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Ligand N-acetyl-beta-D-glucosaminylglycopeptide

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

MetaCyc

ABH and Lewis epitopes biosynthesis from type 1 precursor disaccharide, ABH and Lewis epitopes biosynthesis from type 2 precursor disaccharide, biosynthesis of Lewis epitopes (H. pylori), i antigen and I antigen biosynthesis, protein O-[N-acetyl]-glucosylation, terminal O-glycans residues modification (via type 2 precursor disaccharide) more

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

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Show Natural Substrate (4 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

PROVEN IN VIVO REACTION

ENZYME 3D STRUCTURE

2.4.1.244

671792

UDP-N-acetyl-D-galactosamine + N-acetyl-beta-D-glucosaminyl-R group = UDP + N-acetyl-beta-D-galactosaminyl-(1,4)-N-acetyl-beta-D-glucosaminyl group

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2.4.1.244

673868

UDP-N-acetyl-D-galactosamine + N-acetyl-beta-D-glucosaminyl-R group = UDP + N-acetyl-beta-D-galactosaminyl-(1,4)-N-acetyl-beta-D-glucosaminyl-R group

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2.4.1.38

736193, 757900, 736539, 736433, 737284, 756171, 735939, 735594

UDP-alpha-D-galactose + N-acetyl-beta-D-glucosaminylglycopeptide = UDP + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.38

672454, 675357, 674776, 675791, 675468, 677221, 675952, 675421, 675370, 675284

UDP-galactose + N-acetyl-beta-D-glucosaminylglycopeptide = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.244

2 entries

2.4.1.38

2 entries

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

2.4.1.244

671792

UDP-N-acetyl-D-galactosamine + N-acetyl-beta-D-glucosaminyl-R group = UDP + N-acetyl-beta-D-galactosaminyl-(1,4)-N-acetyl-beta-D-glucosaminyl group

-

2.4.1.244

673868

UDP-N-acetyl-D-galactosamine + N-acetyl-beta-D-glucosaminyl-R group = UDP + N-acetyl-beta-D-galactosaminyl-(1,4)-N-acetyl-beta-D-glucosaminyl-R group

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2.4.1.38

757900, 736539, 736433, 737284, 756171, 735939, 735594, 736193

UDP-alpha-D-galactose + N-acetyl-beta-D-glucosaminylglycopeptide = UDP + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.38

686257

UDP-galactose + N-acetyl-beta-D-glucosaminylglycopeptide = UDP + beta-D-galactosyl-(1-4)-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.38

702125, 675357, 675791, 706687, 705337, 675468, 677221, 675952, 675421, 675370, 675284, 674776, 672454

UDP-galactose + N-acetyl-beta-D-glucosaminylglycopeptide = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.38

489531, 489526

UDPgalactose + N-acetyl-beta-D-glucosaminyl-glycopeptide = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminylglycopeptide

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2.4.1.244

2 entries

2.4.1.38

4 entries

2.4.1.90

489531, 489526

UDPgalactose + N-acetyl-beta-D-glucosaminyl-glycopeptide = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminylglycopeptide

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Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

3.2.1.102

-

Galalpha(1-3)[Fucalpha(1-2)]Galbeta(1-4)GlcNAcbeta-R + H2O = Galalpha(1-3)[Fucalpha(1-2)]Gal + GlcNAcbeta-R

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3.2.1.102

-

GalNAcalpha(1-3)[Fucalpha(1-2)]Galbeta(1-4)GlcNAcbeta-R + H2O = GalNAcalpha(1-3)[Fucalpha(1-2)]Gal + GlcNAcbeta-R

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3.2.1.102

2 entries

Enzyme Kinetic Parameters

References & Links

Literature References (26)

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Show Reference (26 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

489526

35107

Biosynthesis of keratan sulfate: purification and properties of a galactosyltransferase from bovine cornea

1979

Christner, J.E.; Distler, J.J.; Jourdian, G.W.

Arch. Biochem. Biophys.

192

548-558

489531

990260

Biosynthesis of the carbohydrate units of immunoglobulins. 1. Purification and properties of galactosyltransferases from swine mesentary lymph nodes

1976

Rao, A.K.; Garver, F.; Mendicino, J.

Biochemistry

15

5001-5009

671792

17239818

Drosophila beta1,4-N-acetylgalactosaminyltransferase-A synthesizes the LacdiNAc structures on several glycoproteins and glycosphingolipids

2007

Sasaki, N.; Yoshida, H.; Fuwa, T.J.; Kinoshita-Toyoda, A.; Toyoda, H.; Hirabayashi, Y.; Ishida, H.; Ueda, R.; Nishihara, S.

Biochem. Biophys. Res. Commun.

354

522-527

672454

17370997

Direct identification of nonreducing GlcNAc residues on N-glycans of glycoproteins using a novel chemoenzymatic method

2007

Boeggeman, E.; Ramakrishnan, B.; Kilgore, C.; Khidekel, N.; Hsieh-Wilson, L.C.; Simpson, J.T.; Qasba, P.K.

Bioconjug. Chem.

18

806-814

673868

17151241

Functional roles for beta1,4-N-acetylgalactosaminyltransferase-A in Drosophila larval neurons and muscles

2007

Haines, N.; Stewart, B.A.

Genetics

175

671-679

674776

16461357

beta1,4-Galactosyltransferase V functions as a positive growth regulator in glioma

2006

Jiang, J.; Chen, X.; Shen, J.; Wei, Y.; Wu, T.; Yang, Y.; Wang, H.; Zong, H.; Yang, J.; Zhang, S.; Xie, J.; Kong, X.; Liu, W.; Gu, J.

J. Biol. Chem.

281

9482-9489

675284

16162007

Rational design, synthesis, and characterization of novel inhibitors for human beta1,4-galactosyltransferase

2005

Takaya, K.; Nagahori, N.; Kurogochi, M.; Furuike, T.; Miura, N.; Monde, K.; Lee, Y.C.; Nishimura, S.

J. Med. Chem.

48

6054-6065

675357

16157350

Oligosaccharide preferences of beta1,4-galactosyltransferase-I: crystal structures of Met340His mutant of human beta1,4-galactosyltransferase-I with a pentasaccharide and trisaccharides of the N-glycan moiety

2005

Ramasamy, V.; Ramakrishnan, B.; Boeggeman, E.; Ratner, D.M.; Seeberger, P.H.; Qasba, P.K.

J. Mol. Biol.

353

53-67

675370

16497331

Structural snapshots of beta-1,4-galactosyltransferase-I along the kinetic pathway

2006

Ramakrishnan, B.; Ramasamy, V.; Qasba, P.K.

J. Mol. Biol.

357

1619-1633

675421

17084860

Role of a single amino acid in the evolution of glycans of invertebrates and vertebrates

2007

Ramakrishnan, B.; Qasba, P.K.

J. Mol. Biol.

365

570-576

675468

-

beta-1,4-Galactosyltransferase-catalyzed glycosylation of sugar derivatives: Modulation of the enzyme activity by alpha-lactalbumin, immobilization and solvent tolerance

2006

Pisvejcova, A.; Rossi, C.; Husakova, L.; Kren, V.; Riva, S.; Monti, D.

J. Mol. Catal. B

39

98-104

675791

16380282

Effects of elevated ammonium on glycosylation gene expression in CHO cells

2006

Chen, P.; Harcum, S.W.

Metab. Eng.

8

123-132

675952

16786197

Cell surface beta 1, 4-galactosyltransferase 1 promotes apoptosis by inhibiting epidermal growth factor receptor pathway

2006

Li, Z.; Zong, H.; Kong, X.; Zhang, S.; Wang, H.; Sun, Q.; Gu, J.

Mol. Cell. Biochem.

291

69-76

677221

16190979

The steady-state distribution of glycosyltransferases between the Golgi apparatus and the endoplasmic reticulum is approximately 90:10

2005

Rhee, S.W.; Starr, T.; Forsten-Williams, K.; Storrie, B.

Traffic

6

978-990

686257

18393823

Structure and function of beta-1,4-galactosyltransferase

2008

Qasba, P.K.; Ramakrishnan, B.; Boeggeman, E.

Curr. Drug Targets

9

292-309

702125

19032152

Thermodynamic insights into the structural basis governing the donor substrate recognition by human beta1,4-galactosyltransferase 7

2009

Daligault, F.; Rahuel-Clermont, S.; Gulberti, S.; Cung, M.T.; Branlant, G.; Netter, P.; Magdalou, J.; Lattard, V.

Biochem. J.

418

605-614

705337

19627105

Hybrid quantum mechanical/molecular mechanical investigation of the beta-1,4-galactosyltransferase-I mechanism

2009

Krupicka, M.; Tvaroska, I.

J. Phys. Chem. B

113

11314-11319

706687

19014565

The involvement of beta-1,4-galactosyltransferase and N-acetylglucosamine residues in fertilization has been lost in the horse

2008

Mugnier, S.; Boittin, S.; Douet, C.; Monget, P.; Magistrini, M.; Goudet, G.

Reprod. Biol. Endocrinol.

6

51

735594

23583406

Direct interaction between surface beta1,4-galactosyltransferase 1 and epidermal growth factor receptor (EGFR) inhibits EGFR activation in hepatocellular carcinoma

2013

Tang, W.; Weng, S.; Zhang, S.; Wu, W.; Dong, L.; Shen, X.; Zhang, S.; Gu, J.; Xue, R.

Biochem. Biophys. Res. Commun.

434

449-454

735939

26882174

Uncharged nucleoside inhibitors of beta-1,4-galactosyltransferase with activity in cells

2016

Jiang, J.; Kanabar, V.; Padilla, B.; Man, F.; Pitchford, S.C.; Page, C.P.; Wagner, G.K.

Chem. Commun. (Camb.)

52

3955-3958

736193

23882130

beta4GalT6 is involved in the synthesis of lactosylceramide with less intensity than beta4GalT5

2013

Tokuda, N.; Numata, S.; Li, X.; Nomura, T.; Takizawa, M.; Kondo, Y.; Yamashita, Y.; Hashimoto, N.; Kiyono, T.; Urano, T.; Furukawa, K.; Furukawa, K.

Glycobiology

23

1175-1183

736433

24052259

Crystal structures of beta-1,4-galactosyltransferase 7 enzyme reveal conformational changes and substrate binding

2013

Tsutsui, Y.; Ramakrishnan, B.; Qasba, P.K.

J. Biol. Chem.

288

31963-31970

736539

25462875

Engineering beta1,4-galactosyltransferase I to reduce secretion and enhance N-glycan elongation in insect cells

2015

Geisler, C.; Mabashi-Asazuma, H.; Kuo, C.W.; Khoo, K.H.; Jarvis, D.L.

J. Biotechnol.

193

52-65

737284

25082356

Expression of natural human beta1,4-GalT1 variants and of non-mammalian homologues in plants leads to differences in galactosylation of N-glycans

2014

Hesselink, T.; Rouwendal, G.J.; Henquet, M.G.; Florack, D.E.; Helsper, J.P.; Bosch, D.

Transgenic Res.

23

717-728

756171

26968649

Donor substrate promiscuity of bacterial beta1-3-N-acetylglucosaminyltransferases and acceptor substrate flexibility of beta1-4-galactosyltransferases

2016

Li, Y.; Xue, M.; Sheng, X.; Yu, H.; Zeng, J.; Thon, V.; Chen, Y.; Muthana, M.; Wang, P.; Chen, X.

Bioorg. Med. Chem.

24

1696-1705

757900

31165848

Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant beta1,4-galactosyltransferases

2019

Huang, K.; Parmeggiani, F.; Ledru, H.; Hollingsworth, K.; Mas Pons, J.; Marchesi, A.; Both, P.; Mattey, A.P.; Pallister, E.; Bulmer, G.S.; van Munster, J.M.; Turnbull, W.B.; Galan, M.C.; Flitsch, S.L.

Org. Biomol. Chem.

17

5920-5924

Links to other databases for N-acetyl-beta-D-glucosaminylglycopeptide

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Show Links (1 entry)