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Ligand 4-methylumbelliferyl alpha-D-galactoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

3.2.1.20

655516

4-methylumbelliferyl alpha-D-galactopyranoside + H2O = 4-methylumbelliferone + alpha-D-galactopyranose

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3.2.1.22

654330, 750344, 730674, 700230, 654803, 729607, 657237

4-methylumbelliferyl alpha-D-galactoside + H2O = 4-methylumbelliferone + alpha-D-galactose

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3.2.1.22

171221, 716238, 654800, 171226, 171240

4-methylumbelliferyl alpha-D-galactoside + H2O = 4-methylumbelliferone + D-galactose

-

3.2.1.22

664176, 666819

4-methylumbelliferyl alpha-D-galactoside + H2O = alpha-D-galactose + 4-methylumbelliferone

-

3.2.1.22

751953

4-methylumbelliferyl alpha-D-galactopyranoside + H2O = 4-methylumbelliferone + alpha-D-galactopyranose

-

3.2.1.22

136488

4-methylumbelliferyl-alpha-D-galactopyranoside + H2O = ?

-

3.2.1.22

5 entries

3.2.1.49

171227, 208660, 707033

4-methylumbelliferyl-alpha-D-galactopyranoside + H2O = 4-methylumbelliferone + alpha-D-galactopyranose

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Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

3.2.1.18

-

4-methylumbelliferyl D-N-acetylneuraminyl-alpha-(2->3)-D-galactopyranoside + H2O = 4-methylumbelliferol + N-acetylneuraminate + 4-methylumbelliferyl alpha-D-galactopyranoside

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Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

COMMENTARY

EC NUMBER

LITERATURE

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

50°C, pH 4.5

3.2.1.22

654803

49.8

-

K_M Value (16 results)

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Show KM Value (16 entries)

COMMENTARY

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

LITERATURE

-

3.2.1.22

0.45

-

171221

-

3.2.1.22

2.9

-

171228

-

3.2.1.22

6.8

-

171228

-

3.2.1.22

1.55

-

136488

-

4 entries

50°C, pH 4.5

3.2.1.22

0.5

-

654803

alpha-galactosidase A

3.2.1.22

2.9

-

171226

alpha-galactosidase B

3.2.1.22

6.8

-

171227

mutant enzyme Q279E and R301Q

3.2.1.22

2.8

-

654800

pH 4.6, 37°C, mutant M51I

3.2.1.22

4

-

716238

pH 4.6, 37°C, wild-type

3.2.1.22

4.5

-

716238

pH 4.6, mutant enzyme E66D

3.2.1.22

2.3

-

654330

pH 4.6, mutant enzyme S65A

3.2.1.22

3.4

-

654330

pH 4.6, mutant enzyme S65T

3.2.1.22

3.5

-

654330

pH 4.6, wild-type enzyme

3.2.1.22

2.3

-

654330

wild-type enzyme

3.2.1.22

2.2

-

654800

-

3.2.1.49

6.8

-

208660, 171227

References & Links

Literature References (21)

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Show Reference (21 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

136488

661600

Ceramide trihexosidase from human placenta

1978

Kusiak, J.W.; Quirk, J.M.; Brady, R.O.

Methods Enzymol.

50

533-537

171221

-

alpha-Galactosidase of Proterioochromonas malhamensis

1981

Dey, P.M.; Kaus, H.

Phytochemistry

20

45-48

171226

39940

Studies on human liver alpha-galactosidase. I Purification of alpha-Galactosidas A and its enzymatic properties with glycolipid and oligosaccharide substrates

1979

Dean, K.J.; Sweeley, C.C.

J. Biol. Chem.

254

9994-10000

171227

226532

Studies on human liver alpha-galactosidase. II Purification and enzymatic properties of alpha-Galactosidas B (alpha-N-acetylgalactosaminidase)

1979

Dean, K.J.; Sweeley, C.C.

J. Biol. Chem.

254

10001-10005

171228

226533

Studies on human liver alpha-galactosidases. III. Partial characterization of carbohydrate-binding specificities

1979

Dean, K.J.; Sweeley, C.C.

J. Biol. Chem.

254

10006-10010

171240

8104

Properties of mouse alpha-galactosidase

1976

Lusis, A.J.; Paigen, K.

Biochim. Biophys. Acta

437

487-497

208660

901541

The identification of alpha-galactosidase B from human liver as an alpha-N-acetylgalactosaminidase

1977

Dean, K.J.; Sung, S.S.J.; Sweeley, C.C.

Biochem. Biophys. Res. Commun.

77

1411-1417

654330

10845698

Role of Ser-65 in the activity of alpha-galactosidase A: characterization of a point mutation (S65T) detected in a patient with Fabry disease

2000

Ishii, S.; Suzuki, Y.; Fan, J.Q.

Arch. Biochem. Biophys.

377

228-233

654800

10838196

Characterization of two alpha-galactosidase mutants (Q279E and R301Q) found in an atypical variant of fabry disease

2000

Kase, R.; Bierfreund, U.; Klein, A.; Kolter, T.; Utsumi, K.; Itoh, K.; Sandhoff, K.; Sakuraba, H.

Biochim. Biophys. Acta

1501

227-235

654803

11078955

Purification and characterization of alpha-galactosidase from a thermophilic fungus Thermomyces lanuginosus

2000

Puchart, V.; Vrsanska, M.; Bhat, M.K.; Biely, P.

Biochim. Biophys. Acta

1524

27-37

655516

10972187

Thermotoga maritima AglA, an extremely thermostable NAD+-, Mn2+-, and thiol-dependent alpha-glucosidase

2000

Raasch, C.; Streit, W.; Schanzer, J.; Bibel, M.; Gosslar, U.; Liebl, W.

Extremophiles

4

189-200

657237

11087687

Expression and characterization of glycosylated and catalytically active recombinant human alpha-galactosidase A produced in Pichia pastoris

2000

Chen, Y.; Jin, M.; Egborge, T.; Coppola, G.; Andre, J.; Calhoun, D.H.

Protein Expr. Purif.

20

472-484

664176

15511632

Transgenic mouse expressing human mutant alpha-galactosidase A in an endogenous enzyme deficient background: a biochemical animal model for studying active-site specific chaperone therapy for Fabry disease

2004

Ishii, S.; Yoshioka, H.; Mannen, K.; Kulkarni, A.B.; Fan, J.Q.

Biochim. Biophys. Acta

1690

250-257

666819

15358377

Efficient and rapid purification of recombinant human alpha-galactosidase A by affinity column chromatography

2004

Yasuda, K.; Chang, H.H.; Wu, H.L.; Ishii, S.; Fan, J.Q.

Protein Expr. Purif.

37

499-506

700230

19181556

Molecular interaction of imino sugars with human alpha-galactosidase: Insight into the mechanism of complex formation and pharmacological chaperone action in Fabry disease

2009

Sugawara, K.; Tajima, Y.; Kawashima, I.; Tsukimura, T.; Saito, S.; Ohno, K.; Iwamoto, K.; Kobayashi, T.; Itoh, K.; Sakuraba, H.

Mol. Genet. Metab.

96

233-238

707033

19853240

Use of a modified alpha-N-acetylgalactosaminidase in the development of enzyme replacement therapy for Fabry disease

2009

Tajima, Y.; Kawashima, I.; Tsukimura, T.; Sugawara, K.; Kuroda, M.; Suzuki, T.; Togawa, T.; Chiba, Y.; Jigami, Y.; Ohno, K.; Fukushige, T.; Kanekura, T.; Itoh, K.; Ohashi, T.; Sakuraba, H.

Am. J. Hum. Genet.

85

569-580

716238

21353612

Molecular mechanism for stabilization of a mutant alpha-galactosidase A involving M51I amino acid substitution by imino sugars

2011

Tsukimura, T.; Chiba, Y.; Ohno, K.; Saito, S.; Tajima, Y.; Sakuraba, H.

Mol. Genet. Metab.

103

26-32

729607

22569598

Comparison between alpha-galactosidase A activity in blood samples collected on filter paper, leukocytes and plasma

2012

Daitx, V.V.; Mezzalira, J.; Goldim, M.P.; Coelho, J.C.

Clin. Biochem.

45

1233-1238

730674

23935525

Functional characterisation of alpha-galactosidase a mutations as a basis for a new classification system in Fabry disease

2013

Lukas, J.; Giese, A.K.; Markoff, A.; Grittner, U.; Kolodny, E.; Mascher, H.; Lackner, K.J.; Meyer, W.; Wree, P.; Saviouk, V.; Rolfs, A.

PLoS Genet.

9

e1003632

750344

25804996

Comparing the alpha-galactosidase A biochemical properties from healthy individuals and Fabry disease patients

2015

Daitx, V.V.; Mezzalira, J.; Moraes, V.d.a. .C.; Breier, A.C.; Ce, J.; Coelho, J.C.

Clin. Chim. Acta

445

60-64

751953

27788225

Identification of an allosteric binding site on human lysosomal alpha-galactosidase opens the way to new pharmacological chaperones for Fabry disease

2016

Citro, V.; Pena-Garcia, J.; den-Haan, H.; Perez-Sanchez, H.; Del Prete, R.; Liguori, L.; Cimmaruta, C.; Lukas, J.; Cubellis, M.V.; Andreotti, G.

PLoS ONE

11

e0165463

Links to other databases for 4-methylumbelliferyl alpha-D-galactoside

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Show Links (1 entry)

ChEBI

PubChem

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