Ligand UDP-N-acetyl-alpha-D-galactosamine

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Basic Ligand Information

Molecular Structure
Picture of UDP-N-acetyl-alpha-D-galactosamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C17H27N3O17P2
UDP-N-acetyl-alpha-D-galactosamine
LFTYTUAZOPRMMI-NESSUJCYSA-N
Synonyms:
GalNAc alpha-UDP, UDP-2-deoxy-2-acetylamino-alpha-D-galactopyranose, UDP-alpha-GalNAc, UDP-alpha-N-acetyl-D-galactosamine, UDP-GalNAc, UDP-N-acetyl-2-deoxy-2-amino-alpha-D-galactopyranose, UDP-N-acetyl-D-galactosamine, UDP-N-acetyl-D-galactoseamine, UDP-N-acetyl-galactosamine, UDP-N-acetyl galactosamine, UDP-N-acetylgalactosamine, uridine diphosphoacetylgalactosamine


Show all pahtways known for Show all BRENDA pathways known for UDP-N-acetyl-alpha-D-galactosamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (57 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-N-acetyl-alpha-D-galactosamine + N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol = UDP + N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol = UDP + N-acetyl-D-galactosaminyl-alpha-(1->4)-N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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3 UDP-N-acetyl-alpha-D-galactosamine + GalNAc-alpha-(1->4)-GalNAc-alpha-(1->3)-Bac2,4diNAc-diphospho-tritrans,heptacis-undecaprenol = 3 UDP + [GalNAc-alpha-(1->4)]4-GalNAc-alpha-(1->3)-Bac2,4diNAc-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + N-acetyl-alpha-D-galactosaminyl-diphospho-ditrans,octacis-undecaprenol = UDP + alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + 3-O-[N-acetyl-beta-D-glucosaminyl-(1->4)-alpha-D-mannosyl]-L-threonyl-[protein] = UDP + 3-O-[N-acetyl-beta-D-galactosaminyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->4)-alpha-D-mannosyl]-L-threonyl-[protein]
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + ditrans,octacis-undecaprenyl phosphate = UMP + N-acetyl-alpha-D-galactosaminyl-diphospho-ditrans,octacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + H2O = N-acetyl-alpha-D-galactosaminyl-1-phosphate + UMP
show the reaction diagram
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UDP-GalNAc = UDP-GlcNAc
show the reaction diagram
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UDP-N-acetyl-2-deoxy-2-amino-alpha-D-galactopyranose = UDP-N-acetyl-2-deoxy-2-amino-alpha-D-galactofuranose
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine
show the reaction diagram
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UTP + N-acetyl-alpha-D-galactosamine 1-phosphate = diphosphate + UDP-N-acetyl-alpha-D-galactosamine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (639 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-N-acetyl-alpha-D-galactosamine + D-fructose = UDP + beta-D-fructofuranosyl 2-(acetylamino)-2-deoxy-alpha-D-galactopyranoside
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UDP-N-acetyl-D-galactosamine + (N-acetyl-beta-D-glucosaminyl-1,2-alpha-D-mannosyl-1,3)-(N-acetyl-beta-D-glucosaminyl-1,2-alpha-D-mannosyl-1,6)-beta-D-mannosyl-1,4-N-acetyl-beta-D-glucosaminyl-R = UDP + N-acetyl-beta-D-glucosaminyl-1,2-alpha-D-mannosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,2-alpha-D-mannosyl-1,6)-(N-acetyl-beta-D-galactosaminyl-1,4)-beta-D-mannosyl-1,4-N-acetyl-beta-D-glucosaminyl-R
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol = UDP + N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol = UDP + N-acetyl-D-galactosaminyl-alpha-(1->4)-N-acetyl-D-galactosaminyl-alpha-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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3 UDP-N-acetyl-alpha-D-galactosamine + GalNAc-alpha-(1->4)-GalNAc-alpha-(1->3)-Bac2,4diNAc-diphospho-tritrans,heptacis-undecaprenol = 3 UDP + [GalNAc-alpha-(1->4)]4-GalNAc-alpha-(1->3)-Bac2,4diNAc-diphospho-tritrans,heptacis-undecaprenol
show the reaction diagram
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UDP-GalNAc + GlcNAc = ?
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UDP-N-acetyl-D-galactosamine + lipooligosacccharide = UDP + N-acetyl-D-galactosaminyllipooligosaccharide
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UDP-GalNAc + GlcNAc = ?
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diphosphate + UDP-N-acetyl-alpha-D-galactosamine = UTP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
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UDP-galactose + UDP-N-acetyl-D-galactosamine = UMP + UDP-N-acetyl-6-(D-galactose-1-phospho)-D-galactosamine
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UDP-N-acetyl-alpha-D-galactosamine + ditrans,octacis-undecaprenyl phosphate = UMP + N-acetyl-alpha-D-galactosaminyl-diphospho-ditrans,octacis-undecaprenol
show the reaction diagram
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UDP-N-acetyl-D-galactosamine + undecaprenyl phosphate = UMP + N-acetyl-D-galactosaminyl-diphosphoundecaprenol
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UDP-N-acetyl-D-galactosamine = UMP + N-acetyl-D-galactosamine 1-phosphate
show the reaction diagram
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UDP-N-acetyl-D-galactosamine + H2O = ?
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + H2O = N-acetyl-alpha-D-galactosaminyl-1-phosphate + UMP
show the reaction diagram
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UDP-N-acetylgalactosamine = ?
show the reaction diagram
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UDP-N-acetyl-2-deoxy-2-amino-alpha-D-galactopyranose = UDP-N-acetyl-2-deoxy-2-amino-alpha-D-galactofuranose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-alpha-D-glucose + N-acetyl-alpha-D-galactosamine 1-phosphate = alpha-D-glucose 1-phosphate + UDP-N-acetyl-alpha-D-galactosamine
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UDP-N-acetylgalactosamine-4-sulfate + H2O = UDP-N-acetylgalactosamine + sulfate
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UDP-N-acetylgalactosamine 6-sulfate + H2O = sulfate + UDP-N-acetylgalactosamine
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
3 mM, reduces activity by 50%
-
weak
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; UMP and UDP-GalNAc are 100fold less potent than UDP, UTP, and UDP-GlcNAc
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weak, competitive with respect to UDP-galactose
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weak
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91% inhibition of the recombinant enzyme at 0.2 mM
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competitive, binding study
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3D Structure of Enzyme-Ligand-Complex (PDB) (13 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (29 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
-999
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kcat value not detected in 100 mM cacodylate buffer, pH 7.0 containing 10 mM MnCl2 and 0.2-6 microM purified fusion-beta1,4-GalT7

KM Value (104 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
-999
-
KM value is not detected in 100 mM cacodylate buffer, pH 7.0 containing 10 mM MnCl2 and 0.2-6 microM purified fusion-beta1,4-GalT7
0.221
-
-
2.4
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Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
-999
-
Ki value is above 9 mM, UDP-galactose 0.1-16 mM, 0-10 mM UDP-N-acetyl galactosamine

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.016
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References & Links