BRENDA - Enzyme Database show
show all sequences of 2.6.1.36

Synthesis of 1-piperideine-6-carboxylic acid produced by L-lysine-epsilon-aminotransferase from the Streptomyces clavuligerus gene expressed in Escherichia coli

Wu, M.L.; Chen, J.H.; Ho, C.T.; Huang, T.C.; J. Agric. Food Chem. 55, 1767-1772 (2007)

Data extracted from this reference:

Application
Application
Commentary
Organism
nutrition
enzyme is involved in generation of mousy off-flavors in wine. Enzymic product 2-aminoadipate 6-semialdehyde is further transformed to 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
Streptomyces clavuligerus
Cloned(Commentary)
Commentary
Organism
expressed in Escherichia coli strain JM109; expression in Escherichia coli
Streptomyces clavuligerus
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
48900
-
x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
49800
-
SDS-PAGE
Streptomyces clavuligerus
49890
-
calculated from sequence of cDNA; x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Streptomyces clavuligerus
-
-
-
Streptomyces clavuligerus
Q5XPV2
-
-
Purification (Commentary)
Commentary
Organism
Sephacryl S-200 gel filtration
Streptomyces clavuligerus
Specific Activity [micromol/min/mg]
Specific Activity Minimum [mol/min/mg]
Specific Activity Maximum [mol/min/mg]
Commentary
Organism
0.12
-
pH 7.2, 37C, wild-type enzyme
Streptomyces clavuligerus
1.78
-
pH 7.2, 37C, recombinant enzyme
Streptomyces clavuligerus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
L-lysine + 2-oxoglutarate
-
674139
Streptomyces clavuligerus
2-aminoadipate 6-semialdehyde + ?
-
-
-
?
L-lysine + 2-oxoglutarate
-
674139
Streptomyces clavuligerus
2-aminoadipate 6-semialdehyde + 1-piperideine-6-carboxylic acid + L-glutamate
product 2-aminoadipate 6-semialdehyde is further transformed to 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
-
-
?
additional information
the enzyme is responsible for the formation of 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
674139
Streptomyces clavuligerus
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
?
x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
;
Streptomyces clavuligerus
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.5
7.5
; broad
Streptomyces clavuligerus
Cofactor
Cofactor
Commentary
Organism
Structure
pyridoxal 5'-phosphate
required
Streptomyces clavuligerus
Application (protein specific)
Application
Commentary
Organism
nutrition
enzyme is involved in generation of mousy off-flavors in wine. Enzymic product 2-aminoadipate 6-semialdehyde is further transformed to 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
Streptomyces clavuligerus
Cloned(Commentary) (protein specific)
Commentary
Organism
expressed in Escherichia coli strain JM109
Streptomyces clavuligerus
expression in Escherichia coli
Streptomyces clavuligerus
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
pyridoxal 5'-phosphate
required
Streptomyces clavuligerus
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
48900
-
x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
49800
-
SDS-PAGE
Streptomyces clavuligerus
49890
-
calculated from sequence of cDNA
Streptomyces clavuligerus
49890
-
x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
Purification (Commentary) (protein specific)
Commentary
Organism
Sephacryl S-200 gel filtration
Streptomyces clavuligerus
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [mol/min/mg]
Specific Activity Maximum [mol/min/mg]
Commentary
Organism
0.12
-
pH 7.2, 37C, wild-type enzyme
Streptomyces clavuligerus
1.78
-
pH 7.2, 37C, recombinant enzyme
Streptomyces clavuligerus
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
L-lysine + 2-oxoglutarate
-
674139
Streptomyces clavuligerus
2-aminoadipate 6-semialdehyde + ?
-
-
-
?
L-lysine + 2-oxoglutarate
-
674139
Streptomyces clavuligerus
2-aminoadipate 6-semialdehyde + 1-piperideine-6-carboxylic acid + L-glutamate
product 2-aminoadipate 6-semialdehyde is further transformed to 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
-
-
?
additional information
the enzyme is responsible for the formation of 1-piperideine-6-carboxylic acid, which may react with methylglyoxal to generate the acylated N-heterocyclic odorant 2-acetyltetrahydropyridine
674139
Streptomyces clavuligerus
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 49890, calculated, x * 48900, SDS-PAGE
Streptomyces clavuligerus
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
-
Streptomyces clavuligerus
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.5
7.5
-
Streptomyces clavuligerus
6.5
7.5
broad
Streptomyces clavuligerus
Other publictions for EC 2.6.1.36
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
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)
738029
Parthiban
Design and development of Myco ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Chem. Biol. Drug Des.
87
265-274
2016
-
-
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-
2
-
-
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5
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2
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-
-
-
-
-
738136
Seo
Lysine epsilon-aminotransferas ...
Saccharopolyspora erythraea, Saccharopolyspora erythraea DSM 40517
Enzyme Microb. Technol.
84
11-16
2016
-
-
-
-
-
-
-
-
-
-
-
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2
-
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1
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4
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1
-
4
-
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-
-
1
1
-
-
-
739673
Duan
Mycobacterium lysine epsilon-a ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Sci. Rep.
6
19695
2016
-
-
-
-
-
-
-
-
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8
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-
1
1
1
1
-
-
737607
Tripathi
Mutational analysis of Mycobac ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618
Biochem. Biophys. Res. Commun.
463
154-160
2015
-
-
-
1
4
-
-
4
-
-
-
-
-
2
-
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2
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-
4
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1
4
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-
4
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-
-
2
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
739738
Devi
Discovery of novel lysine ?-am ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Tuberculosis
95
786-794
2015
-
-
-
1
-
-
3
-
-
-
-
-
-
5
-
-
-
-
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2
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3
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1
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3
3
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-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
722136
Hanson
Enzymatic preparation of 5-hyd ...
Sphingomonas paucimobilis, Sphingomonas paucimobilis SC 16113
Enzyme Microb. Technol.
48
445-453
2011
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
6
-
-
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-
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-
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-
1
-
-
-
-
-
-
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-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
700004
Liras
Enzymology of beta-lactam comp ...
Actinomyces sp.
Methods Enzymol.
458
401-429
2009
-
1
-
-
-
-
-
-
-
-
1
1
-
1
-
-
1
-
-
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1
-
1
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1
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1
-
1
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-
1
1
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-
1
-
-
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
688801
Dube
-
Identification of in vitro inh ...
Mycobacterium tuberculosis
Med. Chem. Res.
17
182-188
2008
-
-
-
1
-
-
3
-
-
-
-
-
-
1
-
-
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1
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3
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-
-
-
-
-
-
674139
Wu
Synthesis of 1-piperideine-6-c ...
Streptomyces clavuligerus
J. Agric. Food Chem.
55
1767-1772
2007
-
1
1
-
-
-
-
-
-
-
3
-
-
4
-
-
1
-
-
-
2
-
3
1
1
-
-
-
1
-
-
1
-
-
-
-
1
2
1
-
-
-
-
-
-
-
-
-
4
-
-
-
-
1
-
-
2
-
3
1
2
-
-
-
2
-
-
-
-
-
-
-
-
-
671149
Tripathi
Overexpression, purification a ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Acta Crystallogr. Sect. F
F62
572-575
2006
-
-
-
1
-
-
-
-
-
-
1
-
-
154
-
-
1
-
-
-
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-
2
1
-
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-
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1
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1
1
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1
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1
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2
1
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-
-
-
675405
Mani Tripathi
Direct evidence for a glutamat ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
J. Mol. Biol.
362
877-886
2006
-
-
-
1
-
-
-
2
-
-
1
-
-
7
-
-
1
-
-
-
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1
1
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2
-
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-
1
-
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1
1
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2
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1
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1
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-
-
1
1
-
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-
2
-
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-
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-
392143
Fujii
Biotransformation of L-lysine ...
Flavobacterium lutescens
Biosci. Biotechnol. Biochem.
66
622-627
2002
-
-
-
-
-
-
-
-
-
-
-
1
-
1
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2
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1
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2
-
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-
-
-
-
-
-
-
-
-
-
637029
Fujii
Characterization of L-lysine 6 ...
Flavobacterium lutescens
J. Biochem.
128
391-397
2000
-
-
1
-
-
-
-
-
-
-
3
-
-
1
-
-
1
-
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1
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1
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3
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1
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1
-
-
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-
-
-
-
-
-
-
-
-
-
637030
Khetan
-
Heterogeneous distribution of ...
Streptomyces clavuligerus
Microbiology
146
1869-1880
2000
-
-
-
-
1
-
-
-
-
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-
1
-
1
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1
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1
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1
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1
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-
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-
-
-
-
-
-
-
-
637026
Rius
-
Regulation of lysine epsilon-a ...
Streptomyces clavuligerus
Appl. Microbiol. Biotechnol.
48
735-737
1997
-
-
-
-
-
-
-
-
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1
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1
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2
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2
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637028
Rius
-
Induction of L-lysine epsilon- ...
Streptomyces clavuligerus
FEMS Microbiol. Lett.
146
319
1997
-
-
-
-
-
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-
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1
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1
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1
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637031
Romero
Partial purification, characte ...
Streptomyces clavuligerus
J. Ind. Microbiol. Biotechnol.
18
241-246
1997
-
-
-
-
-
-
-
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1
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2
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1
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4
-
1
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1
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1
-
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-
1
-
-
-
-
4
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
637027
Malmberg
Effects of enhanced lysine eps ...
Streptomyces clavuligerus, Streptomyces clavuligerus NRRL 3585
Appl. Microbiol. Biotechnol.
44
198-205
1995
-
-
-
-
-
-
-
-
1
-
-
2
-
5
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
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-
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1
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2
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2
-
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-
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-
-
-
-
-
-
-
-
-
-
637023
Hammer
Purification and characterizat ...
Cyberlindnera jadinii
J. Basic Microbiol.
32
21-27
1992
-
-
-
-
-
-
-
2
-
-
2
1
-
3
-
-
1
-
-
-
1
-
7
1
2
-
-
-
1
1
-
1
-
-
-
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-
1
-
-
-
-
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2
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2
1
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1
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1
-
7
1
2
-
-
-
1
1
-
-
-
-
-
-
-
-
637024
Yagi
Characterization of the half a ...
Flavobacterium lutescens
J. Biochem.
109
61-65
1991
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
10
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-
-
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-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
637019
Tanizawa
L-Lysine transaminase from Fla ...
Flavobacterium lutescens
Methods Enzymol.
113
96-102
1985
-
-
-
-
-
-
-
-
-
-
2
1
-
1
-
-
-
1
-
-
1
-
2
1
-
-
-
-
-
-
-
1
-
-
-
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-
-
1
-
-
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-
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-
-
-
-
2
1
-
-
-
-
-
-
1
-
2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
637020
Yoshimura
The effect of carboxylates and ...
Flavobacterium lutescens
J. Biochem.
95
559-565
1984
6
-
-
-
-
-
8
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
8
-
-
-
-
-
1
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
637021
Yagi
L-Lysine: 2-oxoglutarate 6-ami ...
Flavobacterium lutescens
J. Biochem.
87
1395-1402
1980
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-
-
-
-
-
-
-
-
-
2
1
-
3
-
-
-
-
-
-
-
-
2
1
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-
-
-
-
-
-
1
-
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-
-
-
-
1
-
-
-
-
-
-
-
-
-
2
1
-
-
-
-
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
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-
-
-
-
637022
Yagi
A novel purification procedure ...
Flavobacterium lutescens
Biochim. Biophys. Acta
614
63-70
1980
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-
-
-
-
-
-
-
-
-
-
1
-
2
-
-
1
-
-
-
1
-
2
-
-
-
2
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
1
-
2
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
637018
Soda
-
L-Lysine-ketoglutarate aminotr ...
Flavobacterium lutescens
Methods Enzymol.
17B
222-228
1971
-
-
-
1
-
-
3
6
-
-
1
1
-
1
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-
1
-
-
-
-
1
13
-
1
-
-
-
3
-
-
-
-
-
-
-
-
-
-
1
-
-
-
3
-
6
-
-
1
1
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-
-
1
-
-
-
1
13
-
1
-
-
-
3
-
-
-
-
-
-
-
-
-
637016
Soda
L-Lysine:alpha-ketoglutarate a ...
Flavobacterium fuscum
Biochemistry
7
4102-4109
1968
-
-
-
-
-
-
-
-
-
-
-
1
-
1
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-
1
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-
-
-
2
-
1
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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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-
2
-
1
-
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-
-
-
-
-
-
-
-
-
-
-
637017
Soda
L-Lysine:alpha-ketoglutarate a ...
Flavobacterium lutescens
Biochemistry
7
4110-4119
1968
-
-
-
1
-
1
1
4
-
-
1
1
-
1
-
-
1
-
-
-
1
-
3
-
-
-
2
-
2
2
1
2
-
-
-
-
-
-
2
1
-
1
-
1
-
4
-
-
1
1
-
-
-
1
-
-
1
-
3
-
-
-
2
-
2
2
1
-
-
-
-
-
-
-