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Ligand 4-nitrophenyl alpha-L-arabinoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (29 results)

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Show Substrate (29 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.1.161

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

663046

-

3.2.1.193

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + L-arabinopyranose

752455

-

3.2.1.21

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

704235

-

3.2.1.21

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinose

679542, 681442

-

3.2.1.21

p-nitrophenyl-alpha-L-arabinopyranoside + H2O = p-nitrophenol + alpha-L-arabinose

655434

-

3.2.1.23

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

701882

-

3.2.1.23

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinose

678474

-

3.2.1.23

4-nitrophenyl-alpha-L-arabinoside + H2O = 4-nitrophenol + alpha-L-arabinose

704135

-

3.2.1.23

p-nitrophenyl alpha-L-arabinopyranoside + H2O = p-nitrophenol + alpha-L-arabinopyranose

656940

-

3.2.1.23

p-nitrophenyl alpha-L-arabinoside + H2O = p-nitrophenol + alpha-L-arabinose

171271, 171321, 171344, 171289

-

3.2.1.37

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

750026, 713826

-

3.2.1.37

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinose

746353

-

3.2.1.37

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + L-arabinopyranose

749653, 752093

-

3.2.1.37

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinose

683715, 666776, 679713

-

3.2.1.37

p-nitrophenyl alpha-L-arabinopyranoside + H2O = p-nitrophenol + alpha-L-arabinopyranose

136275, 136274, 136283, 136312

-

3.2.1.37

p-nitrophenyl alpha-L-arabinoside + H2O = 4-nitrophenol + alpha-L-arabinose

749602

-

3.2.1.37

p-nitrophenyl alpha-L-arabinoside + H2O = p-nitrophenol + alpha-L-arabinose

136307

-

3.2.1.38

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

714243

-

3.2.1.38

p-nitrophenyl-alpha-L-arabinoside + H2O = p-nitrophenol + alpha-L-arabinose

136331, 136318

-

3.2.1.55

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

744883, 749717, 744069

-

3.2.1.55

4-nitrophenyl alpha-L-arabinopyranoside + H2O = ?

715312

-

3.2.1.55

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

654276, 656191

-

3.2.1.55

4-nitrophenyl-alpha-L-arabinopyranoside + H2O = 4-nitrophenol + L-arabinopyranose

732745

-

3.2.1.55

p-nitrophenyl-alpha-L-arabinopyranoside + H2O = p-nitrophenol + alpha-L-arabinopyranose

288840, 664519, 679713

-

3.2.1.55

p-nitrophenyl-alpha-L-arabinopyranoside + H2O = p-nitrophenol + L-arabinopyranose

700334

-

3.2.1.21

3 entries

3.2.1.23

5 entries

3.2.1.37

7 entries

3.2.1.38

2 entries

3.2.1.55

6 entries

3.2.1.8

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-arabinopyranose

656559

-

3.2.1.B26

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + alpha-L-fucopyranose

721315

-

3.2.1.B28

4-nitrophenyl alpha-L-arabinopyranoside + H2O = 4-nitrophenol + L-arabinose

735531

-

3.2.1.B34

4-nitrophenyl alpha-L-arabinoside + H2O = 4-nitrophenol + L-arabinopyranose

729348

-

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.72

4-nitrophenyl 2-O-acetyl-alpha-L-arabinofuranoside + H2O = 4-nitrophenyl alpha-L-arabinose + acetate

0

-

3.1.1.72

4-nitrophenyl 3-O-acetyl-alpha-L-arabinofuranoside + H2O = 4-nitrophenyl alpha-L-arabinose + acetate

0

-

3.1.1.72

4-nitrophenyl 5-O-acetyl-alpha-L-arabinofuranoside + H2O = 4-nitrophenyl alpha-L-arabinose + acetate

0

-

3.1.1.72

3 entries

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.2.1.37

substrate inhibition if concentration higher than 9 mM

136283

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (16 results)

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Show Turnover Number (16 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.2.1.21

1.88

-

recombinant wild-type enzyme

681442

3.2.1.21

5.97

-

37°C, pH 6.5

655434

3.2.1.21

9

-

pH 6.5, 30°C, wild-type enzyme

679542

3.2.1.21

119

-

pH 6.5, 30°C, wild-type enzyme

679542

3.2.1.23

1740

-

pH 6.5, 65°C, wild-type enzyme

678474

3.2.1.23

5000

-

-

171344

3.2.1.37

1.75

-

37°C

683715

3.2.1.37

2.73

-

pH 4.0, 30°C

713826

3.2.1.37

3.8

-

55°C, pH 7.0

749602

3.2.1.37

113

-

at pH 4.0 and 70°C

752093

3.2.1.37

220

-

at pH 3.0 and 50°C

749653

3.2.1.37

1000.73

-

pH 6.0, 90°C

750026

3.2.1.55

3.5

-

pH 5.7, 50°C, recombinant full-length enzyme

732745

3.2.1.55

3.53

-

pH 5.7, 50°C, recombinant catalytic module CtGH43

732745

3.2.1.55

631.4

-

at pH 6.5 and 60°C

749717

3.2.1.21

4 entries

3.2.1.23

2 entries

3.2.1.37

6 entries

3.2.1.55

3 entries

3.2.1.8

133.3

-

pH 5.0, 50°C

656559

K_M Value (22 results)

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Show KM Value (22 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.2.1.21

0.19

-

recombinant wild-type enzyme

681442

3.2.1.21

0.24

-

pH 6.5, 30°C, wild-type enzyme

679542

3.2.1.21

0.57

-

37°C, pH 6.5

655434

3.2.1.21

18.9

-

pH 6.5, 30°C, wild-type enzyme

679542

3.2.1.23

5.2

-

pH 6.5, 65°C, wild-type enzyme

678474

3.2.1.23

75.4

-

-

171344

3.2.1.37

0.42

-

55°C, pH 7.0

749602

3.2.1.37

0.65

-

pH 4.0, 30°C

713826

3.2.1.37

1.2

-

37°C

683715

3.2.1.37

2.1

-

-

136283

3.2.1.37

2.4

-

-

136312

3.2.1.37

2.684

-

pH 6.0, 90°C

750026

3.2.1.37

3.6

-

at pH 3.0 and 50°C

749653

3.2.1.37

4.54

-

at pH 4.0 and 70°C

752093

3.2.1.37

7.5

-

-

136274

3.2.1.55

0.093

-

pH 5.7, 50°C, recombinant full-length enzyme

732745

3.2.1.55

0.097

-

pH 5.7, 50°C, recombinant catalytic module CtGH43

732745

3.2.1.55

0.5

-

75°C

288840

3.2.1.55

0.72

-

60°C

288840

3.2.1.55

1.01

-

pH 7.0, 37°C

654276

3.2.1.55

3.08

-

at pH 6.5 and 60°C

749717

3.2.1.21

4 entries

3.2.1.23

2 entries

3.2.1.37

9 entries

3.2.1.55

6 entries

3.2.1.8

59.4

-

pH 5.0, 50°C

656559

References & Links

Literature References (45)

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Show Reference (45 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

136274

-

Effective induction, purification and characterization of Trichoderma koningii G-39 beta-xylosidase with high transferase activity

2000

Li, Y.K.; Yao, H.J.; Cho, Y.T.

Biotechnol. Appl. Biochem.

31

119-125

136275

9872754

Sequence analysis, overexpression, and antisense inhibition of a beta-xylosidase gene, xylA, from Aspergillus oryzae KBN616

1999

Kitamoto, N.; Yoshino, S.; Ohmiya, K.; Tsukagoshi, N.

Appl. Environ. Microbiol.

65

20-24

136283

1522062

Purification and characterization of a thermostable beta-xylosidase from Thermoanaerobacter ethanolicus

1992

Shao, W.; Wiegel, J.

J. Bacteriol.

174

5848-5853

136307

6434508

beta-xylosidase from Aspergillus niger 15: Purification and properties

1983

Rodionova, N.A.; Tavobilov, I.M.; Bezborodov, A.M.

J. Appl. Biochem.

5

300-312

136312

752411

Purification and properties of beta-xylosidase from Penicillium wortmanni

1978

Claeyssens, F.D.; Van Beeumen, J.; De Bruyne, C.K.

Can. J. Biochem.

56

43-50

136318

8830058

Isolation and characterization of an enzyme with beta-glucosidase and beta-fucosidase activities from Dalbergia cochinchinensis Pierre

1996

Srisomsap, C.; Svasti, J.; Surarit, R.; Champattanachai, V.; Sawangareetrakul, P.; Boonpuan, K.; Subhasitanont, P.; Chokchaichamnankit, D.

J. Biochem.

119

585-590

136331

4690235

Further studies on glycosidases from liver of Turbo cornutus with special reference to beta-galactosidase, alpha-L-arabinosidase and beta-D-fucosidase activities

1973

Yamada, M.; Ikeda, K.; Egami, F.

J. Biochem.

73

69-76

171271

-

beta-Galactosidase

1972

Wallenfels, K.; Weil, R.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

7

617-663

171289

-

beta-Galactosidase from a strain of the anaerobic thermophile, Thermoanaerobacter

1989

Lind, D.L.; Daniel, R.M.; Cowan, D.A.; Morgan, H.W.

Enzyme Microb. Technol.

11

180-186

171321

26842

beta-Galactosidase from bovine testes

1978

Distler, J.J.; Jourdian, G.W.

Methods Enzymol.

50

514-520

171344

7747967

Purification and characterization of a thermotolerant beta-galactosidase from Thermomyces lanuginosa

1993

Fischer, L.; Scheckermann, C.; Wagner, F.

Appl. Environ. Microbiol.

61

1497-1501

288840

10742272

Genetic and biochemical characterization of a highly thermostable alpha-L-arabinofuranosidase from Thermobacillus xylanilyticus

2000

Debeche, T.; Cummings, N.; Connerton, I.; Debeire, P.; O'Donohue, M.J.

Appl. Environ. Microbiol.

66

1734-1736

654276

14660356

Purification and characterization of alpha-L-arabinopyranosidase and alpha-L-arabinofuranosidase from Bifidobacterium breve K-110, a human intestinal anaerobic bacterium metabolizing ginsenoside Rb2 and Rc

2003

Shin, H.Y.; Park, S.Y.; Sung, J.H.; Kim, D.H.

Appl. Environ. Microbiol.

69

7116-7123

655434

11784319

Functional expression of human liver cytosolic beta-glucosidase in Pichia pastoris. Insights into its role in the metabolism of dietary glucosides

2002

Berrin, J.G.; McLauchlan, W.R.; Needs, P.; Williamson, G.; Puigserver, A.; Kroon, P.A.; Juge, N.

Eur. J. Biochem.

269

249-258

656191

12464603

Bifunctional family of 3 glycoside hydrolases from barley with alpha-L-arabinofuranosidas and beta-D-xylosidase activity

2003

Lee, R.C.; Hrmova, M.; Burton, R.A.; Lahnstein, J.; Fincher, G.B.

J. Biol. Chem.

278

5377-5387

656559

-

Catalytic properties of the endoxylanase I from Thermoascus aurantiacus

2001

Kalogeris, E.; Christakopoulos, P.; Vrsanska, M.; Kekos, D.; Biely, P.; Macris, B.J.

J. Mol. Catal. B

11

491-501

656940

11393513

Purification and characterization of isoforms of beta-galactosidases in mung bean seedlings

2001

Li, S.C.; Han, J.W.; Chen, K.C.; Chen, C.S.

Phytochemistry

57

349-359

663046

16098548

Purification of an isoflavonoid 7-O-beta-apiosyl-glucoside beta-glycosidase and its substrates from Dalbergia nigrescens Kurz

2005

Chuankhayan, P.; Hua, Y.; Svasti, J.; Sakdarat, S.; Sullivan, P.A.; Ketudat Cairns, J.R.

Phytochemistry

66

1880-1889

664519

15261595

Synthesis of pentose-containing disaccharides using a thermostable alpha-L-arabinofuranosidase

2004

Remond, C.; Plantier-Royon, R.; Aubry, N.; Maes, E.; Bliard, C.; ODonohue, M.J.

Carbohydr. Res.

339

2019-2025

666776

-

Effect of carbon source on the biochemical properties of beta-xylosidases produced by Aspergillus versicolor

2004

Andrade, S.d.V.; Polizeli, M.d.; Terenzi, H.F.; Jorge, J.A.

Process Biochem.

39

1931-1938

678474

18068682

Isolation and characterization of a new family 42 beta-galactosidase from the thermoacidophilic bacterium Alicyclobacillus acidocaldarius: identification of the active site residues

2008

Di Lauro, B.; Strazzulli, A.; Perugino, G.; La Cara, F.; Bedini, E.; Corsaro, M.M.; Rossi, M.; Moracci, M.

Biochim. Biophys. Acta

1784

292-301

679542

-

Characteristics of chimeric enzymes constructed between Thermotoga maritima and Agrobacterium tumefaciens beta-glucosidases: role of C-terminal domain in catalytic activity

2006

Kim, B.; Singh, S.P.; Hayashi, K.

Enzyme Microb. Technol.

38

952-959

679713

17033733

Gene cloning and expression in Escherichia coli of a bi-functional beta-D-xylosidase/alpha-L-arabinosidase from Sulfolobus solfataricus involved in xylan degradation

2007

Morana, A.; Paris, O.; Maurelli, L.; Rossi, M.; Cannio, R.

Extremophiles

11

123-132

681442

17555766

The crystal structure of human cytosolic beta-glucosidase unravels the substrate aglycone specificity of a family 1 glycoside hydrolase

2007

Tribolo, S.; Berrin, J.G.; Kroon, P.A.; Czjzek, M.; Juge, N.

J. Mol. Biol.

370

964-975

683715

17615411

Molecular cloning of a bifunctional beta-xylosidase/alpha-L-arabinosidase from alfalfa roots: heterologous expression in Medicago truncatula and substrate specificity of the purified enzyme

2007

Xiong, J.S.; Balland-Vanney, M.; Xie, Z.P.; Schultze, M.; Kondorosi, A.; Kondorosi, E.; Staehelin, C.

J. Exp. Bot.

58

2799-2810

700334

18550352

A family 51 alpha-l-arabinofuranosidase from Penicillium purpurogenum: purification, properties and amino acid sequence

2008

Fritz, M.; Ravanal, M.C.; Braet, C.; Eyzaguirre, J.

Mycol. Res.

112

933-942

701882

19806354

A novel acid-stable, acid-active beta-galactosidase potentially suited to the alleviation of lactose intolerance

2010

O'Connell, S.; Walsh, G.

Appl. Microbiol. Biotechnol.

86

517-524

704135

19552429

A beta-galactosidase from pea seeds (PsBGAL): Purification, stabilization, catalytic energetics, conformational heterogeneity, and its significance

2009

Dwevedi, A.; Kayastha, A.M.

J. Agric. Food Chem.

57

7086-7096

704235

19702863

Isolation and basic characterization of a beta-glucosidase from a strain of Lactobacillus brevis isolated from a malolactic starter culture

2010

Michlmayr, H.; Schümann, C.; Barreira Braz Da Silva, N.; Kulbe, K.; Del Hierro, A.

J. Appl. Microbiol.

108

550-559

713826

20562284

Novel bifunctional alpha-L-arabinofuranosidase/xylobiohydrolase (ABF3) from Penicillium purpurogenum

2010

Ravanal, M.C.; Callegari, E.; Eyzaguirre, J.

Appl. Environ. Microbiol.

76

5247-5253

714243

21410228

Structural and functional analyses of a glycoside hydrolase family 5 enzyme with an unexpected beta-fucosidase activity

2011

Yoshida, S.; Park, D.S.; Bae, B.; Mackie, R.; Cann, I.K.; Nair, S.K.

Biochemistry

50

3369-3375

715312

20477891

Hydrolytic properties of a thermostable alpha-L-arabinofuranosidase from Caldicellulosiruptor saccharolyticus

2010

Lim, Y.R.; Yoon, R.Y.; Seo, E.S.; Kim, Y.S.; Park, C.S.; Oh, D.K.

J. Appl. Microbiol.

109

1188-1197

721315

16348503

Evidence that beta-galactosidase of Sulfolobus solfataricus is only one of several activities of a thermostable beta-D-glycosidase

1991

Grogan, D.W.

Appl. Environ. Microbiol.

57

1644-1649

729348

19881292

Production of the rare ginsenosides compound K, compound Y, and compound Mc by a thermostable beta-glycosidase from Sulfolobus acidocaldarius

2009

Noh, K.H.; Oh, D.K.

Biol. Pharm. Bull.

32

1830-1835

732745

24039988

A novel alpha-L-arabinofuranosidase of family 43 glycoside hydrolase (Ct43Araf) from Clostridium thermocellum

2013

Ahmed, S.; Luis, A.S.; Bras, J.L.; Ghosh, A.; Gautam, S.; Gupta, M.N.; Fontes, C.M.; Goyal, A.

PLoS ONE

8

e73575

735531

21052989

Production of aglycon protopanaxadiol via compound K by a thermostable beta-glycosidase from Pyrococcus furiosus

2011

Yoo, M.H.; Yeom, S.J.; Park, C.S.; Lee, K.W.; Oh, D.K.

Appl. Microbiol. Biotechnol.

89

1019-1028

744069

26769705

Aspergillus fumigatus produces two arabinofuranosidases from glycosyl hydrolase family 62 comparative properties of the recombinant enzymes

2016

Perez, R.; Eyzaguirre, J.

Appl. Biochem. Biotechnol.

179

143-154

744883

28485897

Three-dimensional structures and functional studies of two GH43 arabinofuranosidases from Weissella sp. strain 142 and Lactobacillus brevis

2017

Linares-Pasten, J.A.; Falck, P.; Albasri, K.; Kjellstroem, S.; Adlercreutz, P.; Logan, D.T.; Karlsson, E.N.

FEBS J.

284

2019-2036

746353

-

Heterologous expression, characterization and application of a new beta-xylosidase identified in solventogenic Clostridium sp. strain BOH3

2018

Li, T.; Wu, Y.; He, J.

Process Biochem.

67

99-104

749602

30225545

Expression and characterisation of a pH and salt tolerant, thermostable and xylose tolerant recombinant GH43 beta-xylosidase from Thermobifida halotolerans YIM 90462T for promoting hemicellulose degradation

2019

Yin, Y.R.; Xian, W.D.; Han, M.X.; Zhou, E.M.; Liu, L.; Alkhalifah, D.H.M.; Hozzein, W.N.; Xiao, M.; Li, W.J.

Antonie van Leeuwenhoek

112

339-350

749653

26150469

Novel pH-stable glycoside hydrolase family 3 beta-xylosidase from Talaromyces amestolkiae an enzyme displaying regioselective transxylosylation

2015

Nieto-Dominguez, M.; de Eugenio, L.I.; Barriuso, J.; Prieto, A.; Fernandez de Toro, B.; Canales-Mayordomo, A.; Martinez, M.J.

Appl. Environ. Microbiol.

81

6380-6392

749717

30903213

Highly thermostable GH51 alpha-arabinofuranosidase from Hungateiclostridium clariflavum DSM 19732

2019

Geng, A.; Wu, J.; Xie, R.; Wang, H.; Wu, Y.; Li, X.; Chang, F.; Sun, J.

Appl. Microbiol. Biotechnol.

103

3783-3793

750026

30616097

Cloning, overexpression and characterization of a thermostable beta-xylosidase from Thermotoga petrophila and cooperated transformation of ginsenoside extract to ginsenoside 20(S)-Rg3 with a beta-glucosidase

2019

Zhang, S.; Xie, J.; Zhao, L.; Pei, J.; Su, E.; Xiao, W.; Wang, Z.

Bioorg. Chem.

85

159-167

752093

26166179

Cloning, expression and characterization of beta-xylosidase from Aspergillus niger ASKU28

2015

Choengpanya, K.; Arthornthurasuk, S.; Wattana-amorn, P.; Huang, W.T.; Plengmuankhae, W.; Li, Y.K.; Kongsaeree, P.T.

Protein Expr. Purif.

115

132-140

752455

27837549

Purification and characterization of a novel ginsenoside Rc-hydrolyzing beta-glucosidase from Armillaria mellea mycelia

2016

Upadhyaya, J.; Yoon, M.S.; Kim, M.J.; Ryu, N.S.; Song, Y.E.; Kim, Y.H.; Kim, M.K.

AMB Express

6

112

Links to other databases for 4-nitrophenyl alpha-L-arabinoside

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Show Links (1 entry)

ChEBI

PubChem