print visible entries

print all entries

Ligand 4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside

Basic Ligand Information

Molecular Structure

close all tables

open all tables

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (7 results)

top print hide

Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.1.169

4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferone + 2-acetamido-2-deoxy-beta-D-glucopyranose

704200

-

3.2.1.169

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferol + N-acetyl-beta-D-glucosamine

703054

-

3.2.1.169

2 entries

3.2.1.21

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferone + 2-acetamido-2-deoxy-beta-D-glucopyranose

656945

-

3.2.1.52

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferol + N-acetyl-beta-D-glucosamine

665721

-

3.2.1.52

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferone + 2-acetamido-2-deoxy-beta-D-glucopyranose

682425

-

3.2.1.52

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = 4-methylumbelliferone + 2-acetamido-2-deoxy-beta-D-glucopyranoside

393653, 393658, 393664, 393668, 393689, 393690, 393691, 393694, 393721, 393726, 393709, 393707, 393725, 393722, 393730, 393684, 393673, 393697, 393724, 393507, 393685, 682425, 393680

-

3.2.1.52

4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O = ?

679277

-

3.2.1.52

4 entries

Enzyme Kinetic Parameters

K_M Value (11 results)

top print hide

Show KM Value (11 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.2.1.169

0.08

-

D242N mutant, at a pH value of 8.5 the apparent Km is 12fold reduced (1 mM to 0.08 mM)

704200

3.2.1.169

1

-

D242N mutant, at a pH value of 8.5 the apparent Km is 12fold reduced (1 mM to 0.08 mM)

704200

3.2.1.52

0.11

-

-

393722

3.2.1.52

0.55

-

form P

393726

3.2.1.52

0.555

-

with 0.01% bovine or human serum albumin

393721

3.2.1.52

0.58

-

-

393721

3.2.1.52

0.65

-

form A

393726

3.2.1.52

0.74

-

hexosaminidase B

393658

3.2.1.52

0.77

-

-

393507

3.2.1.52

0.8

-

hexosaminidase A

393658

3.2.1.52

1

-

hexosaminidase I2

393658

3.2.1.169

2 entries

3.2.1.52

9 entries

References & Links

Literature References (28)

top print hide

Show Reference (28 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

393507

7370275

Chitinase and beta-N-acetylglucosaminidase from the digestive fluid of the spider, Cupiennius salei

1980

Mommsen, T.P.

Biochim. Biophys. Acta

612

361-372

393653

2976757

Purification and characterization of beta-N-acetylhexosaminidase I from human placenta

1988

Kinoshita, K.; Taniguchi, N.; Makita, A.; Narita, M.; Oikawa, K.

J. Biochem.

104

827-831

393658

2423070

Purification and characterization of beta-N-acetylhexosaminidase I2 from human liver

1986

Dewji, N.N.; De-Keyser, D.R.; Stirling, J.L.

Biochem. J.

234

157-162

393664

6219664

Mucolipidosis III beta-N-acetyl-D-hexosaminidase A. Purification and properties

1982

Kress, B.C.; Hirani, S.; Freeze, H.H.; Little, L.; Miller, A.L.

Biochem. J.

207

421-428

393668

758959

Purification and some properties of liver and brain beta-N-acetyl-hexosaminidase S

1979

Potier, M.; Teitelbaum, J.; Melancon, S.B.; Dallaire, L.

Biochim. Biophys. Acta

566

80-87

393673

25183

Properties of four molecular forms of N-acetyl-beta-D-hexosaminidase isolated from germinating seeds of fenugreek (Trigonella foenum graecum)

1978

Bouquelet, S.; Spik, G.

Eur. J. Biochem.

84

551-559

393680

10481922

Thermodynamic characterization of the mutated isoenzyme A of beta-N-acetylhexosaminidase in GM2-gangliosidosis B1 variant

1999

Perez, L.F.; Ribeiro, H.M.; Casal, J.A.; Pinto, R.A.; Sa Miranda, M.C.; Tutor, J.C.

Clin. Chim. Acta

285

45-51

393684

9677388

Structural and functional characterization of Streptomyces plicatus beta-N-acetylhexosaminidase by comparative molecular modeling and site-directed mutagenesis

1998

Mark, B.L.; Wasney, G.A.; Salo, T.J.S.; Khan, A.M.; Cao, Z.; Robbins, P.W.; James, M.N.G.; Triggs-Raine, B.L.

J. Biol. Chem.

273

19618-19624

393685

8969205

The chitin catabolic cascade in the marine bacterium Vibrio furnissii: Molecular cloning, isolation, and characterization of a periplasmic beta-N-acetylhexosaminidase

1996

Keyhani, N.O.; Roseman, S.

J. Biol. Chem.

271

33425-33432

393689

1838125

Biochemical characterization of beta-acetylhexosaminidase in different biological specimens from eleven patients with GM2-gangliosidosis B1 variant

1991

Ribeiro, M.G.; Pinto, R.A.; Dos Santos, M.R.; Maia, M.; Sa Miranda, M.C.

J. Inherit. Metab. Dis.

14

715-720

393690

8923943

Unusual thermolability properties of beta-hexosaminidase: Studies of enzyme from cultured cells and clinical implications

1996

Prence, E.M.; Zalewski, I.; Natowicz, M.R.

Am. J. Med. Genet.

65

320-324

393691

10510735

Characterization of the isoenzyme profile of beta-N-acetylhexosaminidase in the urine of newborns

1999

Perez, L.F.; Martinez, M.I.; Ribeiro, H.M.; Pinto, R.A.; Sa Miranda, M.C.; Tutor, J.C.

Clin. Chem. Lab. Med.

37

765-769

393694

8400547

Light and heavy lysosomes: characterization of N-acetyl-beta-D-hexosaminidase isolatad from normal and I-cell disease lymphoblasts

1993

Miller, A.L.; Norton, V.; Robertson, R.; Jenks, M.; Yeh, R.Y.; Wright, D.

Glycobiology

3

313-318

393697

9063965

Purification and characterization of beta-N-acetylhexosaminidase from the liver of a prawn, Penaeus japonicus

1996

Koga, D.; Hoshika, H.; Matsushita, M.; Tanaka, A.; Ide, A.; Kono, M.

Biosci. Biotechnol. Biochem.

60

194-199

393707

4041463

Purification and properties of bovine mammary gland N-acetyl-beta-D-glucosaminidase

1985

Kitchen, B.J.; Masters, C.J.

Biochim. Biophys. Acta

831

125-132

393709

-

Purification of pig gastric-mucosal N-acetyl-beta-D-glucosaminidase

1984

Devery, R.; Collins, P.; Johnson, A.; Watson, G.

Biochem. Soc. Trans.

12

460

393721

4811067

Isolation and characterization of the major beta-N-acetyl-D-glucosaminidase from human plasma

1974

Verpoorte, J.A.

Biochemistry

13

793-799

393722

4196675

An exo-beta-N-acetylglucosaminidase from Bacillus subtilis B. Characterization

1973

Berkeley, R.C.W.; Brewer, S.J.; Ortiz, J.M.; Gillespie, J.B.

Biochim. Biophys. Acta

309

157-168

393724

4722441

Partial purification and properties of a beta-N-acetylglucosaminidase from the fungus Sclerotina fructigena

1973

Reyes, F.; Byrde, R.J.

Biochem. J.

131

381-388

393725

5065953

Purification of two beta-N-acetyl-D-glucosaminidases from beef spleen

1972

Verpoorte, J.A.

J. Biol. Chem.

247

4787-4793

393726

5038693

Separation and characterization of N-acetyl-beta-glucosaminidases A and P from maternal serum

1972

Stirling, J.L.

Biochim. Biophys. Acta

271

154-162

393730

3327914

A mutant of Candida albicans deficient in beta-N-acetylglucosaminidase (chitobiase)

1987

Jenkinson, H.F.; Shepherd, M.G.

J. Gen. Microbiol.

133

2097-2106

656945

11909624

A beta-glucosidase/xylosidase from the phytopathogenic oomycete, Phytophthora infestans

2002

Brunner, F.; Wirtz, W.; Rose, J.K.C.; Darvill, A.G.; Govers, F.; Scheel, D.; Nurnberger, T.

Phytochemistry

59

689-696

665721

16684772

Purification, characterization, and cloning of a spodoptera frugiperda SF9 beta-N-acetylhexosaminidase that hydrolyzes terminal N-acetylglucosamine on N-glycan core

2006

Tomiya, N.; Narang, S.; Park, J.; Abdul-Rahman, B.; Choi, O.; Singh, S.; Hiratake, J.; Sakata, S.; Betenbaugh, M.J.; Palter, K.B.; Lee, Y.C.

J. Biol. Chem.

281

19545-19560

679277

16776631

Fluorimetric determination of activity and isoenzyme composition of N-acetyl-beta-D-hexosaminidase in seminal plasma of fertile men and infertile patients with secretory azoospermia

2006

Tassi, C.; Angelini, A.; Beccari, T.; Capodicasa, E.

Clin. Chem. Lab. Med.

44

843-847

682425

17644627

Enzymatic properties and subcellular localization of Arabidopsis beta-N-acetylhexosaminidases

2007

Strasser, R.; Bondili, J.S.; Schoberer, J.; Svoboda, B.; Liebminger, E.; Gloessl, J.; Altmann, F.; Steinkellner, H.; Mach, L.

Plant Physiol.

145

5-16

703054

19423084

Enzymatic characterization and inhibition of the nuclear variant of human O-GlcNAcase

2009

Macauley, M.S.; Vocadlo, D.J.

Carbohydr. Res.

344

1079-1084

704200

20067256

Visualizing the Reaction Coordinate of an O-GlcNAc Hydrolase

2010

He, Y.; Macauley, M.S.; Stubbs, K.A.; Vocadlo, D.J.; Davies, G.J.

J. Am. Chem. Soc.

132

1807-1809

Links to other databases for 4-methylumbelliferyl-2-acetamido-2-deoxy-beta-D-glucopyranoside

top print hide

Show Links (1 entry)

ChEBI

PubChem

-