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Ligand N-acetyllactosamine

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Basic Ligand Information

Molecular Structure
Picture of N-acetyllactosamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H25NO11
N-acetyllactosamine
KFEUJDWYNGMDBV-LODBTCKLSA-N
Synonyms:
2-(acetylamino)-2-deoxy-4-O-beta-D-galactopyranosyl-beta-D-glucopyranose, 4-O-beta-D-galactopyranosyl-N-acetyl-D-glucosamine, beta-D-Gal(1-4)-D-GlcNAc, beta-D-Gal-(1->4)-beta-D-GlcNAc, beta-D-Gal-(1->4)-D-GlcNAc, beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine, beta-D-galactosyl-(1->4)-N-acetyl-D-glucosamine, beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine, beta-D-galactosyl-1,4-N-acetyl-D-glucosamine, D-Gal-beta-(1->4)-D-GlcNAc, D-galactosyl(1-4)beta-N-acetyl-D-glucosamine, D-Galbeta(1,4)-D-GlcNAc, Gal(beta1-4)GlcNAc, Gal-beta(1,4)-GlcNAc, Gal-beta-(1->4)-GlcNAc, Gal-beta-1,4-GlcNAc, Gal-beta-1,4GlcNAc, Galbeta(1,4)GlcNAc, Galbeta(1-4)GlcNAc, Galbeta(1->)4GlcNAc, Galbeta(1->4)GlcNAc, Galbeta1,4GlcNAc, Galbeta1-4GlcNAc, LacNAc, lacto-N-biose 1, lacto-N-biose I, N-acetyl-beta-lactosamine, N-acetyl-D-lactosamine, N-acetyl-lactosamine, N-acetyl lactosamine

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
GDP-beta-L-fucose + N-acetyllactosamine = GDP + L-Fuc-alpha-(1->3)-[D-Gal-beta(1->4)]-D-GlcNac
show the reaction diagram
-
GDP-beta-L-fucose + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine = GDP + alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine
show the reaction diagram
-
GDP-beta-L-fucose + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine = GDP + alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine
show the reaction diagram
-
UDP-alpha-D-galactose + N-acetyllactosamine = UDP + ?
show the reaction diagram
-
3'-phosphoadenylyl sulfate + N-acetyllactosamine = adenosine 3',5'-bisphosphate + 6'-sulfo N-acetyllactosamine
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPgalactose + N-acetyl-beta-D-glucosamine = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
show the reaction diagram
-
lacto-N-tetraose + H2O = lacto-N-biose I + lactose
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyllactosamine + O2 = ?
show the reaction diagram
-
UDP-N-acetyl-D-glucosamine + N-acetyllactosamine = UDP + GlcNAcbeta(1-6)Galbeta(1-4)GlcNAc
show the reaction diagram
-
UDP-galactose + N-acetyllactosamine = UDP + beta-D-galactosyl-1,3-N-acetyllactosamine
show the reaction diagram
-
lacto-N-biose I + phosphate = alpha-D-galactose 1-phosphate + N-acetyl-D-glucosamine
show the reaction diagram
-
UDP-galactose + N-acetyllactosamine = UDP + alpha-D-galactosyl-1,3-[N-acetyl-lactosamine]
show the reaction diagram
-
UDP-N-acetyl-D-glucosamine + N-acetyllactosamine = UDP + N-acetyl-D-glucosaminyl-N-acetyllactosamine
show the reaction diagram
-
CMP-N-acetylneuraminate + Galbeta1-4GlcNAc = CMP + NeuAcalpha2-3Galbeta1-4GlcNAc
show the reaction diagram
-
3'-phosphoadenylyl sulfate + N-acetyllactosamine = adenosine 3',5'-bisphosphate + 6'-sulfo N-acetyllactosamine
show the reaction diagram
-
N-acetyllactosamine + H2O = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPgalactose + N-acetyl-beta-D-glucosamine = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
show the reaction diagram
-
UDP-galactose + N-acetyl-D-glucosamine = UDP + D-galactosyl(1-4)beta-N-acetyl-D-glucosamine
show the reaction diagram
-
L-Fuc-alpha-(1->3)-[D-Gal-beta-(1->4)]-D-GlcNAc + H2O = L-fucose + D-Gal-beta-(1->4)-D-GlcNAc
show the reaction diagram
-
lacto-N-tetraose + H2O = lacto-N-biose I + lactose
show the reaction diagram
-
Neu5Acalpha(2->3)Galbeta(1->)4GlcNAc + H2O = sialic acid + Galbeta(1->)4GlcNAc
show the reaction diagram
-
beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc + H2O = alpha-L-fucose + beta-D-Gal-(1->4)-D-GlcNAc
show the reaction diagram
-
N-acetyl-D-glucosamine + lactose = 4-O-beta-D-galactopyranosyl-N-acetyl-D-glucosamine + D-glucose
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strong product inhibition
-
87.4% inhibition of recombinant GlcAT-P and 83.7% of recombinant GlcAT-S at 5 mM
-
with asialo-alpha1 acid glycoprotein as substrate
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (19 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.9
-
10 mM MnCl2, 0.3 mM UDP-galactose

KM Value (90 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.8
-
-
2.43
-
-

References & Links

Links to other databases for N-acetyllactosamine

ChEBI
PubChem
ChEBI
PubChem