Ligand view of Galbeta(1-3)GalNAc (11582 - HMQPEDMEOBLSQB-UFLFEMAHSA-N)

C₁₄H₂₅NO₁₁

Galbeta(1-3)GalNAc

HMQPEDMEOBLSQB-UFLFEMAHSA-N

2.4.1.344

GDP-beta-L-fucose + beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine = GDP + alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine

489369

-

2.4.1.69

GDP-beta-L-fucose + beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine = GDP + alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine

489369

-

2.4.1.102

UDP-N-acetyl-D-glucosamine + beta-D-galactosyl-1,3-N-acetyl-D-galactosamine = UDP + beta-D-galactosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,6)-N-acetyl-D-galactosamine

488370, 638276

-

2.4.1.179

UDP-galactose + beta-D-galactosyl-1,3-N-acetyl-D-galactosamine = UDP + beta-D-galactosyl-1,3-beta-D-galactosyl-1,3-N-acetyl-D-galactosamine

-

GDP-beta-L-fucose + beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine = GDP + alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosamine

-

CMP-N-acetylneuraminate + Galbeta(1->3)GalNAc = CMP + NeuAcalpha(2->6)Galbeta(1->3)GalNAc

722570

-

2.4.3.2

CMP-N-acetyl-beta-neuraminate + beta-D-Gal-(1->3)-beta-D-GalNAc = CMP + alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc

744380, 745288, 744291, 744832, 744836, 745411, 745044

-

2.4.3.4

CMP-N-acetylneuraminate + beta-D-Gal-(1->3)-beta-D-GalNAc = CMP + alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc

745249

-

2.4.1.122

UDP-galactose + N-acetyl-D-galactosamine = UDP + beta-D-galactosyl-1,3-N-acetyl-D-galactosamine

638321, 638318

-

2.4.1.179

UDP-galactose + N-acetylgalactosamine = UDP + beta-D-galactosyl-1,3-N-acetylgalactosamine

0

-

2.4.1.211

alpha-D-galactose 1-phosphate + N-acetyl-galactosamine = beta-D-galactopyranosyl-1,3-N-acetyl-D-galactosmine + phosphate

-

-

-

the enzyme exhibits competitive inhibition between all kinds of acceptors; the enzyme exhibits noncompetitive inhibition between ganglioside GA1 and beta-D-Gal-(1->3)-beta-D-GalNAc or between ganglioside GA1 and [asialofeuin]-(O-3-(alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->)))-L-serine

-

Partial purification and characterization of an endo-alpha-N-acetylgalactosaminidase from the culture medium of Diplococcus pneumoniae

1976

Endo, Y.; Kobata, A.

J. Biochem.

80

1-8

208437

21877

Purification and properties of an endo-alpha-N-acetyl-D-galactosaminidase from Diplococcus pneumoniae

1977

Umemoto, J.; Bhavanandan, V.P.; Davidson, E.A.

J. Biol. Chem.

252

8609-8614

208438

7253

Characterization of an endo-alpha-N-acetyl galactosaminidase from Diplococcus pneumoniae

1976

Bhavanandan, V.P.; Umemoto, J.; Davidson, E.A.

Biochem. Biophys. Res. Commun.

70

738-745

208859

-

Purification and characterization of endo-alpha-N-acetylgalactosaminidase from Alcaligenes sp.

1988

Fan, J.Q.; Kadowaki, S.; Yamamoto, K.; Kumagai, H.; Tochikura, T.

Agric. Biol. Chem.

52

1715-1723

208860

3348784

Release of oligosaccharides possessing reducing-end N-acetylgalactosamine from mucus glycoprotein in Streptomyces sp. OH-11242 culture medium through action of endo-type glycosidase

1988

Iwase, H.; Ishii, I.; Ishihara, K.; Tanaka, Y.; Omura, S.; Hotta, K.

Biochem. Biophys. Res. Commun.

151

422-428

208870

2222478

Release of T-antigen, a carcinoma marker from native human cells by endo-alpha-N-acetylgalactosaminidase of Alcaligenes sp.

1990

Fan, J.Q.; Kanatani, K.; Andoh, N.; Yamamoto, K.; Kumagai, H.; Tochikura, T.

Biochem. Biophys. Res. Commun.

172

341-347

208876

9111135

The substrate specificity of the enzyme endo-alpha-N-acetyl-D-galactosaminidase from Diplococcus pneumonia

1997

Brooks, M.M.; Savage, A.V.

Glycoconj. J.

14

183-190

288692

9889079

beta-1,3-Galactosyl-N-acetylhexosamine phosphorylase from Bifidobacterium bifidum DSM 20082: characterization, partial purification and relation to mucin degradation

1999

Derensy-Dron, D.; Krzewinski, F.; Brassart, C.; Bouquelet, S.

Biotechnol. Appl. Biochem.

29

3-10

488370

2560125

High-performance liquid chromatography assays for N-acetylglucosaminyltransferases involved in N- and O-glycan synthesis

1989

Schachter, H.; Brockhausen, I.; Hull, E.

Methods Enzymol.

179

351-397

489343

7372640

Enzymatic properties of the beta-galactoside alpha 1->2 fucosyltransferase from porcine submaxillary gland

1980

Beyer, T.A.; Hill, R.L.

J. Biol. Chem.

255

5373-5379

489344

10814703

Three bovine alpha2-fucosyltransferase genes encode enzymes that preferentially transfer fucose on Galbeta1-3GalNAc acceptor substrates

2000

Barreaud, J.P.; Saunier, K.; Souchaire, J.; Delourme, D.; Oulmouden, A.; Oriol, R.; Leveziel, H.; Julien, R.; Petit, J.M.

Glycobiology

10

611-621

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

489366

8785481

Identification of a GDP-Fuc:Gal beta 1-3GalNAc-R (Fuc to Gal) alpha 1-2 fucosyltransferase and a GDP-Fuc:Gal beta 1-4GlcNAc (Fuc to GlcNAc) alpha 1-3 fucosyltransferase in connective tissue of the snail Lymnaea stagnalis

1996

Mulder, H.; Schachter, H.; Thomas, J.R.; Halkes, K.M.; Kamerling, J.P.; Vliegenthart, J.F.

Glycoconjugate J.

13

107-113

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

637634

-

Specificity, inhibition, and synthetic utility of a recombinant human alpha-1,3-fucosyltransferase

1992

Wong, C.H.; Dumas, D.P.; Ichikawa, Y.; Koseki, K.; Danishefsky, S.J.; Weston, B.W.; Lowe, J.B.

J. Am. Chem. Soc.

114

7321-7322

638276

6449508

Mucin synthesis. II. Substrate specificity and product identification studies on canine submaxillary gland UDP-GlcNAc:Gal beta 1-3GalNAc(GlcNAc leads to GalNAc) beta 6-N-acetylglucosaminyltransferase

1980

Williams, D.; Longmore, G.; Matta, K.L.; Schachter, H.

J. Biol. Chem.

255

11253-11261

638318

6801057

Purification and properties of UDP-Gal:N-acetylgalactosaminide mucin: beta 1,3-galactosyltransferase from swine trachea mucosa

1982

Mendicino, J.; Sivakami, S.; Davila, M.; Chandrasekaran, E.V.

J. Biol. Chem.

257

3987-3994

638321

3924026

Co-purification of galactosyltransferases from chick-embryo liver

1985

Furukawa, K.; Roth, S.

Biochem. J.

227

573-582

638376

3129295

Characterization and specific assay for a galactoside beta-3-galactosyltransferase of human kidney

1988

Bailly, P.; Piller, F.; Cartron, J.P.

Eur. J. Biochem.

173

417-422

657608

15933016

Novel putative galactose operon involving lacto-N-biose phosphorylase in Bifidobacterium longum

2005

Kitaoka, M.; Tian, J.; Nishimoto, M.

Appl. Environ. Microbiol.

71

3158-3162

677700

17720833

Identification of N-acetylhexosamine 1-kinase in the complete lacto-N-biose I/galacto-N-biose metabolic pathway in Bifidobacterium longum

2007

Nishimoto, M.; Kitaoka, M.

Appl. Environ. Microbiol.

73

6444-6449

684635

18183385

Identification of galacto-N-biose phosphorylase from Clostridium perfringens ATCC13124

2008

Nakajima, M.; Nihira, T.; Nishimoto, M.; Kitaoka, M.

Appl. Microbiol. Biotechnol.

78

465-471

685657

17587697

Identification of the putative proton donor residue of lacto-N-biose phosphorylase (EC 2.4.1.211)

2007

Nishimoto, M.; Kitaoka, M.

Biosci. Biotechnol. Biochem.

71

1587-1591

685664

17690443

Practical preparation of lacto-N-biose I, a candidate for the bifidus factor in human milk

2007

Nishimoto, M.; Kitaoka, M.

Biosci. Biotechnol. Biochem.

71

2101-2104

690942

18078329

Characterization of a novel alpha1,2-fucosyltransferase of Escherichia coli O128:b12 and functional investigation of its common motif

2008

Li, M.; Liu, X.W.; Shao, J.; Shen, J.; Jia, Q.; Yi, W.; Song, J.K.; Woodward, R.; Chow, C.S.; Wang, P.G.

Biochemistry

47

378-387

693235

19491100

Characterization of three beta-galactoside phosphorylases from clostridium phytofermentans: discovery of D-galactosyl-beta1,4-L-rhamnose phosphorylase

2009

Nakajima, M.; Nishimoto, M.; Kitaoka, M.

J. Biol. Chem.

284

19220-19227

701782

18723650

Identification of lacto-N-biose I phosphorylase from Vibrio vulnificus CMCP6

2008

Nakajima, M.; Kitaoka, M.

Appl. Environ. Microbiol.

74

6333-6337

701840

19132369

Characterization of beta-1,3-galactosyl-N-acetylhexosamine phosphorylase from Propionibacterium acnes

2009

Nakajima, M.; Nishimoto, M.; Kitaoka, M.

Appl. Microbiol. Biotechnol.

83

109-115

703885

18252778

A novel alpha1,2-fucosyltransferase (CE2FT-2) in Caenorhabditis elegans generates H-type 3 glycan structures

2008

Zheng, Q.; Van Die, I.; Cummings, R.D.

Glycobiology

18

290-302

704419

18332142

Structural and thermodynamic analyses of solute-binding protein from Bifidobacterium longum specific for core 1 disaccharide and lacto-N-biose I

2008

Suzuki, R.; Wada, J.; Katayama, T.; Fushinobu, S.; Wakagi, T.; Shoun, H.; Sugimoto, H.; Tanaka, A.; Kumagai, H.; Ashida, H.; Kitaoka, M.; Yamamoto, K.

J. Biol. Chem.

283

13165-13173

704627

19124470

The crystal structure of galacto-N-biose/lacto-N-biose I phosphorylase: a large deformation of a TIM barrel scaffold

2009

Hidaka, M.; Nishimoto, M.; Kitaoka, M.; Wakagi, T.; Shoun, H.; Fushinobu, S.

J. Biol. Chem.

284

7273-7283

722570

22039275

Disulphide linkage in mouse ST6Gal-I: determination of linkage positions and mutant analysis

2012

Hirano, Y.; Suzuki, T.; Matsumoto, T.; Ishihara, Y.; Takaki, Y.; Kono, M.; Dohmae, N.; Tsuji, S.

J. Biochem.

151

197-203

723002

-

Identification of amino acid residues that determine the substrate preference of 1,3-beta-galactosyl-N-acetylhexosamine phosphorylase

2012

Nishimoto, M.; Hidaka, M.; Nakajima, M.; Fushinobu, S.; Kitaoka, M.

J. Mol. Catal. B

74

97-102

744291

8180204

Kinetic properties and acceptor substrate preferences of two kinds of Gal beta 1,3GalNAc alpha 2,3-sialyltransferase from mouse brain

1994

Kojima, N.; Lee, Y.C.; Hamamoto, T.; Kurosawa, N.; Tsuji, S.

Biochemistry

33

5772-5776

744380

11690653

Delineation of the minimal catalytic domain of human Galbeta1-3GalNAc alpha2,3-sialyltransferase (hST3Gal I)

2001

Vallejo-Ruiz, V.; Haque, R.; Mir, A.M.; Schwientek, T.; Mandel, U.; Cacan, R.; Delannoy, P.; Harduin-Lepers, A.

Biochim. Biophys. Acta

1549

161-173

744832

8375377

Molecular cloning and expression of Galbeta1,3GalNAcalpha2,3-sialyltransferase from mouse brain

1993

Lee, Y.C.; Kurosawa, N.; Hamamoto, T.; Nakaoka, T.; Tsuji, S.

Eur. J. Biochem.

216

377-385

744836

9266697

Cloning and expression of cDNA for a human Gal(beta1-3)GalNAc alpha2,3-sialyltransferase from the CEM T-cell line

1997

Giordanengo, V.; Bannwarth, S.; Laffont, C.; Van Miegem, V.; Harduin-Lepers, A.; Delannoy, P.; Lefebvre, J.C.

Eur. J. Biochem.

247

558-566

745044

9184827

Mouse beta-galactoside alpha2,3-sialyltransferases comparison of in vitro substrate specificities and tissue specific expression

1997

Kono, M.; Ohyama, Y.; Lee, Y.C.; Hamamoto, T.; Kojima, N.; Tsuji, S.

Glycobiology

7

469-479

745249

438198

Enzymatic characterization of beta D-galactoside alpha2 leads to 3 sialyltransferase from porcine submaxillary gland

1979

Rearick, J.I.; Sadler, J.E.; Paulson, J.C.; Hill, R.L.

J. Biol. Chem.

254

4444-4451

745288

23275522

Cyclooxygenase-2 enzyme induces the expression of the alpha-2,3-sialyltransferase-3 (ST3Gal-I) in breast cancer

2012

Sproviero, D.; Julien, S.; Burford, B.; Taylor-Papadimitriou, J.; Burchell, J.M.

J. Biol. Chem.

287

44490-44497

745411

27150510

Analyses of chicken sialyltransferases related to O-glycosylation

2016

Kidani, S.; Kaneoka, H.; Okuzaki, Y.; Asai, S.; Kojima, Y.; Nishijima, K.I.; Iijima, S.

J. Biosci. Bioeng.

122

379-384

758938

31566084

Large scale production of lacto-N-biose I, a building block of type I human milk oligosaccharides, using sugar phosphorylases

2020

Nishimoto, M.

Biosci. Biotechnol. Biochem.

84

17-24

Ligand Galbeta(1-3)GalNAc

Basic Ligand Information

Roles as Enzyme Ligand

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

Substrate in Enzyme-catalyzed Reactions (17 results)

Product in Enzyme-catalyzed Reactions (23 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (9 results)

K_M Value (29 results)

References & Links

Literature References (42)

Links to other databases for Galbeta(1-3)GalNAc

Ligand Galbeta(1-3)GalNAc

Basic Ligand Information

Roles as Enzyme Ligand

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

Substrate in Enzyme-catalyzed Reactions (17 results)

Product in Enzyme-catalyzed Reactions (23 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

KM Value (29 results)

References & Links

Literature References (42)

Links to other databases for Galbeta(1-3)GalNAc

k_cat Value (Turnover Number) (9 results)

K_M Value (29 results)