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Ligand phenyl-beta-D-galactoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.344

GDP-beta-L-fucose + phenyl beta-D-galactopyranoside = GDP + phenyl alpha-L-fucosyl-(1->2)-beta-D-galactopyranoside

489369

-

2.4.1.69

GDP-beta-L-fucose + phenyl beta-D-galactopyranoside = GDP + phenyl alpha-L-fucosyl-(1->2)-beta-D-galactopyranoside

489369

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.18

acetyl-CoA + beta-D-phenylgalactoside = CoA + 6-O-acetyl-beta-D-phenylgalactoside

486461, 486466

-

2.4.1.344

GDP-beta-L-fucose + phenyl beta-D-galactopyranoside = GDP + phenyl alpha-L-fucosyl-(1->2)-beta-D-galactopyranoside

489360, 740259, 740517, 740645, 740646, 489369, 489356

-

2.4.1.69

GDP-beta-L-fucose + phenyl beta-D-galactopyranoside = GDP + phenyl alpha-L-fucosyl-(1->2)-beta-D-galactopyranoside

489369

-

2.4.1.69

GDP-L-fucose + phenyl-beta-D-galactoside = ?

723789

-

2.4.1.69

GDP-L-fucose + phenyl-beta-D-galactoside = GDP + phenyl 2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside

489359, 349720, 489348, 489350, 489360, 489362, 489369

-

2.4.1.69

3 entries

3.2.1.108

phenyl-beta-galactoside + H2O = phenol + beta-D-galactose

208756

-

3.2.1.23

phenyl-beta-D-galactopyranoside + H2O = phenol + beta-D-galactose

679616

-

3.2.1.23

phenyl-beta-D-galactoside + H2O = phenol + beta-D-galactose

171271, 171273, 171300, 171306, 171325, 171344, 171322, 171314, 171303, 171328

-

3.2.1.23

2 entries

3.2.1.62

phenyl-beta-D-galactopyranoside + H2O = phenol + beta-D-galactopyranose

208757

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

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Show Turnover Number (5 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.3.1.18

13

-

acetyl donor: acetyl-CoA

486466

2.4.1.69

0.011

-

isoform FUT1 mutant C35T, in 50 mM Tris-HCl (pH 7.2), at 37°C

723789

2.4.1.69

0.011

-

wild type isoform FUT1, in 50 mM Tris-HCl (pH 7.2), at 37°C

723789

3.2.1.23

65

-

-

171344

3.2.1.23

166

-

pH 6.5, 30°C

679616

2.4.1.69

2 entries

3.2.1.23

2 entries

K_M Value (27 results)

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Show KM Value (27 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.18

63.4

-

acetyl donor: acetyl-CoA

486466

2.4.1.344

1.9

-

pH 6.1, 37°C

740645

2.4.1.344

4

-

pH 7.0, 37°C

740517

2.4.1.344

13

-

pH 7.2, temperature not specified in the publication

489360

2.4.1.344

25

-

pH 7.2, 37°C

489369

2.4.1.344

25.4

-

pH 6.5, 37°C

740259

2.4.1.344

33

-

pH 7.2, 37°C

489369

2.4.1.69

2.7

-

H-gene encoded enzyme

489349

2.4.1.69

3

-

H-gene encoded enzyme

489350

2.4.1.69

3.3

-

enzyme from plasma

489360

2.4.1.69

7.6

-

recombinant enzyme

489359

2.4.1.69

8.2

-

-

349720

2.4.1.69

8.4

-

Se-gene encoded enzyme

489349

2.4.1.69

8.79

-

pH 6.0, 37°C. wild-type enzyme

657849

2.4.1.69

11.4

-

Se-gene encoded enzyme

489350

2.4.1.69

13

-

-

489360

2.4.1.69

25

-

enzyme FTA

489369

2.4.1.69

25

-

enzyme FTB

489369

2.4.1.69

33

-

pH 7.2, 37°C

489369

2.4.1.69

83.6

-

wild type isoform FUT1, in 50 mM Tris-HCl (pH 7.2), at 37°C

723789

2.4.1.69

125

-

isoform FUT1 mutant C35T, in 50 mM Tris-HCl (pH 7.2), at 37°C

723789

3.2.1.23

1.47

-

with 0.05 M NaCl

171273

3.2.1.23

1.7

-

-

171325

3.2.1.23

2.6

-

pH 6.5, 30°C

679616

3.2.1.23

3.23

-

without NaCl

171273

3.2.1.23

4.26

-

-

171322

3.2.1.23

35.9

-

-

171344

2.4.1.344

6 entries

2.4.1.69

14 entries

3.2.1.23

6 entries

References & Links

Literature References (30)

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Show Reference (30 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

171271

-

beta-Galactosidase

1972

Wallenfels, K.; Weil, R.

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

7

617-663

171273

-

beta-Galactosidase

1960

Wallenfels, K.; Malhotra, O.M.

The Enzymes, 2nd Ed (Boyer, P. D. , Lardy, H. , Myrbäck, K. , eds. )

4

409-430

171300

16663831

Characteristics of a beta-galactosidase associated with the stroma of chloroplasts prepared from mesophyll protoplasts of the primary leaf of wheat

1984

Bhalla, P.L.; Dalling, M.J.

Plant Physiol.

76

92-95

171303

-

Purification and some properties of beta-galactosidase from Penicillium multicolor

1983

Takenishi, S.; Watanabe, Y.; Miwa, T.; Kobayashi, R.

Agric. Biol. Chem.

47

2533-2540

171306

-

beta-Glucosidase and beta-galactosidase from the periplasmic space of Rhizobium trifolii cells

1982

Abe, M.; Higashi, S.

J. Gen. Appl. Microbiol.

28

551-562

171314

-

beta-Galactosidase from sugar cane

1986

Etcheberrigaray, J.L.; Vattuone, M.A.; Sampietro, A.R.

Phytochemistry

20

49-51

171322

9384

Purification and characterization of beta-N-acetylhexosaminidases and beta-galactosidase from Streptococcus 6646 K

1976

Kiyohara, T.; Terao, T.; Shioiri-Nakano, K.; Osawa, T.

J. Biochem.

80

9-17

171325

-

Purification and properties of beta-galactosidase from Penicillium citrinum

1979

Watanabe, Y.; Kibesaki, Y.; Takenishi, S.; Sakai, K.; Tsujisaka, Y.

Agric. Biol. Chem.

43

943-950

171328

14118

Characterization of beta-galactosidase from a special strain of Aspergillus oryzae

1976

Akasaki, M.; Suzuki, M.; Funakoshi, I.; Yamashina, I.

J. Biochem.

80

1195-1200

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

208756

6786877

Purification and characterization of amphiphilic lactase/phlorizin hydrolase from human small intestine

1981

Skovbjerg, H.; Sjöström, H.; Noren, O.

Eur. J. Biochem.

114

653-661

208757

6814489

Further characterization of intestinal lactase/phlorizin hydrolase

1982

Skovbjerg, H.; Noren, O.; Sjöström, H.; Danielsen, E.M.; Enevoldsen, B.S.

Biochim. Biophys. Acta

707

89-97

349720

6168291

Glycosyltransferases of the human cervical epithelium. I. Characterization of a beta-galactoside alpha-2-L-fucosyltransferase and the identification of a beta-N-acetylglucosaminide alpha-3-L-fucosyltransferase

1981

Scudder, P.R.; Chantler, E.N.

Biochim. Biophys. Acta

660

128-135

486461

14009486

Thiogalactoside transacetylase

1962

Zabin, I.; Kepes, A.; Monod, J.

J. Biol. Chem.

237

253-257

486466

7592843

Structural and mechanistic studies of galactoside acetyltransferase, the Escherichia coli LacA gene product

1995

Lewendon, A.; Ellis, J.; Shaw, W.V.

J. Biol. Chem.

270

26326-26331

489348

-

Phenyl beta-D-galactosylpyranoside as an acceptor substrate for the blood-group H gene-associated guanosine diphosphate L-fucose:beta-D-galactosyl alpha-2-L-fucosyltransferase

1976

Chester, M.A.; Yates, A.D.; Watkins, W.M.

Eur. J. Biochem.

69

583-592

489349

2394712

Purification of Hgene-encoded beta-galactoside alpha 1->2 fucosyltransferase from human serum

1990

Sarnesto, A.; Koehlin, T.; Thurin, J.; Blaszczyk-Thurin, M.

J. Biol. Chem.

265

15067-15075

489350

1733969

Purification of the secretor-type beta-galactoside alpha 1->2-fucosyltransferase from human serum

1992

Sarnesto, A.; Koehlin, T.; Hindsgaul, O.; Thurin, J.; Blaszczyk-Thurin, M.

J. Biol. Chem.

267

2737-2744

489356

7592879

Porcine submaxillary gland GDP-L-fucose: beta-D-galactoside alpha-2-L-fucosyltransferase is likely a counterpart of the human Secretor gene-encoded blood group transferase

1995

Thurin, J.; Blaszczyk-Thurin, M.

J. Biol. Chem.

270

26577-26580

489359

-

Molecular cloning, chromosomal assignment and tissue-specific expression of a murine alpha-(1,2)fucosyltransferase expressed in thymic and epididymal epithelial cells

1997

Domino, S.E.; Hiraiwa, N.; Lowe, J.B.

Biochem. J.

327

105-115

489360

8690714

Purification and characterization of secretory-type GDP-L-fucose:beta-D-galactoside 2-alpha-L-fucosyltransferase from human gastric mucosa

1995

Masutani, H.; Kimura, H.

J. Biochem.

118

541-545

489362

8729003

Characterization and purification of fucosyltransferases from the cytosol of rat colon

1996

Karaivanova, V.; Mookerjea, S.; Hunt, D.; Nagpurkar, A.

Int. J. Biochem. Cell Biol.

28

165-174

489369

11179967

Comparison of the three rat GDP-L-fucose:beta-D-galactoside 2-alpha-L-fucosyltransferases FTA, FTB and FTC

2001

Bureau, V.; Marionneau, S.; Cailleau-Thomas, A.; Le Moullac-Vaidye, B.; Liehr, T.; Le Pendu, J.

Eur. J. Biochem.

268

1006-1019

657849

15250822

Two new FUT2 (fucosyltransferase 2 gene) missense polymorphisms, 739G-->A and 839T-->C, are partly responsible for non-secretor status in a Caucasian population from Northern Portugal

2004

Serpa, J.; Mendes, N.; Reis, C.A.; Santos Silva, L.F.; Almeida, R.; Le Pendu, J.; David, L.

Biochem. J.

383

469-474

679616

2105216

Thermostable beta-galactosidase from the archaebacterium Sulfolobus solfataricus. Purification and properties

1990

Pisani, F.M.; Rella, R.; Raia, C.A.; Rozzo, C.; Nucci, R.; Gambacorta, A.; De Rosa, M.; Rossi, M.

Eur. J. Biochem.

187

321-328

723789

22266267

C35T mutation could slightly decrease the activity of human alpha-(1,2)-fucosyltransferase

2012

Tao, S.; He, Y.; Ying, Y.; Hong, X.; Xu, X.; Zhu, F.; Lv, H.; Yan, L.

Transfus. Clin. Biol.

19

5-10

740259

3731180

Mucin biosynthesis. Enzymic properties of human-tracheal epithelial GDP-L-fucose:beta-D-galactoside alpha-(1->2)-L-fucosyltransferase

1986

Cheng, P.W.; DeVries, A.

Carbohydr. Res.

149

253-261

740517

2136354

Purification of the blood group H gene associated alpha-2-L-fucosyltransferase from human plasma

1990

Kyprianou, P.; Betteridge, A.; Donald, A.S.; Watkins, W.M.

Glycoconj. J.

7

573-588

740645

2738063

A cloned human DNA restriction fragment determines expression of a GDP-L-fucose:beta-D-galactoside 2-alpha-L-fucosyltransferase in transfected cells. Evidence for isolation and transfer of the human H blood group locus

1989

Rajan, V.; Larsen, R.; Ajmera, S.; Ernst, L.; Lowe, J.

J. Biol. Chem.

264

11158-11167

740646

2464598

Stable expression of blood group H determinants and GDP-L-fucose:beta-D-galactoside 2-alpha-L-fucosyltransferase in mouse cells after transfection with human DNA

1989

Ernst, L.; Rajan, V.; Larsen, R.; Ruff, M.; Lowe, J.

J. Biol. Chem.

264

3436-3447

Links to other databases for phenyl-beta-D-galactoside

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ChEBI

PubChem