Ligand chitooligosaccharides

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Basic Ligand Information

Molecular Structure
Picture of chitooligosaccharides (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C24H39N3O16R2
chitooligosaccharides
WZHCZGUGAOUTPN-XBWFMHKHSA-N
Synonyms:
chito-oligosaccharides, N-acetyl-chitooligosaccharides, N-acetylchito-oligosaccharides, N-acetylchitooligoses, N-acetylglucosamine oligomer, [(1-4)-N-acetyl-beta-D-glucosaminyl-]n, [(1->4)-N-acetyl-beta-D-glucosaminyl]n, [1,4-(N-acetyl-beta-D-glucosaminyl)]n, [4)-N-acetyl-beta-D-glucosaminyl-(1->]n, [4-N-acetyl-beta-D-glucosaminyl-(1-)]n
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-chitooligosaccharides + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
[(1->4)-N-acetyl-beta-D-glucosaminyl]n+m + reduced acceptor + O2 = [(1->4)-N-acetyl-beta-D-glucosaminyl]m-1-(1->4)-N-acetyl-2-deoxy-2-amino-D-glucono-1,5-lactone + [(1->4)-N-acetyl-beta-D-glucosaminyl]n + acceptor + H2O
show the reaction diagram
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chitosan + H2O = chitobiose + chitooligosaccharides
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
90-COSs and 50-COSs are prepared from 90% and 50% deacetylated chitosan, cellular AChE activity is decreased with increasing concentration of 90-MMWCOS chitooligosaccharides in PC12 cell lines, the 90-COSs exhibit more potent AChE inhibitory activities compared to 50-COSs, while 90-MMWCOS, 1-5 kDa, in the 90COSs show the highest activity, overview
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inhibit MMP-2 enzyme expression, decrease of the gene expression and transcriptional activity of MMP-2, and catalytic activity in primary dermal fibroblasts, chitooligosaccharides of 3-5 kDa are most effective
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different molecular weight, inhibit both MMP-9 expression and activity, especially 1- to 3-kDa chitooligosaccharides, chitooligosaccharides-I in HT-1080 cells
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Enzyme Kinetic Parameters

References & Links

Links to other databases for chitooligosaccharides

ChEBI
PubChem
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PubChem