BRENDA - Enzyme Database show
show all sequences of 2.5.1.10

Discovery of novel allosteric non-bisphosphonate inhibitors of farnesyl pyrophosphate synthase by integrated lead finding

Marzinzik, A.L.; Amstutz, R.; Bold, G.; Bourgier, E.; Cotesta, S.; Glickman, J.F.; Goette, M.; Henry, C.; Lehmann, S.; Hartwieg, J.C.; Ofner, S.; Pelle, X.; Roddy, T.P.; Rondeau, J.M.; Stauffer, F.; Stout, S.J.; Widmer, A.; Zimmermann, J.; Zoller, T.; Jahnke, W.; ChemMedChem 10, 1884-1891 (2015)

Data extracted from this reference:

Inhibitors
Inhibitors
Commentary
Organism
Structure
1-[(3-carboxy-1,2-oxazol-5-yl)methyl]-1H-benzo[g]indole-2-carboxylic acid
-
Homo sapiens
1-[(benzyloxy)carbonyl]-2,3-dihydro-1H-indole-2-carboxylic acid
-
Homo sapiens
1H,1'H-4,4'-biindole-2-carboxylic acid
-
Homo sapiens
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
-
Homo sapiens
2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
-
Homo sapiens
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
zoledronic acid
-
Homo sapiens
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
geranyl diphosphate + isopentenyl diphosphate
Homo sapiens
-
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
geranyl diphosphate + isopentenyl diphosphate
-
738069
Homo sapiens
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000017
-
pH and temperature not specified in the publication
Homo sapiens
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.000024
-
pH and temperature not specified in the publication
Homo sapiens
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000037
-
pH and temperature not specified in the publication
Homo sapiens
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000038
-
pH and temperature not specified in the publication
Homo sapiens
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.000049
-
pH and temperature not specified in the publication
Homo sapiens
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
0.000058
-
pH and temperature not specified in the publication
Homo sapiens
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.000069
-
pH and temperature not specified in the publication
Homo sapiens
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000077
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
0.00008
-
pH and temperature not specified in the publication
Homo sapiens
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.0001
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
0.00011
-
pH and temperature not specified in the publication
Homo sapiens
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.00014
-
pH and temperature not specified in the publication
Homo sapiens
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.00019
-
pH and temperature not specified in the publication
Homo sapiens
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
0.00025
-
pH and temperature not specified in the publication
Homo sapiens
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.00027
-
pH and temperature not specified in the publication
Homo sapiens
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.00085
-
pH and temperature not specified in the publication
Homo sapiens
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.00123
-
pH and temperature not specified in the publication
Homo sapiens
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.0068
-
pH and temperature not specified in the publication
Homo sapiens
2-(naphthalen-1-ylmethoxy)benzoic acid
0.0071
-
pH and temperature not specified in the publication
Homo sapiens
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
0.0139
-
pH and temperature not specified in the publication
Homo sapiens
1H,1'H-4,4'-biindole-2-carboxylic acid
0.02
-
pH and temperature not specified in the publication
Homo sapiens
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
0.02
-
pH and temperature not specified in the publication
Homo sapiens
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000017
-
pH and temperature not specified in the publication
Homo sapiens
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.000024
-
pH and temperature not specified in the publication
Homo sapiens
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000037
-
pH and temperature not specified in the publication
Homo sapiens
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000038
-
pH and temperature not specified in the publication
Homo sapiens
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.000049
-
pH and temperature not specified in the publication
Homo sapiens
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
0.000058
-
pH and temperature not specified in the publication
Homo sapiens
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.000069
-
pH and temperature not specified in the publication
Homo sapiens
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.000077
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
0.00008
-
pH and temperature not specified in the publication
Homo sapiens
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.0001
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
0.00011
-
pH and temperature not specified in the publication
Homo sapiens
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.00014
-
pH and temperature not specified in the publication
Homo sapiens
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.00019
-
pH and temperature not specified in the publication
Homo sapiens
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
0.00025
-
pH and temperature not specified in the publication
Homo sapiens
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.00027
-
pH and temperature not specified in the publication
Homo sapiens
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
0.00085
-
pH and temperature not specified in the publication
Homo sapiens
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
0.00123
-
pH and temperature not specified in the publication
Homo sapiens
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
0.0068
-
pH and temperature not specified in the publication
Homo sapiens
2-(naphthalen-1-ylmethoxy)benzoic acid
0.0071
-
pH and temperature not specified in the publication
Homo sapiens
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
0.0139
-
pH and temperature not specified in the publication
Homo sapiens
1H,1'H-4,4'-biindole-2-carboxylic acid
0.02
-
pH and temperature not specified in the publication
Homo sapiens
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
0.02
-
pH and temperature not specified in the publication
Homo sapiens
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
1-[(3-carboxy-1,2-oxazol-5-yl)methyl]-1H-benzo[g]indole-2-carboxylic acid
-
Homo sapiens
1-[(benzyloxy)carbonyl]-2,3-dihydro-1H-indole-2-carboxylic acid
-
Homo sapiens
1H,1'H-4,4'-biindole-2-carboxylic acid
-
Homo sapiens
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
-
Homo sapiens
2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
Homo sapiens
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
Homo sapiens
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
Homo sapiens
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
-
Homo sapiens
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
-
Homo sapiens
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
Homo sapiens
zoledronic acid
-
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
geranyl diphosphate + isopentenyl diphosphate
Homo sapiens
-
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
geranyl diphosphate + isopentenyl diphosphate
-
738069
Homo sapiens
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
Other publictions for EC 2.5.1.10
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)
737926
Sharifirad
Characterization of a farnesyl ...
Penicillium brevicompactum, Penicillium brevicompactum MUCL 19011
Biotechnol. Lett.
38
71-79
2016
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1
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1
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2
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8
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2
1
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1
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1
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738477
Deng
Enhanced (S)-linalool producti ...
Actinidia arguta
J. Appl. Microbiol.
121
187-195
2016
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-
1
-
1
-
-
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1
-
3
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1
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1
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737359
Schmidberger
Structural characterization of ...
Pseudomonas aeruginosa
Acta Crystallogr. Sect. D
71
721-731
2015
-
-
1
1
-
-
2
-
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1
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2
-
5
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1
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2
1
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1
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1
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2
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2
1
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737821
Gritzalis
Probing the molecular and stru ...
Homo sapiens
Bioorg. Med. Chem. Lett.
25
1117-1123
2015
-
-
-
-
-
-
17
-
-
-
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1
-
2
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-
-
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1
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17
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1
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1
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738069
Marzinzik
Discovery of novel allosteric ...
Homo sapiens
ChemMedChem
10
1884-1891
2015
-
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-
-
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-
26
-
-
-
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1
-
1
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1
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23
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23
26
-
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1
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1
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738331
Su
Cloning and characterization o ...
Matricaria chamomilla var. recutita
Genet. Mol. Res.
14
349-361
2015
-
-
1
-
-
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-
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2
1
-
6
-
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1
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4
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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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1
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4
-
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1
1
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-
-
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1
1
-
-
1
-
-
739384
Richter
A small, differentially regula ...
Zea mays
Planta
241
1351-1361
2015
-
-
-
-
-
-
-
-
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2
1
-
4
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1
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3
1
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2
1
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1
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3
1
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1
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1
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-
739414
Zhao
Molecular cloning and characte ...
Tripterygium wilfordii
PLoS ONE
10
e0125415
2015
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1
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1
2
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3
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1
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3
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2
1
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2
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2
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2
2
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2
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6
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Aripirala
Structural and thermodynamic b ...
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Acta Crystallogr. Sect. D
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Upregulation of endogenous far ...
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Alcaino
Functional characterization of ...
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Metal ions control product spe ...
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Discovery of thienopyrimidine- ...
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Li
The N-terminus and the chain-l ...
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722094
Demoro
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15
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Aripirala
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Nagaki
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Rosso
Synthesis and biological evalu ...
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Thabet
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Fischer
Identification of a lysine res ...
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Kim
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Huang
Binding of nitrogen-containing ...
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De Schutter
Novel bisphosphonate inhibitor ...
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Molecular cloning and expressi ...
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701943
Taban
Isolation and characterization ...
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Nagaki
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Substrate specificities of far ...
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Nagaki
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Nagaki
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Substrate specificities of far ...
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685599
Deprele
Farnesyl pyrophosphate synthas ...
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686762
Vandermoten
Characterization of a novel ap ...
Myzus persicae
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691214
Szajnman
Synthesis and biological evalu ...
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Lewis
Cloning and characterisation o ...
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