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Ligand 4-nitrophenyl hexanoate

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (25 results)

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Show Substrate (25 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.1

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

170992, 170995, 170998, 171001, 171021, 668716, 729255, 171026, 171029, 649395, 713856, 652562, 667780, 652627, 650694, 714366, 721413, 725745, 724065, 724578, 726707, 729647, 730054, 652181, 749622, 679887, 678016, 679986, 669032, 713766, 669844, 724971, 728547, 743730

-

3.1.1.1

p-nitrophenyl caproate + H2O = p-nitrophenol + caproate

681762

-

3.1.1.1

p-nitrophenyl caproate = p-nitrophenol + caproate

677663, 652416

-

3.1.1.1

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

669844

-

3.1.1.1

4 entries

3.1.1.112

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

755343

-

3.1.1.13

p-nitrophenyl caproate + H2O = p-nitrophenol + capric acid

664196

-

3.1.1.13

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoic acid

664196, 664868

-

3.1.1.13

2 entries

3.1.1.2

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

693586, 652628

-

3.1.1.22

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

651368

-

3.1.1.3

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

694933, 651025, 692254, 651141, 650688, 653102, 714583, 727566

-

3.1.1.5

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

714528

-

3.1.1.6

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

682718

-

3.1.1.6

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

666086

-

3.1.1.74

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

729450, 729077, 750134

-

3.1.1.74

4-nitrophenyl hexanoate = 4-nitrophenol + hexanoate

708872

-

3.1.1.74

p-nitrophenyl caproate + H2O = p-nitrophenol + ?

690559

-

3.1.1.74

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

208331, 208318

-

3.1.1.6

2 entries

3.1.1.74

4 entries

3.1.1.75

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

729068, 729085, 664977

-

3.1.1.76

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

679540

-

3.1.1.79

p-nitrophenyl caproate + H2O = ?

690779

-

3.1.1.79

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

677872

-

3.1.1.79

2 entries

3.1.1.88

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

751480, 751477

-

3.1.2.14

4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate

751156

-

3.1.2.20

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

679739

-

3.4.19.1

p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate

95264

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (41 results)

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Show Turnover Number (41 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.1.1.1

2

-

pH 2.0, 50°C

729647

3.1.1.1

2.47

-

pH 7.1, 70°C, mutant enzyme expressed from the gene that has a deletion of about 60 residues at the N terminus

669844

3.1.1.1

2.47

-

pH 7.1, 70°C

669844

3.1.1.1

4

-

+/- 0.1

652416

3.1.1.1

5

15

pH 7.1, 50°C, wild-type lacking N-terminal 36 amino acids

669844

3.1.1.1

6.5

-

in 2.5 mM Bicine buffer, pH 8.3, at 30°C

729255

3.1.1.1

11

-

pH 6.0, 35°C, wild-type enzyme

730054

3.1.1.1

12

-

-

170992

3.1.1.1

19

-

mutant G244P, pH 8.0, 25°C

667780

3.1.1.1

31

-

-

170995

3.1.1.1

38

-

Est30, pH 8.5, 60°C

668716

3.1.1.1

44.7

-

-

679887

3.1.1.1

44.7

-

pH 7.5, 70°C

679887

3.1.1.1

58

-

wild-type, pH 8.0, 25°C

667780

3.1.1.1

79.3

-

70°C, pH 7.2

724578

3.1.1.1

159

-

pH 6.0, 35°C, mutant enzyme N248A/P256Q/E257G/S283F

730054

3.1.1.1

507

-

pH 7.0, 30°C

669032

3.1.1.1

508

-

pH 7.1, 50°C, mutant M211S/R215L lacking N-terminal 36 amino acids

669844

3.1.1.1

908

-

37°C

171022

3.1.1.1

1014

-

70°C, pH 7.1

721413

3.1.1.1

1032

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Escherichia coli as a thioredoxin-EstA fusion protein (EcSisEstA II)

724065

3.1.1.1

1170

-

45°C

171022

3.1.1.1

1228

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Escherichia coli as thioredoxin-free form (EcSisEstA I)

724065

3.1.1.1

1476

-

pH 8.0, 60°C

725745

3.1.1.1

1500

-

mutant M211V, pH 7.1, 70°C

652181

3.1.1.1

1550

-

-

171021

3.1.1.1

1710

-

60°C

171022

3.1.1.1

2003

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Sulfolobus solfataricus

724065

3.1.1.1

2300

-

mutant M211S/R215L, pH 7.1, 70°C

652181

3.1.1.1

2300

-

pH 7.1, 50°C, mutant M211S/R215L

669844

3.1.1.1

2620

-

pH 7.1, 70°C

726707

3.1.1.1

3420

-

wild-type enzyme, pH 7.1, 70°C

652181

3.1.1.1

3660

-

mutant R215L, pH 7.1, 70°C

652181

3.1.1.1

3890

-

mutant M211S, pH 7.1, 70°C

652181

3.1.1.1

4320

-

pH 7.1, 50°C, wild-type

669844

3.1.1.1

4440

-

mutant M211T, pH 7.1, 70°C

652181

3.1.1.1

39760

-

Est55, pH 8.5, 60°C

668716

3.1.1.6

34.5

-

pH 7.1, 65°C, recombinant wild-type enzyme

682718

3.1.1.6

48.8

-

pH 7.1, 65°C, recombinant mutant T74A

682718

3.1.1.79

2.5

-

50°C, SsoNDELTA

677872

3.1.1.79

34.5

-

50°C, SsoNDELTAlong

677872

3.1.1.1

37 entries

3.1.1.6

2 entries

3.1.1.79

2 entries

K_M Value (67 results)

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Show KM Value (67 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.1.1.1

0.0005

-

Est55, pH 8.5, 60°C

668716

3.1.1.1

0.0022

-

Est30, pH 8.5, 60°C

668716

3.1.1.1

0.004

-

-

170992

3.1.1.1

0.01036

-

pH 8.0, 25°C

678016

3.1.1.1

0.011

-

70°C, pH 7.1

721413

3.1.1.1

0.0126

-

37°C

171022

3.1.1.1

0.0192

-

45°C

171022

3.1.1.1

0.021

-

-

171021

3.1.1.1

0.0219

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Escherichia coli as a thioredoxin-EstA fusion protein (EcSisEstA II)

724065

3.1.1.1

0.0239

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Escherichia coli as thioredoxin-free form (EcSisEstA I)

724065

3.1.1.1

0.0331

-

pH 8.0, temperature not specified in the publication, recombinant enzyme expressed in Sulfolobus solfataricus

724065

3.1.1.1

0.034

-

pH 7.5, 30°C

652627

3.1.1.1

0.037

-

pH 7.0, 30°C

669032

3.1.1.1

0.0375

-

60°C

171022

3.1.1.1

0.044

-

pH 7.1, 70°C

726707

3.1.1.1

0.048

-

in 2.5 mM Bicine buffer, pH 8.3, at 30°C

729255

3.1.1.1

0.05

-

pH 7.1, 70°C, mutant enzyme expressed from the gene that has a deletion of about 60 residues at the N terminus

669844

3.1.1.1

0.051

-

pH 8.0, 60°C

725745

3.1.1.1

0.07

-

wild-type, pH 8.0, 25°C

667780

3.1.1.1

0.077

-

-

170995

3.1.1.1

0.09

-

mutant R215L, pH 7.1, 70°C

652181

3.1.1.1

0.099

-

mutant M211S/R215L, pH 7.1, 70°C

652181

3.1.1.1

0.12

-

pH 7.5, 30°C

652627

3.1.1.1

0.13

-

pH 6.0, 35°C, mutant enzyme N248A/P256Q/E257G/S283F

730054

3.1.1.1

0.13

-

pH 6.0, 35°C, wild-type enzyme

730054

3.1.1.1

0.21

-

mutant M211V, pH 7.1, 70°C

652181

3.1.1.1

0.22

-

wild-type enzyme, pH 7.1, 70°C

652181

3.1.1.1

0.25

-

mutant G244P, pH 8.0, 25°C

667780

3.1.1.1

0.25

-

+/- 0.02

652416

3.1.1.1

0.41

-

mutant M211S, pH 7.1, 70°C

652181

3.1.1.1

0.47

-

-

171001

3.1.1.1

0.51

-

mutant M211T, pH 7.1, 70°C

652181

3.1.1.1

0.59

-

-

679887

3.1.1.1

3.9

-

pH 2.0, 50°C

729647

3.1.1.1

14.5

-

70°C, pH 7.2

724578

3.1.1.1

44.7

-

pH 7.5, 70°C

679887

3.1.1.1

50

-

pH 7.1, 70°C

669844

3.1.1.13

0.0122

-

presence of 0.05 mM/l resveratrol, pH 7.4, 30°C

664196

3.1.1.13

0.0142

-

pH 7.4, 30°C

664196

3.1.1.13

0.0384

-

presence of 0.1 mM/l red wine polyphenolic extracts, pH 7.4, 30°C

664196

3.1.1.13

0.046

-

presence of 0.05 mM/l resveratrol, pH 7.4, 30°C

664196

3.1.1.13

0.074

-

pH 7.4, 30°C

664196

3.1.1.1

37 entries

3.1.1.13

5 entries

3.1.1.2

0.029

-

EstB, pH 7.5, 30°C

652628

3.1.1.6

0.245

-

pH 7.1, 65°C, recombinant wild-type enzyme

682718

3.1.1.6

0.355

-

pH 7.1, 65°C, recombinant mutant T74A

682718

3.1.1.74

0.00029

-

in 14.5 mM Tris-HCl buffer, pH 7.5, 0.75% glycerol

708872

3.1.1.74

0.0015

-

in 14.5 mM Tris-HCl buffer, pH 7.5, 0.75% glycerol

708872

3.1.1.74

0.21

-

-

208331

3.1.1.74

0.86

-

cutinase II

208318

3.1.1.74

0.89

-

cutinase I

208318

3.1.1.75

0.05

-

recombinant mutant A66V/N251S/T290A, pH 7.0, 30°C

729068

3.1.1.75

0.05

-

recombinant mutant G108G/Q125L/R230R/K260M/T284S/G310G, pH 7.0, 30°C

729068

3.1.1.75

0.06

-

recombinant mutant A66V/T145S/N285D, pH 7.0, 30°C

729068

3.1.1.75

0.06

-

recombinant mutant S92S/G180D/I292F, pH 7.0, 30°C

729068

3.1.1.75

0.06

-

recombinant mutant T145S/S246T/T252T/S257T, pH 7.0, 30°C

729068

3.1.1.75

0.07

-

recombinant mutant A66V/N285D/G310G, pH 7.0, 30°C

729068

3.1.1.75

0.09

-

recombinant mutant A66V, pH 7.0, 30°C

729068

3.1.1.75

0.1

-

recombinant wild-type enzyme, pH 7.0, 30°C

729068

3.1.1.75

0.29

-

recombinant mutant T37A/N285Y, pH 7.0, 30°C

729068

3.1.1.75

0.3

-

recombinant mutant S92S/T145S/N285Y, pH 7.0, 30°C

729068

3.1.1.75

0.32

-

recombinant mutant N285Y, pH 7.0, 30°C

729068

3.1.1.75

0.41

-

recombinant mutant T252T/S257T/N285D, pH 7.0, 30°C

729068

3.1.1.75

0.43

-

recombinant mutant T37A/N285D, pH 7.0, 30°C

729068

3.1.1.75

0.45

-

recombinant mutant N285D, pH 7.0, 30°C

729068

3.1.1.79

0.03

-

50°C, SsoNDELTAlong

677872

3.1.1.79

0.054

-

50°C, SsoNDELTA

677872

3.1.1.6

2 entries

3.1.1.74

5 entries

3.1.1.75

14 entries

3.1.1.79

2 entries

3.4.19.1

0.06

-

-

95264

References & Links

Literature References (73)

top print hide

Show Reference (73 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

95264

8195144

Human acylpeptide hydrolase. Studies on its thiol groups and mechanism of action

1994

Scaloni, A.; Barra, D.; Jones, W.M.; Manning, J.M.

J. Biol. Chem.

269

15076-15084

170992

7160378

Purification and characterization of esterase 6A, a trimeric esterase of the house mouse (Mus musculus)

1982

Oehm, H.C.; de Looze, S.; Ronai, A.; von Deimling, O.

Eur. J. Biochem.

129

157-163

170995

6788549

Purification and characterization of esterase 1F, the albumin esterase of the house mouse (Mus musculus)

1981

Otto, J.; Ronai, A.; von Deimling, O.

Eur. J. Biochem.

116

285-291

170998

6772441

Purification and characterization of esterase 2B of the house mouse, Mus musculus

1980

Lexow, U.; Ronai, A.; von Deimling, O.

Eur. J. Biochem.

107

123-130

171001

738990

Purification and enzymatic properties of rat serum carboxylesterase

1978

Hashinotsume, M.; Higashino, K.; Hada, T.; Yamamura, Y.

J. Biochem.

84

1325-1333

171021

7576531

Purification and partial characterization of a novel thermophilic carboxylesterase with high mesophilic specific activity

1995

Wood, A.N.P.; Fernandez-Lafuente, R.; Cowan, D.A.

Enzyme Microb. Technol.

17

816-825

171022

8181479

Purification and characterization of a thermostable carboxylesterase from the thermoacidophilic eubacterium Bacillus acidocaldarius

1994

Manco, G.; di Gennaro, S.; de Rosa, M.; Rossi, M.

Eur. J. Biochem.

221

965-972

171026

7764506

Cloning of Pseudomonas fluorescens carboxylesterase gene and characterization of its product expressed in Escherichia coli

1994

Kim, Y.S.; Lee, H.B.; Choi, K.D.; Park, S.; Yoo, O.J.

Biosci. Biotechnol. Biochem.

58

111-116

171029

-

Purification and some properties of carboxylesterase from Arthrobacter globiformis stereoselective hydrolysis of ethyl chrysanthemate

1993

Nishizawa, M.; Gomi, H.; Kishimoto, F.

Biosci. Biotechnol. Biochem.

57

594-598

208318

239740

Hydrolysis of plant cuticle by plant pathogens. Properties of cutinase I, cutinase II, and a nonspecific esterase isolated from Fusarium solani pisi

1975

Purdy, R.E.; Kolattukudy, P.E.

Biochemistry

14

2832-2840

208331

3130804

Purification and characterization of cutinase from a fluorescent Pseudomonas putida bacterial strain isolated from phyllosphere

1988

Sebastian, J.; Kolattukudy, P.E.

Arch. Biochem. Biophys.

263

77-85

649395

10968629

Purification and characterization of a thermostable esterase from the moderate thermophile Bacillus circulans

2000

Kademi, A.; Ait-Abdelkader, N.; Fakhreddine, L.; Baratti, J.

Appl. Microbiol. Biotechnol.

54

173-179

650688

-

Properties of recombinant Rhizomucor miehei lipase with amino acid substitutions of Phe94 in the substrate binding domain

2001

Oh, S.W.; Gaskin, D.J.H.; Kwon, D.Y.; Vulfson, E.N.

Biotechnol. Lett.

23

563-568

650694

14514051

Thermostable esterase from Thermoanaerobacter tengcongensis: high-level expression, purification and characterization

2003

Zhang, J.; Liu, J.; Zhou, J.; Ren, Y.; Dai, X.; Xiang, H.

Biotechnol. Lett.

25

1463-1467

651025

-

Biochemical characterization of a recombinant thermoalkalophilic lipase and assessment of its substrate enantioselectivity

2002

Sunna, A.; Hunter, L.; Hutton, C.A.; Bergquist, P.L.

Enzyme Microb. Technol.

31

472-476

651141

12444965

Purification and properties of the extracellular lipase, LipA, of Acinetobacter sp. RAG-1

2002

Snellman, E.A.; Sullivan, E.R.; Colwell, R.R.

Eur. J. Biochem.

269

5771-5779

651368

11814660

Purification and properties of D-(-)-3-hydroxybutyrate oligomer hydrolase of Paracoccus denitrificans

2002

Ueda, S.; Sano, K.; Gao, D.; Tomihari, N.; Yamane, T.; Endo, I.

FEMS Microbiol. Lett.

206

179-184

652181

11447219

Residues at the active site of the esterase 2 from Alicyclobacillus acidocaldarius involved in substrate specificity and catalytic activity at high temperature

2001

Manco, G.; Mandrich, L.; Rossi, M.

J. Biol. Chem.

276

37482-37490

652416

12732651

Integrating structure, bioinformatics, and enzymology to discover function. BioH, a new carboxylesterase from Escherichia coli

2003

Sanishvili, R.; Yakunin, A.F.; Laskowski, R.A.; Skarina, T.; Evdokimova, E.; Doherty-Kirby, A.; Lajoie, G.A.; Thornton, J.M.; Arrowsmith, C.H.; Savchenko, A.; Joachimiak, A.; Edwards, A.M.

J. Biol. Chem.

278

26039-26045

652562

14617621

A Substrate-induced switch in the reaction mechanism of a thermophilic esterase: kinetic evidences and structural basis

2004

De Simone, G.; Mandrich, L.; Menchise, V.; Giordano, V.; Febbraio, F.; Rossi, M.; Pedone, C.; Manco, G.

J. Biol. Chem.

279

6815-6823

652627

12741535

Intracellular esterase from Lactobacillus casei LILA: nucleotide sequencing, purification, and characterization

2003

Fenster, K.M.; Parkin, K.L.; Steele, J.L.

J. Dairy Sci.

86

1118-1129

652628

12939078

Nucleotide sequencing, purification, and biochemical properties of an arylesterase from Lactobacillus casei LILA

2003

Fenster, K.M.; Parkin, K.L.; Steele, J.L.

J. Dairy Sci.

86

2547-2557

653102

11337984

Purification and characterization of an extracellular lipase from Penicillium candidum

2001

Ruiz, B.; Farres, A.; Langley, E.; Masso, F.; Sanchez, S.

Lipids

36

283-289

664196

16099206

In vitro polyphenol effects on activity, expression and secretion of pancreatic bile salt-dependent lipase

2005

Sbarra, V.; Ristorcelli, E.; Petit-Thevenin, J.L.; Teissedre, P.L.; Lombardo, D.; Verine, A.

Biochim. Biophys. Acta

1736

67-76

664868

16463077

Purification, characterization, and molecular cloning of organic-solvent-tolerant cholesterol esterase from cyclohexane-tolerant Burkholderia cepacia strain ST-200

2006

Takeda, Y.; Aono, R.; Doukyu, N.

Extremophiles

10

269-177

664977

12855176

Identification and characterisation of the catalytic triad of the alkaliphilic thermotolerant PHA depolymerase PhaZ7 of Paucimonas lemoignei

2003

Braaz, R.; Handrick, R.; Jendrossek, D.

FEMS Microbiol. Lett.

224

107-112

666086

-

Catalytic performance of a highly enantioselective (R)-ester hydrolase from a new isolate Acinetobacter sp. CGMCC 0789

2004

Qian, J.H.; Xu, J.H.

J. Mol. Catal. B

27

227-232

667780

14726205

Cold-active esterase from Psychrobacter sp. Ant300: gene cloning, characterization, and the effects of Gly->Pro substitution near the active site on its catalytic activity and stability

2004

Kulakova, L.; Galkin, A.; Nakayama, T.; Nishino, T.; Esaki, N.

Biochim. Biophys. Acta

1696

59-65

668716

15033540

Molecular cloning and characterization of two thermostable carboxyl esterases from Geobacillus stearothermophilus

2004

Ewis, H.E.; Abdelal, A.T.; Lu, C.D.

Gene

329

187-195

669032

16448191

Molecular cloning, purification, and biochemical characterization of a novel pyrethroid-hydrolyzing esterase from Klebsiella sp. strain ZD112

2006

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Links to other databases for 4-nitrophenyl hexanoate

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