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Basic Ligand Information
Roles as Enzyme Ligand
Enzyme Kinetic Parameters
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Ligand alpha-L-fucosyl-1,2-beta-D-galactosyl-R

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Basic Ligand Information

Molecular Structure

Picture of alpha-L-fucosyl-1,2-beta-D-galactosyl-R (click for magnification)

Molecular Formula

BRENDA Name

InChIKey

C₁₂H₂₁O₁₀R

alpha-L-fucosyl-1,2-beta-D-galactosyl-R

Synonyms:

alpha-L-fucosyl-(1,2)-D-galactosyl-R, alpha-L-fucosyl-(1-2)-D-galactosyl-O-R, alpha-L-fucosyl-(1-2)-D-galactosyl-R, alpha-L-fucosyl-(1->2)-D-galactosyl-R, alpha-L-Fucosyl-1,2-beta-D-galactoside, alpha-L-fucosyl-1-2-D-galactosyl-O-R, glycoprotein alpha-L-fucosyl-1,2-D-galactose

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Natural Substrate (6 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.37

UDP-alpha-D-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl(1,2)]-D-galactosyl-R

735779, 736611, 735391, 736196, 736489, 736492

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl(1,2)]-D-galactosyl-R

693025

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl-(1,2)]-D-galactosyl-R

690409, 695221

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1-2)-D-galactosyl-O-R = UDP + alpha-D-galactosyl-(1-3)-[alpha-L-fucosyl-(1-2)]-D-galactosyl-O-R

659283

2.4.1.37

UDP-galactose + glycoprotein alpha-L-fucosyl-1,2-D-galactose = UDP + glycoprotein alpha-D-galactosyl-1,3-[alpha-L-fucosyl-1,2]-D-galactose

UDP-N-acetyl-D-galactosamine + alpha-L-fucosyl-1-2-D-galactosyl-O-R = UDP + N-acetyl-alpha-D-galactosaminyl-1,3-[alpha-L-fucosyl-1-2]-D-galactosyl-O-R

659283

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.69

GDP-L-fucose + beta-D-galactosyl-R = GDP + alpha-L-fucosyl-1,2-beta-D-galactosyl-R

Substrate in Enzyme-catalyzed Reactions (7 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.37

UDP-alpha-D-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl(1,2)]-D-galactosyl-R

735779, 736611, 735391, 736196, 736489, 736492

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl(1,2)]-D-galactosyl-R

693025

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1,2)-D-galactosyl-R = UDP + alpha-D-galactosyl-(1,3)-[alpha-L-fucosyl-(1,2)]-D-galactosyl-R

690409, 695221

2.4.1.37

UDP-galactose + alpha-L-fucosyl-(1-2)-D-galactosyl-O-R = UDP + alpha-D-galactosyl-(1-3)-[alpha-L-fucosyl-(1-2)]-D-galactosyl-O-R

659283

2.4.1.37

UDP-galactose + glycoprotein alpha-L-fucosyl-1,2-D-galactose = UDP + glycoprotein alpha-D-galactosyl-1,3-[alpha-L-fucosyl-1,2]-D-galactose

489126, 489127, 489131, 489128, 489116, 489114, 489129, 489130

2.4.1.40

UDP-N-acetyl-D-galactosamine + alpha-L-fucosyl-1-2-D-galactosyl-O-R = UDP + N-acetyl-alpha-D-galactosaminyl-1,3-[alpha-L-fucosyl-1-2]-D-galactosyl-O-R

659283

2.4.1.40

UDP-N-acetyl-D-galactosamine + glycoprotein alpha-L-fucosyl-1,2-D-galactose = UDP + glycoprotein N-acetyl-alpha-D-galactosaminyl-1,3-[alpha-L-fucosyl-1,2]-D-galactose

489126, 489127, 489161, 489162, 489163, 489164, 489166, 489165

Product in Enzyme-catalyzed Reactions (1 result)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.69

GDP-L-fucose + beta-D-galactosyl-R = GDP + alpha-L-fucosyl-1,2-beta-D-galactosyl-R

Enzyme Kinetic Parameters

References & Links

Literature References (24)

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Show Reference (24 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

489114

12529355

A single point mutation reverses the donor specificity of human blood group B-synthesizing galactosyltransferase

2003

Marcus, S.L.; Polakowski, R.; Seto, N.O.L.; Leinala, E.; Borisova, S.; Blancher, A.; Roubinet, F.; Evans, S.V.; Palcic, M.M.

J. Biol. Chem.

278

12403-12405

489116

11278752

Murine equivalent of the human histo-blood group ABO gene is a cis-AB gene and encodes a glycosyltransferase with both A and B transferase activity

2001

Yamamoto, M.; Lin, X.H.; Kominato, Y.; Hata, Y.; Noda, R.; Saitou, N.; Yamamoto, F.

J. Biol. Chem.

276

13701-13708

489126

8398199

Blood group A and B glycosyltransferase in nonhuman primate plasma

1993

Nakajima, T.; Furukawa, K.; Takenaka, O.

Exp. Clin. Immunogenet.

21-30

489127

8458000

An enzyme-linked immunosorbent assay for blood-group A and B enzymes

1993

Yazawa, S.; Nakajima, T.; Kameyama, N.; Saga, K.I.; Tachikawa, T.

Carbohydr. Res.

239

329-335

489128

6404630

Two alpha-3-D-galactosyltransferases in rabbit stomach mucosa with different acceptor substrate specificities

1983

Betteridge, A.; Watkins, W.M.

Eur. J. Biochem.

132

29-35

489129

618876

Human blood group glycosyltransferase. II. Purification of galactosyltransferase

1978

Nagai, M.; Dave, V.; Muensch, H.; Yoshida, A.

J. Biol. Chem.

253

380-381

489130

901499

Human blood group B gene-specified alpha-3-galactosyltransferase: purification of the enzyme in serum by biospecific adsorption onto blood group O erythrocyte membranes

1977

Carne, L.R.; Watkins, W.M.

Biochem. Biophys. Res. Commun.

700-707

489131

16742598

An alpha-D-galactosyltransferase associated with the blood-group B character

1968

Race, C.; Zideman, D.; Watkins, W.M.

Biochem. J.

107

733-735

489161

2121135

Purification, properties and partial amino acid sequence of the blood-group-A-gene-associated alpha-3-N-acetylgalactosaminyltransferase from human gut mucosal tissue

1990

Navaratnam, N.; Findlay, J.B.C.; Keen, J.N.; Watkins, W.M.

Biochem. J.

271

93-98

489162

2341371

Complete purification and characterization of alpha-3-N-acetylgalactosaminyltransferase encoded by the human blood group A gene

1990

Takeya, A.; Hosomi, O.; Ishiura, M.

J. Biochem.

107

360-368

489163

2104827

Isolation to homogeneity and partial characterization of a histo-blood group A defined Fuc alpha 1-2Gal alpha 1-3-N-acetylgalactosaminyltransferase from human lung tissue

1990

Clausen, H.; White, T.; Takio, K.; Titani, K.; Stroud, M.; Holmes, E.; Karkov, J.; Thim, L.; Hakomori, S.

J. Biol. Chem.

265

1139-1145

489164

618875

Human blood group glycosyltransferases. I. Purification of N-acetylgalactosaminyltransferase

1987

Nagai, M.; Dave, V.; Kaplan, B.E.; Yoshida, A.

J. Biol. Chem.

253

377-379

489165

14962

Porcine A blood group-specific N-acetylgalactosaminyltransferase. I. Purification from porcine submaxillary glands

1977

Schwyzer, M.; Hill, R.L.

J. Biol. Chem.

252

2338-2345

489166

5661629

An enzymic basis for blood type A in humans

1968

Kobata, A.; Grollman, E.F.; Ginsburg, V.

Arch. Biochem. Biophys.

124

609-612

659283

12972418

The influence of an intramolecular hydrogen bond in differential recognition of inhibitory acceptor analogs by human ABO(H) blood group A and B glycosyltransferases

2003

Nguyen, H.P.; Seto, N.O.L.; Cai, Y.; Leinala, E.K.; Borisova, S.N.; Palcic, M.M.; Evans, S.V.

J. Biol. Chem.

278

49191-49195

690409

18405657

A high-throughput pH indicator assay for screening glycosyltransferase saturation mutagenesis libraries

2008

Persson, M.; Palcic, M.M.

Anal. Biochem.

378

1-7

693025

18192272

ABO(H) blood group A and B glycosyltransferases recognize substrate via specific conformational changes

2008

Alfaro, J.A.; Zheng, R.B.; Persson, M.; Letts, J.A.; Polakowski, R.; Bai, Y.; Borisova, S.N.; Seto, N.O.; Lowary, T.L.; Palcic, M.M.; Evans, S.V.

J. Biol. Chem.

283

10097-10108

695221

17465952

Structural basis for red cell phenotypic changes in newly identified, naturally occurring subgroup mutants of the human blood group B glycosyltransferase

2007

Hosseini-Maaf, B.; Letts, J.A.; Persson, M.; Smart, E.; LePennec, P.; Hustinx, H.; Zhao, Z.; Palcic, M.M.; Evans, S.V.; Chester, M.A.; Olsson, M.L.

Transfusion

864-875

735391

25084373

Structures of a human blood group glycosyltransferase in complex with a photo-activatable UDP-Gal derivative reveal two different binding conformations

2014

Jorgensen, R.; Batot, G.; Mannerstedt, K.; Imberty, A.; Breton, C.; Hindsgaul, O.; Royant, A.; Palcic, M.M.

Acta Crystallogr. Sect. F

1015-1021

735779

23754468

Thermodynamic signature of substrates and substrate analogs binding to human blood group B galactosyltransferase from isothermal titration calorimetry experiments

2013

Sindhuwinata, N.; Grimm, L.L.; Weissbach, S.; Zinn, S.; Munoz, E.; Palcic, M.M.; Peters, T.

Biopolymers

784-795

736196

24265507

pH-induced conformational changes in human ABO(H) blood group glycosyltransferases confirm the importance of electrostatic interactions in the formation of the semi-closed state

2014

Johal, A.R.; Blackler, R.J.; Alfaro, J.A.; Schuman, B.; Borisova, S.; Evans, S.V.

Glycobiology

237-246

736489

26374898

High resolution structures of the human ABO(H) blood group enzymes in complex with donor analogs reveal that the enzymes utilize multiple donor conformations to bind substrates in a stepwise manner

2015

Gagnon, S.M.; Meloncelli, P.J.; Zheng, R.B.; Haji-Ghassemi, O.; Johal, A.R.; Borisova, S.N.; Lowary, T.L.; Evans, S.V.

J. Biol. Chem.

290

27040-27052

736492

26527682

Novel UDP-GalNAc Derivative structures provide insight into the donor specificity of human blood group glycosyltransferase

2015

Wagner, G.K.; Pesnot, T.; Palcic, M.M.; Jorgensen, R.

J. Biol. Chem.

290

31162-31172

736611

23406460

A nonionic inhibitor with high specificity for the UDP-Gal donor binding site of human blood group B galactosyltransferase: design, synthesis, and characterization

2013

Schaefer, K.; Sindhuwinata, N.; Hackl, T.; Koetzler, M.P.; Niemeyer, F.C.; Palcic, M.M.; Peters, T.; Meyer, B.

J. Med. Chem.

2150-2154

Links to other databases for alpha-L-fucosyl-1,2-beta-D-galactosyl-R

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ChEBI

PubChem