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Information on EC 2.6.1.83 - LL-diaminopimelate aminotransferase and Organism(s) Arabidopsis thaliana and UniProt Accession Q93ZN9
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2.6.1.83 LL-diaminopimelate aminotransferaseIUBMB Comments
A pyridoxal-phosphate enzyme. In vivo, the reaction occurs in the opposite direction to that shown above. This is one of the final steps in the lysine-biosynthesis pathway of plants (ranging from mosses to flowering plants). meso-Diaminoheptanedioate, an isomer of LL-2,6-diaminoheptanedioate, and the structurally related compounds lysine and ornithine are not substrates. 2-Oxoglutarate cannot be replaced by oxaloacetate or pyruvate. It is not yet known if the substrate of the biosynthetic reaction is the cyclic or acyclic form of tetrahydropyridine-2,6-dicarboxylate.
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Word Map
- 2.6.1.83
- chlamydia
- tetrahydrodipicolinate
- l-lysine
- meso-diaminopimelate
- peptidoglycan
- trachomatis
-
verrucomicrobium
- spinosum
-
herbicide
- pyridoxal-5'-phosphate
-
auxotrophic
- cyanobacteria
-
plp-dependent
- aminotransferases
- l-glutamate
- reinhardtii
- pyridoxal
-
transamination
-
chlamydomonas
-
v-shaped
- hydrazide
-
algaecide
- thermautotrophicus
-
meso-dap
-
methanothermobacter
- methanococcales
-
methanogens
- rhodanine
- drug development
- leptospira
The taxonomic range for the selected organisms is: Arabidopsis thaliana
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
ll-dap-at, atdap-at, l,l-diaminopimelate aminotransferase, ctdap-at, ll-diaminopimelate aminotransferase, diaminopimelate aminotransferase, vsdapl, ct390, ll-dap aminotransferase, sll0480, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
diaminopimelate aminotransferase
PATHWAY SOURCE
PATHWAYS
BRENDA
-
-
SYSTEMATIC NAME
IUBMB Comments
LL-2,6-diaminoheptanedioate:2-oxoglutarate aminotransferase
A pyridoxal-phosphate enzyme. In vivo, the reaction occurs in the opposite direction to that shown above. This is one of the final steps in the lysine-biosynthesis pathway of plants (ranging from mosses to flowering plants). meso-Diaminoheptanedioate, an isomer of LL-2,6-diaminoheptanedioate, and the structurally related compounds lysine and ornithine are not substrates. 2-Oxoglutarate cannot be replaced by oxaloacetate or pyruvate. It is not yet known if the substrate of the biosynthetic reaction is the cyclic or acyclic form of tetrahydropyridine-2,6-dicarboxylate.
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O
LL-2,6-diaminoheptanedioate + 2-oxoglutarate
-
-
-
?
LL-2,6-diaminoheptanedioate + 2-oxoglutarate
(S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O
-
-
-
r
LL-2,6-diaminopimelate + 2-oxoglutarate
L-2-amino-6-oxopimelate + L-glutamate + H2O
-
-
-
r
L-2-amino-6-oxopimelate + L-glutamate + H2O
LL-2,6-diaminopimelate + 2-oxoglutarate
-
-
-
-
?
L-glutamate + tetrahydrodipicolinate + H2O
LL-diaminopimelate + 2-oxoglutarate
-
slightly active (1%-2%) with meso-diaminopimelate, lysine and L-ornithine
-
-
r
LL-diaminopimelate + 2-oxoglutarate
L-glutamate + tetrahydrodipicolinate + H2O
-
-
-
-
r
L-2-amino-6-oxopimelate + L-glutamate + H2O
LL-2,6-diaminopimelate + 2-oxoglutarate
-
-
-
r
L-2-amino-6-oxopimelate + L-glutamate + H2O
LL-2,6-diaminopimelate + 2-oxoglutarate
-
-
-
-
r
additional information
?
-
-
no substrate: m-diaminopimelate, lysine, ornithine, no amino acceptor: oxaloacetate, pyruvate
-
-
?
additional information
?
-
no substrate: m-diaminopimelate, lysine, ornithine, no amino acceptor: oxaloacetate, pyruvate
-
-
?
additional information
?
-
enzyme in the biosynthesis of L-lysine
-
-
?
additional information
?
-
-
enzyme in the biosynthesis of L-lysine
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
LL-2,6-diaminoheptanedioate + 2-oxoglutarate
(S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O
-
-
-
r
additional information
?
-
enzyme in the biosynthesis of L-lysine
-
-
?
additional information
?
-
-
enzyme in the biosynthesis of L-lysine
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
pyridoxal 5'-phosphate
dependent on. Each subunit of the dimer has pyridoxal-5'-phosphate in the active site
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2-[(E)-[1-(4-chlorophenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid
-
14% inhibition at 0.01 mM
(2-[(E)-[1-methyl-3-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid
-
17% inhibition at 0.01 mM
(2E)-2-cyano-3-[5-(dimethylamino)furan-2-yl]-N-(3,4-dimethylphenyl)prop-2-enamide
-
14% inhibition at 0.01 mM
(2Z)-N'-nitro-2-[[5-(3-nitrophenyl)furan-2-yl]methylidene]hydrazinecarboximidamide
-
13% inhibition at 0.01 mM
(3E)-1-[(4-methoxyphenyl)sulfonyl]-3-[4-oxo-3-(prop-2-en-1-yl)-2-thioxo-1,3-thiazolidin-5-ylidene]-1,3-dihydro-2H-indol-2-one
-
18% inhibition at 0.01 mM
(3E)-1-[(4-methylphenyl)sulfonyl]-3-(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)-1,3-dihydro-2H-indol-2-one
-
25% inhibition at 0.01 mM
(3E)-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)-2-oxoethylidene]-3,4-dihydroquinoxalin-2(1H)-one
-
18% inhibition at 0.01 mM
(3E)-3-[2-oxo-2-(thiophen-2-yl)ethylidene]-3,4-dihydroquinoxalin-2(1H)-one
-
15% inhibition at 0.01 mM
(3Z)-3-(2,4-dimethoxybenzylidene)-5-phenylfuran-2(3H)-one
-
14% inhibition at 0.01 mM
(5E)-5-(1H-indol-2-ylmethylidene)-1-(4-methylphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
16% inhibition at 0.01 mM
(5E)-5-[(1-benzyl-1H-indol-2-yl)methylidene]-1-(2-methoxyphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
20% inhibition at 0.01 mM
(5E)-5-[(1-methyl-1H-indol-2-yl)methylidene]-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
35% inhibition at 0.01 mM
(5E)-5-[(1-methyl-1H-indol-2-yl)methylidene]-1-prop-2-en-1-yl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
45% inhibition at 0.01 mM
(5E)-5-[[1-(4-nitrobenzyl)-1H-indol-2-yl]methylidene]-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
33% inhibition at 0.01 mM
(5Z)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
17% inhibition at 0.01 mM
(5Z)-3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-[[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]methylidene]-2-thioxo-1,3-thiazolidin-4-one
-
13% inhibition at 0.01 mM
(5Z)-5-(3-iodo-4-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
-
29% inhibition at 0.01 mM
(5Z)-5-[(3-methylthiophen-2-yl)methylidene]-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one
-
13% inhibition at 0.01 mM
(5Z)-5-[(3-methylthiophen-2-yl)methylidene]-3-(tetrahydrofuran-2-ylmethyl)-2-thioxo-1,3-thiazolidin-4-one
-
14% inhibition at 0.01 mM
(5Z)-5-[(6-bromo-1,3-benzodioxol-5-yl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4(5H)-one
-
13% inhibition at 0.01 mM
(5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one
-
13% inhibition at 0.01 mM
(5Z)-5-[[5-(2-bromo-4-nitrophenyl)furan-2-yl]methylidene]-2-imino-1,3-thiazolidin-4-one
-
13% inhibition at 0.01 mM
(5Z)-5-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-1-(4-methoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
-
20% inhibition at 0.01 mM
(Z)-N -(5-((5-(4-nitrophenyl)furan-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetamide
-
-
(Z)-N-(5-(4-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetamide
-
-
1,3-dimethyl-5-[[1-(3-nitrophenyl)-1H-pyrrol-2-yl]methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione
-
13% inhibition at 0.01 mM
1-(4-fluorophenyl)-2-[[4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-3-yl]sulfanyl]ethanone
-
14% inhibition at 0.01 mM
2-(2-[(E)-[1-(4-fluorophenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)-N-phenylacetamide
-
18% inhibition at 0.01 mM
2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione
-
15% inhibition at 0.01 mM
2-[(2E)-2-(2-oxo-5-phenylfuran-3(2H)-ylidene)hydrazinyl]benzoic acid
-
16% inhibition at 0.01 mM
3-cyclopropyl-N'-[(1E)-1-(4-methylphenyl)ethylidene]-1H-pyrazole-5-carbohydrazide
-
14% inhibition at 0.01 mM
3-[2-[(4-acetylphenyl)amino]-1,3-thiazol-4-yl]-2H-chromen-2-one
-
16% inhibition at 0.01 mM
4-chloro-N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
-
-
4-fluoro-N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
-
-
4-[(E)-[2-(2-chlorophenyl)-5-oxo-1,3-oxazol-4(5H)-ylidene]methyl]-2-hydroxyphenyl 2-chlorobenzoate
-
30% inhibition at 0.01 mM
5-(4-methylphenyl)-4-[[(E)-(2,4,5-trimethoxyphenyl)methylidene]amino]-4H-1,2,4-triazole-3-thiol
-
18% inhibition at 0.01 mM
5-([1-[2-(3,4-dimethylphenoxy)ethyl]-1H-indol-2-yl]methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
-
28% inhibition at 0.01 mM
5-[(5-hydroxy-1-phenyl-1H-pyrazol-4-yl)methylidene]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
-
20% inhibition at 0.01 mM
5-[3-[(2-chlorobenzyl)oxy]-4-methoxybenzylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
-
48% inhibition at 0.01 mM
8-methoxy-3-[(2-methylprop-2-en-1-yl)oxy]-6H-benzo[c]chromen-6-one
-
25% inhibition at 0.01 mM
ethyl (5Z)-5-[[4-(dimethylamino)phenyl]methylidene]-2-[(4-methoxyphenyl)amino]-4-oxo-4,5-dihydrothiophene-3-carboxylate
-
22% inhibition at 0.01 mM
ethyl (5Z)-5-[[4-(dimethylamino)phenyl]methylidene]-2-[(4-nitrophenyl)amino]-4-oxo-4,5-dihydrothiophene-3-carboxylate
-
19% inhibition at 0.01 mM
ethyl 4-(5-[(Z)-[2,4,6-trioxo-1-(prop-2-en-1-yl)tetrahydropyrimidin-5(2H)-ylidene]methyl]furan-2-yl)benzoate
-
16% inhibition at 0.01 mM
N'-[(E)-(2,4-dihydroxyphenyl)methylidene]-5-nitro-3-phenyl-1H-indole-2-carbohydrazide
-
15% inhibition at 0.01 mM
N'-[(Z)-(4-fluorophenyl)methylidene]-3-(naphthalen-2-yl)-1H-pyrazole-5-carbohydrazide
-
14% inhibition at 0.01 mM
N-[(2E,5Z)-5-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetamide
-
52% inhibition at 0.01 mM
N-[(5E)-5-[(5-bromofuran-2-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetamide
-
13% inhibition at 0.01 mM
N-[(5Z)-5-[(5-bromofuran-2-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetamide
-
-
N-[2-(hydrazinylcarbonyl)-5-(trifluoromethyl)phenyl]benzenesulfonamide
-
-
N-[3-[(2,5-dimethoxyphenyl)amino]quinoxalin-2-yl]-3-nitrobenzenesulfonamide
-
13% inhibition at 0.01 mM
N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]-4-methoxybenzenesulfonamide
-
-
N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]-4-methylbenzenesulfonamide
-
-
N-[[2-(2-chlorophenyl)-1,3-benzoxazol-5-yl]carbamothioyl]-3-methyl-1-benzofuran-2-carboxamide
-
19% inhibition at 0.01 mM
N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide
-
33% inhibition at 0.01 mM
additional information
-
not inhibitory: m-diaminopimelate, lysine, ornithine
-
additional information
not inhibitory: m-diaminopimelate, lysine, ornithine
-
additional information
-
not inhibited by (Z)-5-benzylidene-2-thioxothiazolidin-4-one, (Z)-5-(naphthalen-1-ylmethylene)-2-thioxothiazolidin-4-one, (Z)-3-amino-5-benzylidene-2-thioxothiazolidin-4-one, (Z)-3-amino-5-(4-chlorobenzylidene)-2-thioxothiazolidin-4-one, (Z)-N-(5-benzylidene-4-oxo-2-thioxothiazolidin-3-yl)-acetamide, (Z)-N-(5-(4-chlorobenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetamide, and (Z)-5-(2-nitrobenzylidene)-2-thioxothiazolidin-4-one
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.065
(2-[(E)-[1-(4-chlorophenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid
Arabidopsis thaliana
-
-
0.037
(2-[(E)-[1-methyl-3-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid
Arabidopsis thaliana
-
-
0.2
(2E)-2-cyano-3-[5-(dimethylamino)furan-2-yl]-N-(3,4-dimethylphenyl)prop-2-enamide
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.2
(2Z)-N'-nitro-2-[[5-(3-nitrophenyl)furan-2-yl]methylidene]hydrazinecarboximidamide
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.194
(3E)-1-[(4-methoxyphenyl)sulfonyl]-3-[4-oxo-3-(prop-2-en-1-yl)-2-thioxo-1,3-thiazolidin-5-ylidene]-1,3-dihydro-2H-indol-2-one
Arabidopsis thaliana
-
-
0.07
(3E)-1-[(4-methylphenyl)sulfonyl]-3-(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)-1,3-dihydro-2H-indol-2-one
Arabidopsis thaliana
-
-
0.056
(3E)-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)-2-oxoethylidene]-3,4-dihydroquinoxalin-2(1H)-one
Arabidopsis thaliana
-
-
0.031
(3E)-3-[2-oxo-2-(thiophen-2-yl)ethylidene]-3,4-dihydroquinoxalin-2(1H)-one
Arabidopsis thaliana
-
-
0.164
(5E)-5-(1H-indol-2-ylmethylidene)-1-(4-methylphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.062
(5E)-5-[(1-benzyl-1H-indol-2-yl)methylidene]-1-(2-methoxyphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.075
(5E)-5-[(1-methyl-1H-indol-2-yl)methylidene]-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.033
(5E)-5-[(1-methyl-1H-indol-2-yl)methylidene]-1-prop-2-en-1-yl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.069
(5E)-5-[[1-(4-nitrobenzyl)-1H-indol-2-yl]methylidene]-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.2
(5Z)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.117
(5Z)-3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-[[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]methylidene]-2-thioxo-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
-
0.18
(5Z)-5-(3-iodo-4-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
-
0.127
(5Z)-5-[(3-methylthiophen-2-yl)methylidene]-3-(1-phenylethyl)-2-thioxo-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
-
0.2
(5Z)-5-[(3-methylthiophen-2-yl)methylidene]-3-(tetrahydrofuran-2-ylmethyl)-2-thioxo-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.13
(5Z)-5-[(6-bromo-1,3-benzodioxol-5-yl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4(5H)-one
Arabidopsis thaliana
-
-
0.046
(5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
-
0.085
(5Z)-5-[[5-(2-bromo-4-nitrophenyl)furan-2-yl]methylidene]-2-imino-1,3-thiazolidin-4-one
Arabidopsis thaliana
-
-
0.042
(5Z)-5-[[5-(3-chlorophenyl)furan-2-yl]methylidene]-1-(4-methoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
Arabidopsis thaliana
-
-
0.155
(Z)-3-amino-5-(4-methoxybenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-3-ethyl-5-(2-hydroxybenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-3-ethyl-5-(4-methoxybenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-3-ethyl-5-(naphthalen-1-ylmethylene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM,in 100 mM HEPES-KOH, pH 7.6
0.19
(Z)-3-ethyl-5-(quinolin-5-ylmethylene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-5-(2-hydroxybenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.127
(Z)-5-(4-(dimethylamino)benzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-5-(4-chlorobenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-5-(4-chlorobenzylidene)-3-ethyl-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.142
(Z)-5-(4-methoxybenzylidene)-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-5-benzylidene-3-ethyl-2-thioxothiazolidin-4-one
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.073
(Z)-N -(5-((5-(4-nitrophenyl)furan-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetamide
Arabidopsis thaliana
-
in 100 mM HEPES-KOH, pH 7.6
0.2
(Z)-N-(5-(4-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetamide
Arabidopsis thaliana
-
IC50 above 0.2 mM, in 100 mM HEPES-KOH, pH 7.6
0.2
1,3-dimethyl-5-[[1-(3-nitrophenyl)-1H-pyrrol-2-yl]methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.2
1-(4-fluorophenyl)-2-[[4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-3-yl]sulfanyl]ethanone
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.052
2-(2-[(E)-[1-(4-fluorophenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)-N-phenylacetamide
Arabidopsis thaliana
-
-
0.025
2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.039
2-[(2E)-2-(2-oxo-5-phenylfuran-3(2H)-ylidene)hydrazinyl]benzoic acid
Arabidopsis thaliana
-
-
0.2
3-cyclopropyl-N'-[(1E)-1-(4-methylphenyl)ethylidene]-1H-pyrazole-5-carbohydrazide
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.2
3-[2-[(4-acetylphenyl)amino]-1,3-thiazol-4-yl]-2H-chromen-2-one
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.0053
4-chloro-N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0075
4-fluoro-N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.081
4-[(E)-[2-(2-chlorophenyl)-5-oxo-1,3-oxazol-4(5H)-ylidene]methyl]-2-hydroxyphenyl 2-chlorobenzoate
Arabidopsis thaliana
-
-
0.2
5-(4-methylphenyl)-4-[[(E)-(2,4,5-trimethoxyphenyl)methylidene]amino]-4H-1,2,4-triazole-3-thiol
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.099
5-([1-[2-(3,4-dimethylphenoxy)ethyl]-1H-indol-2-yl]methylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
Arabidopsis thaliana
-
-
0.045
5-[(5-hydroxy-1-phenyl-1H-pyrazol-4-yl)methylidene]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
Arabidopsis thaliana
-
-
0.121
5-[3-[(2-chlorobenzyl)oxy]-4-methoxybenzylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Arabidopsis thaliana
-
-
0.2
8-methoxy-3-[(2-methylprop-2-en-1-yl)oxy]-6H-benzo[c]chromen-6-one
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.2
ethyl (5Z)-5-[[4-(dimethylamino)phenyl]methylidene]-2-[(4-methoxyphenyl)amino]-4-oxo-4,5-dihydrothiophene-3-carboxylate
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.141
ethyl (5Z)-5-[[4-(dimethylamino)phenyl]methylidene]-2-[(4-nitrophenyl)amino]-4-oxo-4,5-dihydrothiophene-3-carboxylate
Arabidopsis thaliana
-
-
0.2
ethyl 4-(5-[(Z)-[2,4,6-trioxo-1-(prop-2-en-1-yl)tetrahydropyrimidin-5(2H)-ylidene]methyl]furan-2-yl)benzoate
Arabidopsis thaliana
-
IC50 above 0.2 mM
0.045
N'-[(E)-(2,4-dihydroxyphenyl)methylidene]-5-nitro-3-phenyl-1H-indole-2-carbohydrazide
Arabidopsis thaliana
-
-
0.161
N'-[(Z)-(4-fluorophenyl)methylidene]-3-(naphthalen-2-yl)-1H-pyrazole-5-carbohydrazide
Arabidopsis thaliana
-
-
0.078
N-[(2E,5Z)-5-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetamide
Arabidopsis thaliana
-
-
0.041
N-[(5E)-5-[(5-bromofuran-2-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetamide
Arabidopsis thaliana
-
-
0.041
N-[(5Z)-5-[(5-bromofuran-2-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0207
N-[2-(hydrazinylcarbonyl)-4,5-dimethoxyphenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0038
N-[2-(hydrazinylcarbonyl)-5-(trifluoromethyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0045
N-[2-(hydrazinylcarbonyl)-5-methoxyphenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0079
N-[2-(hydrazinylcarbonyl)-5-methylphenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0132
N-[2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.153
N-[3-[(2,5-dimethoxyphenyl)amino]quinoxalin-2-yl]-3-nitrobenzenesulfonamide
Arabidopsis thaliana
-
-
0.0059
N-[4,5-difluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0041
N-[5-chloro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0034
N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]-4-methoxybenzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0056
N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]-4-methylbenzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.0025
N-[5-fluoro-2-(hydrazinylcarbonyl)phenyl]benzenesulfonamide
Arabidopsis thaliana
-
pH not specified in the publication, temperature not specified in the publication
0.083
N-[[2-(2-chlorophenyl)-1,3-benzoxazol-5-yl]carbamothioyl]-3-methyl-1-benzofuran-2-carboxamide
Arabidopsis thaliana
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.6
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
Arabidopsis thaliana DAP mutant dapat shows reduced activity of the Lys biosynthesis enzyme L,L-diaminopimelate aminotransferase, physiological and metabolic impacts of impaired Lys biosynthesis, the mutation leads to metabolic shifts and growth inhibition, phenotype, overview. No differences in dark respiration between genotypes are observed, but a lower storage and consumption of starch and sugars is observed in dapat plants, also higher protein turnover but no differences in total amino acids during a diurnal cycle in dapat plants. Biochemical alterations rather than stomatal limitations are responsible for the decreased photosynthesis and growth of the dapat mutant, which mimics stress conditions associated with impairments in the Lys biosynthesis pathway
metabolism
the enzyme is involved in the lysine pathway, overview. Lysine is synthetized in the chloroplast using aspartate as a precursor. Dihydrodipicolinate synthase (DHDPS) is the first enzyme of lysine biosynthesis and it requires pyruvate export from the cytosol to the chloroplast. Under stress conditions, lysine is exported from the chloroplast to mitochondria to be degraded, and electrons are used as a donor for ATP synthesis
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). DAPAT_ARATH
461
0
50396
Swiss-Prot
Chloroplast (Reliability: 2)
PDB
SCOP
CATH
UNIPROT
ORGANISM
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
sequence contains a 36 amino acid transit peptide for plastidial localization
additional information
sequence contains a 36 amino acid transit peptide for plastidial localization
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging drop vapour diffusion method at room temperature, 1.95 A resolution. The structure of AtDAP-AT is determined using the multiple-wavelength anomalous dispersion method with a seleno-methionine derivative
in complex with N-(5'-phosphopyridoxyl)-L-glutamate and N-(5'-phosphopyridoxyl)-LL-diaminopimelate, hanging drop vapor diffusion method, using 45% (w/v) (NH4)2SO4, 0.1 M HEPES pH 7.5, 3% (w/v) PEG400
to 2.3 A resolution. The large donain (Pro85Ser338) consists of 254 residues and has an alpha-beta-alpha sandwich fold. The large domain includes both the pyridoxal phosphate-binding site and the dimerization site. The small domain is composed of the remaining residues, Gly34Ile84 and Ser339Thr441. The small domain has an alpha/beta architecture, with a beta-sheet surrounded by two outer layers alpha-helices
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
the dapat (aberrant growth death 2 (agd-2)) mutation of Arabidopsis thaliana leads to metabolic shifts and growth inhibition. Transcriptional and two-dimensional (isoelectric focusing/SDS-PAGE) proteome analyses reveal alterations in the abundance of several transcripts and proteins associated with photosynthesis and photorespiration coupled with a high glycine/serine ratio and increased levels of stress-responsive amino acids. Transcriptome changes induced by the DAPAT mutation, quantitative RT-PCR expression analysis, detailed overview. The leaf proteome is affected by the DAPAT mutation
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
immobilized metal ion affinity chromatography (Ni2+), gel filtration
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
cDNA sequence of LL-DAP-AT from Arabidopsis thaliana is optimized for expression in bacteria and cloned in Escherichia coli without its leader sequence but with a C-terminal hexahistidine affinity tag to aid protein purification
cloned in Escherichia coli without its leader sequence but with a C-terminal hexahistidine affinity tag to aid protein purification
His-tagged protein (amino acid residue 21-456) expressed in Escherichia coli BL21(DE3)
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Hudson, A.O.; Singh, B.K.; Leustek, T.; Gilvarg, C.
An LL-diaminopimelate aminotransferase defines a novel variant of the lysine biosynthesis pathway in plants
Plant Physiol.
140
292-301
2006
Arabidopsis thaliana, Arabidopsis thaliana (Q93ZN9)
Watanabe, N.; Cherney, M.M.; van Belkum, M.J.; Marcus, S.L.; Flegel, M.D.; Clay, M.D.; Deyholos, M.K.; Vederas, J.C.; James, M.N.
Crystal structure of LL-diaminopimelate aminotransferase from Arabidopsis thaliana: a recently discovered enzyme in the biosynthesis of L-lysine by plants and chlamydia
J. Mol. Biol.
371
685-702
2007
Arabidopsis thaliana (Q93ZN9), Arabidopsis thaliana
Fan, C.; Clay, M.D.; Deyholos, M.K.; Vederas, J.C.
Exploration of inhibitors for diaminopimelate aminotransferase
Bioorg. Med. Chem.
18
2141-2151
2010
Arabidopsis thaliana
Watanabe, N.; Clay, M.D.; van Belkum, M.J.; Cherney, M.M.; Vederas, J.C.; James, M.N.
Mechanism of substrate recognition and PLP-induced conformational changes in LL-diaminopimelate aminotransferase from Arabidopsis thaliana
J. Mol. Biol.
384
1314-1329
2008
Arabidopsis thaliana (Q93ZN9), Arabidopsis thaliana
Sobolev, V.; Edelman, M.; Dym, O.; Unger, T.; Albeck, S.; Kirma, M.; Galili, G.
Structure of ALD1, a plant-specific homologue of the universal diaminopimelate aminotransferase enzyme of lysine biosynthesis
Acta Crystallogr. Sect. F
69
84-89
2013
Arabidopsis thaliana (Q9ZQI7), Arabidopsis thaliana
Watanabe, N.; James, M.N.
Structural insights for the substrate recognition mechanism of LL-diaminopimelate aminotransferase
Biochim. Biophys. Acta
1814
1528-1533
2011
Arabidopsis thaliana, Chlamydia trachomatis
Fan, C.; Vederas, J.C.
Synthesis and structure-activity relationships of o-sulfonamido-arylhydrazides as inhibitors of LL-diaminopimelate aminotransferase (LL-DAP-AT)
Org. Biomol. Chem.
10
5815-5819
2012
Arabidopsis thaliana
Cavalcanti, J.H.F.; Kirma, M.; Barros, J.A.S.; Quinhones, C.G.S.; Pereira-Lima, I.A.; Obata, T.; Nunes-Nesi, A.; Galili, G.; Fernie, A.R.; Avin-Wittenberg, T.; Araujo, W.L.
An L,L-diaminopimelate aminotransferase mutation leads to metabolic shifts and growth inhibition in Arabidopsis
J. Exp. Bot.
69
5489-5506
2018
Arabidopsis thaliana (Q93ZN9), Arabidopsis thaliana Col-0 (Q93ZN9)
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