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Ligand N-acetyl-alpha-D-galactosamine 1-phosphate

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

2.7.7.23

UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine

738765, 762291, 760395

-

2.7.7.83

UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine

729696, 760395, 748113

-

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.157

acetyl-CoA + alpha-D-galactosamine 1-phosphate = CoA + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.3.1.276

acetyl-CoA + alpha-D-galactosamine 1-phosphate = CoA + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

ATP + N-acetyl-alpha-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.162

ATP + N-acetyl-alpha-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.162

ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

2 entries

2.7.1.162

2 entries

3.6.1.9

UDP-N-acetyl-alpha-D-galactosamine + H2O = N-acetyl-alpha-D-galactosaminyl-1-phosphate + UMP

208391, 246806

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.7.12

UDP-alpha-D-glucose + N-acetyl-alpha-D-galactosamine 1-phosphate = alpha-D-glucose 1-phosphate + UDP-N-acetyl-alpha-D-galactosamine

737498

-

2.7.7.23

N-acetyl-alpha-D-galactosamine 1-phosphate + UTP = UDP-N-acetyl-alpha-D-galactosamine + diphosphate

703180

-

2.7.7.23

UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine

738765, 762291, 760395

-

2.7.7.23

UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-D-galactosamine

643069, 643065

-

2.7.7.23

3 entries

2.7.7.83

UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine

722110, 729696, 748113, 760395

-

Product in Enzyme-catalyzed Reactions (13 results)

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Show Product (13 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.157

acetyl-CoA + alpha-D-galactosamine 1-phosphate = CoA + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.3.1.276

acetyl-CoA + alpha-D-galactosamine 1-phosphate = CoA + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

acetyl-phosphate + N-acetyl-alpha-D-galactosamine = acetate + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

ATP + N-acetyl-alpha-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

ITP + N-acetyl-alpha-D-galactosamine = IDP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

phosphoenolpyruvate + N-acetyl-alpha-D-galactosamine = pyruvate + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.162

ATP + N-acetyl-alpha-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.162

ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.1.157

5 entries

2.7.1.162

2 entries

2.7.1.6

ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

2.7.7.23

diphosphate + UDP-N-acetyl-D-galactosamine = UTP + N-acetyl-alpha-D-galactosamine 1-phosphate

643065, 643069, 0

-

2.7.7.83

diphosphate + UDP-N-acetyl-alpha-D-galactosamine = UTP + N-acetyl-alpha-D-galactosamine 1-phosphate

0

-

3.6.1.9

UDP-N-acetyl-alpha-D-galactosamine + H2O = N-acetyl-alpha-D-galactosaminyl-1-phosphate + UMP

208391, 246806

-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

5.4.2.3

2dkd, 3D-view

Enzyme Kinetic Parameters

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.7.23

0.38

-

AGX1, 37°C, pH 7.5

643069

2.7.7.23

1.1

-

pH 7.5, 37°C, 5 mM UTP

643065

2.7.7.23

1.3

-

AGX2, 37°C, pH 7.5

643069

2.7.7.23

3 entries

References & Links

Literature References (12)

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Show Reference (12 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

208391

3001038

Purification and properties of nucleotide pyrophosphatase from human placenta

1985

Yano, T.; Funakoshi, I.; Yamashina, I.

J. Biochem.

98

1097-1107

246806

9813334

Vicia villosa B4 lectin inhibits nucleotide pyrophosphatase activity toward UDP-GalNAc specifically

1998

Takeya, A.; Hosomi, O.; Kogure, T.

Biochim. Biophys. Acta

1425

215-223

643065

8662687

Purification to homogeneity and properties of UDP-GlcNAc (GalNAc) pyrophosphorylase

1996

Szumilo, T.; Zeng, Y.; Pastuszak, I.; Drake, R.; Szumilo, H.; Elbein, A.D.

J. Biol. Chem.

271

13147-13154

643069

9765219

A 17-amino acid insert changes UDP-N-acetylhexosamine pyrophosphorylase specificity from UDP-GalNAc to UDP-GlcNAc

1998

Wang-Gillam, A.; Pastuszak, I.; Elbein, A.D.

J. Biol. Chem.

273

27055-27057

703180

19904366

Enzymatic synthesis of UDP-GlcNAc/UDP-GalNAc analogs using N-acetylglucosamine 1-phosphate uridyltransferase (GlmU)

2009

Guan, W.; Cai, L.; Fang, J.; Wu, B.; George Wang, P.

Chem. Commun. (Camb. )

2009

6976-6978

722110

11707391

Crystal structures of two human pyrophosphorylase isoforms in complexes with UDPGlc(Gal)NAc: Role of the alternatively spliced insert in the enzyme oligomeric assembly and active site architecture

2001

Peneff, C.; Ferrari, P.; Charrier, V.; Taburet, Y.; Monnier, C.; Zamboni, V.; Winter, J.; Harnois, M.; Fassy, F.; Bourne, Y.

EMBO J.

20

6191-6202

729696

25567746

Characterization of the amino acid residues mediating the unique amino-sugar-1-phosphate acetyltransferase activity of the archaeal ST0452 protein

2015

Zhang, Z.; Shimizu, Y.; Kawarabayasi, Y.

Extremophiles

19

417-427

737498

24014529

Unraveling the Leloir pathway of Bifidobacterium bifidum: significance of the uridylyltransferases

2013

De Bruyn, F.; Beauprez, J.; Maertens, J.; Soetaert, W.; De Mey, M.

Appl. Environ. Microbiol.

79

7028-7035

738765

25399020

Functional inactivation of UDP-N-acetylglucosamine pyrophosphorylase 1 (UAP1) induces early leaf senescence and defence responses in rice

2015

Wang, Z.; Wang, Y.; Hong, X.; Hu, D.; Liu, C.; Yang, J.; Li, Y.; Huang, Y.; Feng, Y.; Gong, H.; Li, Y.; Fang, G.; Tang, H.; Li, Y.

J. Exp. Bot.

66

973-987

748113

29507091

Identification of a direct biosynthetic pathway for UDP-N-acetylgalactosamine from glucosamine-6-phosphate in thermophilic crenarchaeon Sulfolobus tokodaii

2018

Dadashipour, M.; Iwamoto, M.; Hossain, M.M.; Akutsu, J.I.; Zhang, Z.; Kawarabayasi, Y.

J. Bacteriol.

200

e00048-18

760395

30291121

Improvement of ST0452 N-acetylglucosamine-1-phosphate uridyltransferase activity by the cooperative effect of two single mutations identified through structure-based protein engineering

2018

Honda, Y.; Nakano, S.; Ito, S.; Dadashipour, M.; Zhang, Z.; Kawarabayasi, Y.

Appl. Environ. Microbiol.

84

e02213-18

762291

32989128

Metabolic precision labeling enables selective probing of O-linked N-acetylgalactosamine glycosylation

2020

Debets, M.F.; Tastan, O.Y.; Wisnovsky, S.P.; Malaker, S.A.; Angelis, N.; Moeckl, L.K.R.; Choi, J.; Flynn, H.; Wagner, L.J.S.; Bineva-Todd, G.; Antonopoulos, A.; Cioce, A.; Browne, W.M.; Li, Z.; Briggs, D.C.; Douglas, H.L.; Hess, G.T.; Agbay, A.J.; Roustan, C.; Kjaer, S.; Haslam, S.M.; Snijders, A.P.; Bassik, M.C.; , M.

Proc. Natl. Acad. Sci. USA

117

25293-25301

Links to other databases for N-acetyl-alpha-D-galactosamine 1-phosphate

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Show Links (1 entry)

ChEBI

PubChem