Ligand N-acetyl-D-galactosamine

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Basic Ligand Information

Molecular Structure
Picture of N-acetyl-D-galactosamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H15NO6
N-acetyl-D-galactosamine
OVRNDRQMDRJTHS-KEWYIRBNSA-N
Synonyms:
2-acetamido-2-deoxy-D-galactose, D-GalNAc, GalNAc, N-acetyl-D-galactosamine units, N-acetyl-galactosamine, N-acetylgalactosamine, N-acetyl galactosamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-D-galactosamine + O2 = ? + H2O2
show the reaction diagram
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ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
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ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-D-galactosamine 1-phosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-D-galactosamine 4-sulfate units + H2O = N-acetyl-D-galactosamine units + sulfate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-D-galactosamine + NAD+ = N-acetyl-D-galactoseaminate + NADH
show the reaction diagram
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N-acetyl-D-galactosamine + O2 = N-acetyl-D-galactosaminolactone + H2O2
show the reaction diagram
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N-acetyl-D-galactosamine + O2 = ? + H2O2
show the reaction diagram
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UDP-galactose + N-acetyl-D-galactosamine = UDP + beta-D-galactosyl-1,3-N-acetyl-D-galactosamine
show the reaction diagram
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UDP-galactose + N-acetylgalactosamine = UDP + beta-D-galactosyl-1,3-N-acetylgalactosamine
show the reaction diagram
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alpha-D-galactose 1-phosphate + N-acetyl-galactosamine = beta-D-galactopyranosyl-1,3-N-acetyl-D-galactosmine + phosphate
show the reaction diagram
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UDP-alpha-D-galactose + N-acetylgalactosamine = ?
show the reaction diagram
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UDP-alpha-D-galactose + N-acetyl-D-galactosamine = ?
show the reaction diagram
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CMP-N-acetylneuraminate + N-acetyl-D-galactosamine = ?
show the reaction diagram
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N-acetyl-D-galactosamine + phosphoenolpyruvate + H2O = ?
show the reaction diagram
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ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
-
ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
-
ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-D-galactosamine 1-phosphate
show the reaction diagram
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ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-D-galactosamine 6-phosphate
show the reaction diagram
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ATP + N-acetyl-D-galactosamine = ADP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
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N-acetylgalactosamine + H2O = ?
show the reaction diagram
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N-acetyl-D-galactosamine + melibiose = 6-O-alpha-D-galactosyl-N-acetyl-D-galactosamine + D-glucose
show the reaction diagram
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N-acetyl-D-galactosamine + H2O = galactosamine + acetate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + galactosamine = CoA + N-acetyl-D-galactosamine
show the reaction diagram
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N-acetyl galactosamine 6-sulfate + H2O = N-acetyl galactosamine + sulfate
show the reaction diagram
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N-acetylgalactosamine 6-sulfate + H2O = N-acetylgalactosamine + sulfate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
9% activation at 3 mM
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Inhibitor in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
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slight inhibition at 25 mM
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76.2% relative inhibition, three concentrations of 10, 50, and 100 mM tested
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an inhibitor of other hexosaminidases
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minimum inhibition concentration is 4.2 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
932
-
-
0.161
-
at pH 7.5 and 25°C
0.36
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pH 8.0, 45°C

KM Value (13 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.8
-
-
0.1
-
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850
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850
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0.268
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at pH 7.5 and 25°C
15.76
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pH 8.0, 45°C

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.047
-
-
13
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pH 8.0, 37°C

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for N-acetyl-D-galactosamine

ChEBI
PubChem
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PubChem