL21(DE3)
Halomonas elongata
Engineering
Protein Variants
Commentary
Organism
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]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0287
-
L-homoectoine
recombinant enzyme, pH 8.5, 21°C
Halomonas elongata
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
16520
-
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata DSM 2581
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
Organism
Organism
UniProt
Commentary
Textmining
Halomonas elongata
-
gene ectC
-
Halomonas elongata DSM 2581
-
gene ectC
-
Purification (Commentary)
Purification (Commentary)
Organism
recombinant His6-tagged ectoine synthase from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
Halomonas elongata
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
0.16
-
purified recombinant enzyme, substrate is 4,5-dihydro-2-methylimidazole-4-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
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)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata
?
-
-
-
r
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata DSM 2581
?
-
-
-
r
L-glutamine
-
713911
Halomonas elongata
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
L-glutamine
-
713911
Halomonas elongata DSM 2581
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
L-homoectoine + H2O
-
713911
Halomonas elongata
?
-
-
-
r
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
?
-
-
-
-
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
?
-
-
-
-
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
-
-
-
r
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
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
-
-
-
r
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
Subunits
Commentary
Organism
?
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Synonyms
Synonyms
Commentary
Organism
EctC
-
Halomonas elongata
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
21
-
assay at
Halomonas elongata
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.5
-
assay at
Halomonas elongata
Cloned(Commentary) (protein specific)
Commentary
Organism
expression of His6-tagged ectoine synthase in Escherichia coli strain BL21(DE3)
Halomonas elongata
Engineering (protein specific)
Protein Variants
Commentary
Organism
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)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0287
-
L-homoectoine
recombinant enzyme, pH 8.5, 21°C
Halomonas elongata
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
16520
-
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
N4-acetyl-L-2,4-diaminobutanoate
Halomonas elongata DSM 2581
an intramolecular condensation reaction
L-ectoine + H2O
-
-
r
Purification (Commentary) (protein specific)
Commentary
Organism
recombinant His6-tagged ectoine synthase from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
Halomonas elongata
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
0.16
-
purified recombinant enzyme, substrate is 4,5-dihydro-2-methylimidazole-4-carboxylate, hydrolytic reaction, pH 8.5, 21°C
Halomonas elongata
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)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata
?
-
-
-
r
D,L-4,5-dihydro-2-methylimidazole-4-carboxylate + H2O
-
713911
Halomonas elongata DSM 2581
?
-
-
-
r
L-glutamine
-
713911
Halomonas elongata
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
L-glutamine
-
713911
Halomonas elongata DSM 2581
5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate + H2O
-
-
-
r
L-homoectoine + H2O
-
713911
Halomonas elongata
?
-
-
-
r
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
?
-
-
-
-
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
?
-
-
-
-
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata
L-ectoine + H2O
-
-
-
r
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
N4-acetyl-L-2,4-diaminobutanoate
an intramolecular condensation reaction
713911
Halomonas elongata DSM 2581
L-ectoine + H2O
-
-
-
r
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)
Subunits
Commentary
Organism
?
x * 16520, recombinant His-tagged enzyme, SDS-PAGE
Halomonas elongata
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
21
-
assay at
Halomonas elongata
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.5
-
assay at
Halomonas elongata
General Information
General Information
Commentary
Organism
malfunction
in Halomonas elongata mutant strains deficient in ectA, encoding L-2,4-diaminobutyric acid acetyltransferase, no ectoine synthesis is obeserved
Halomonas elongata
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
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)
General Information
Commentary
Organism
malfunction
in Halomonas elongata mutant strains deficient in ectA, encoding L-2,4-diaminobutyric acid acetyltransferase, no ectoine synthesis is obeserved
Halomonas elongata
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
physiological function
extraordinary protective properties of 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate produced by ectoine synthase
Halomonas elongata
Other publictions for EC 4.2.1.108
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
749081
Widderich
Biochemistry and crystal stru ...
Sphingopyxis alaskensis, Sphingopyxis alaskensis DSM 13593 / LMG 18877 / RB2256
PLoS ONE
11
e0151285
2016
-
-
1
1
26
-
-
3
-
2
-
2
-
7
-
-
1
-
-
-
-
-
8
2
5
1
-
-
2
1
-
-
-
-
-
-
-
-
1
-
1
26
-
-
-
-
3
-
2
-
2
-
-
-
1
-
-
-
-
8
2
1
-
-
2
1
-
-
-
-
2
2
-
2
2
746650
Kobus
Overproduction, crystallizati ...
Sphingopyxis alaskensis, Sphingopyxis alaskensis DSM 13593 / LMG 18877 / RB2256
Acta Crystallogr. Sect. F
71
1027-1032
2015
-
-
1
1
-
-
-
-
-
-
1
2
-
7
-
-
1
-
-
-
-
-
2
1
4
-
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-
-
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-
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-
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-
1
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1
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-
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1
2
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1
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
2
2
-
-
-
713911
Witt
Unexpected property of ectoine ...
Halomonas elongata, Halomonas elongata DSM 2581
Appl. Microbiol. Biotechnol.
91
113-122
2011
-
-
1
-
1
-
-
1
-
-
1
2
-
5
-
-
1
-
-
-
2
-
11
1
1
1
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
1
-
-
1
2
-
-
-
1
-
-
2
-
11
1
1
-
-
-
1
-
-
-
-
3
3
-
-
-
729687
Reshetnikov
Diversity and phylogeny of the ...
Methylarcula marina, Methylarcula marina ML1, Methylobacter marinus, Methylobacter marinus 7C, Methylomicrobium alcaliphilum, Methylomicrobium alcaliphilum ML1, Methylomicrobium kenyense, Methylomicrobium kenyense AMO1, Methylophaga alcalica, Methylophaga alcalica M8, Methylophaga thalassica, Methylophaga thalassica ATCC 33146
Extremophiles
15
653-663
2011
-
-
6
-
-
-
-
-
-
-
-
-
-
19
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
-
-
-
-
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-
-
-
-
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-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
6
-
-
-
690643
Rajan
Characterization and phylogene ...
Bacillus halodurans, Bacillus halodurans TCJAR021
Arch. Microbiol.
190
481-487
2008
-
1
1
-
-
-
-
-
-
-
1
4
-
3
-
-
-
-
-
-
-
-
4
-
1
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-
-
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-
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1
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1
1
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-
1
4
-
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-
-
-
-
-
4
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
691437
Rajan
Cloning and heterologous expre ...
Bacillus halodurans, Bacillus halodurans TCJAR021
Biotechnol. Lett.
30
1403-1407
2008
-
1
1
-
-
-
-
-
-
-
1
4
-
3
-
-
-
-
-
-
-
-
4
-
1
-
-
-
-
-
-
-
-
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
4
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
660836
Reshetnikov
Characterization of the ectoin ...
Methylomicrobium alcaliphilum
Arch. Microbiol.
184
286-297
2006
1
-
1
-
-
-
-
-
-
1
-
1
-
3
-
-
-
-
-
1
-
-
2
-
1
1
-
-
-
1
-
-
-
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-
-
1
-
1
-
-
-
-
-
-
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-
1
-
1
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-
-
1
-
-
2
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
660740
Kuhlmann
Osmotically regulated synthesi ...
Bacillus alcalophilus, Chromohalobacter salexigens, no activity in Aneurinibacillus aneurinilyticus, no activity in Aneurinibacillus aneurinilyticus DSM 5562, no activity in Bacillus cereus, no activity in Bacillus cereus DSM 31, no activity in Bacillus circulans, no activity in Bacillus licheniformis, no activity in Bacillus megaterium, no activity in Bacillus subtilis, no activity in Bacillus subtilis JH642, no activity in Bacillus thuringiensis, no activity in Paenibacillus polymyxa, Sporosarcina pasteurii, Sporosarcina psychrophila, Virgibacillus pantothenticus, Virgibacillus salexigens
Appl. Environ. Microbiol.
68
772-783
2002
6
-
2
-
-
-
-
-
-
1
-
12
-
27
-
-
-
-
-
-
-
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18
-
-
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-
-
-
-
-
-
-
-
-
-
6
-
2
-
-
-
-
-
-
-
-
-
1
-
12
-
-
-
-
-
-
-
-
18
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
663114
Nakayama
Ectoine, the compatible solute ...
Halomonas elongata, Halomonas elongata OUT30018, no activity in Nicotiana tabacum
Plant Physiol.
122
1239-1247
2000
-
-
1
-
1
-
-
-
-
-
-
2
-
9
-
-
-
-
-
-
-
-
4
-
-
-
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-
-
-
-
-
-
-
-
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-
1
-
-
1
-
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2
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-
-
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-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
640091
Ono
Characterization of biosynthet ...
Halomonas elongata, Halomonas elongata OUT30018
J. Bacteriol.
181
91-99
1999
-
-
-
-
-
1
-
2
-
2
2
3
-
5
-
-
1
-
-
-
1
-
6
1
-
3
1
1
-
1
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-
1
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-
-
-
-
-
1
-
-
-
2
-
2
2
3
-
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-
1
-
-
1
-
6
1
3
1
1
-
1
-
-
1
-
-
-
-
-
-
662773
Louis
Characterization of genes for ...
Marinococcus halophilus
Microbiology
143
1141-1149
1997
1
1
1
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-
-
-
-
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2
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3
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3
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640090
Peters
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The biosynthesis of ectoine ...
Halomonas elongata, Halorhodospira halochloris
FEMS Microbiol. Lett.
71
157-162
1990
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