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Information on EC 3.2.1.180 - unsaturated chondroitin disaccharide hydrolase
for references in articles please use BRENDA:EC3.2.1.180
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EC Tree 3 Hydrolases
3.2 Glycosylases
3.2.1 Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
3.2.1.180 unsaturated chondroitin disaccharide hydrolase
IUBMB Comments
The enzyme releases 4-deoxy-4,5-didehydro D-glucuronic acid or 4-deoxy-4,5-didehydro L-iduronic acid from chondroitin disaccharides, hyaluronan disaccharides and heparin disaccharides and cleaves both glycosidic (1→3) and (1→4) bonds. It prefers the sulfated disaccharides to the unsulfated disaccharides.
The expected taxonomic range for this enzyme is: Bacteria, Archaea
- 3.2.1.180
-
glucuronyl
- disaccharides
-
lyases
- streptococcal
- glycosaminoglycans
- polysaccharide
- agalactiae
-
trimethylation
-
priming
- histone
-
oncogenesis
-
trimethylase
Reaction Schemes
showSynonyms
phep_2830, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
SagUGL
SpnUGL
SpyUGL
UGL
unsaturated glucuronyl hydrolase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
beta-D-4-deoxy-DELTA4-GlcAp-(1->3)-beta-D-GalNAc6S + H2O = 5-dehydro-4-deoxy-D-glucuronate + N-acetyl-beta-D-galactosamine-6-O-sulfate
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
chondroitin sulfate degradation I (bacterial), hyaluronan degradation
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SYSTEMATIC NAME
IUBMB Comments
beta-D-4-deoxy-DELTA4-GlcAp-(1->3)-beta-D-GalNAc6S hydrolase
The enzyme releases 4-deoxy-4,5-didehydro D-glucuronic acid or 4-deoxy-4,5-didehydro L-iduronic acid from chondroitin disaccharides, hyaluronan disaccharides and heparin disaccharides and cleaves both glycosidic (1->3) and (1->4) bonds. It prefers the sulfated disaccharides to the unsulfated disaccharides.
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose + H2O
?
-
Substrates: -
Products: -
Products: -
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose + H2O
?
-
Substrates: -
Products: -
Products: -
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose + H2O
?
-
Substrates: -
Products: -
Products: -
?
2-acetamido-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose + H2O
2-acetamido-2-deoxy-6-O-sulfo-D-galactopyranose + 4-deoxy-alpha-L-threo-hex-4-enopyranose
-
Substrates: high activity, a substrate with sulfation of the primary alcohol on carbon 6 of its N-acetylgalactosamine moiety
Products: -
Products: -
?
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose + H2O
?
-
Substrates: -
Products: -
Products: -
?
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl fluoride + H2O
?
-
Substrates: an unsaturated glucuronyl fluoride giving very low activity
Products: -
Products: -
?
4-deoxy-beta-L-threo-hex-4-enopyranuronosyl fluoride + H2O
?
-
Substrates: an unsaturated glucuronyl fluoride giving very low activity
Products: -
Products: -
?
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
alpha-D-4-deoxy-DELTA4,5-IdoA-(1->4)-beta-D-GlcNAc + H2O
alpha-D-4-deoxy-DELTA4,5-IdoA + beta-D-N-acetylglucosamine
Substrates: -
Products: -
Products: -
?
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
beta-D-4-deoxy-DELTA4-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
5-dehydro-4-deoxy-D-glucuronate + N-acetyl-beta-D-galactosamine-6-O-sulfate
-
Substrates: -
Products: -
Products: -
?
DELTA4GlcUA2S-beta-(1->4)-GlcN2S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1,3)-GalNAc4S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1,3)-GalNAc6S + H2O
?
-
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1,4)-GlcN2S6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1,4)-GlcNAc6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA2S-beta-(1,4)-GlcN2S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA2S-beta-(1->4)-GlcN2S + H2O
?
-
Substrates: -
Products: -
Products: -
?
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: 3.4% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: kcat/Km is 2% of the kcat/Km-value for beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: 3.4% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: 16% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: 10% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
Substrates: 10% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine-6-O-sulfate
Substrates: -
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
Substrates: 2% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
Substrates: 1.1% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
Substrates: 1.1% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc4S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc4S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
-
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
-
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN2S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN2S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN2S6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN2S6S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN2S6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcN6S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc + H2O
?
-
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc + H2O
?
Substrates: best substrate
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc6S + H2O
?
Substrates: -
Products: -
Products: -
?
DELTAGlcUA-beta-(1->4)-GlcNAc6S + H2O
?
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: almost all interactions between the substrate and enzyme are related to the D-glucuronic acid unit, whereas no recognition specificity is observed for the N-acetyl-D-galactosamine unit
Products: -
Products: -
?
additional information
?
-
-
Substrates: unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units
Products: -
Products: -
?
additional information
?
-
-
Substrates: no or poor activity with 2-(acetylamino)-2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-glucopyranose and 2-(acetylamino)-2-deoxy-3-O-(4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: shows almost no activity with the unsaturated gellan tetrasaccharide (beta-D-4-deoxy-DELTA4,5-GlcAp-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-beta-D-Glcp). Streptococcal enzymes prefer sulfated substrates
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme acts on unsaturated alpha-iduronic acid as well as unsaturated beta-glucuronic acis residues in substrates, and cleaves both glycoside bonds (1->3) and (1->4)
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity of wild-type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: shows almost no activity with the unsaturated gellan tetrasaccharide (beta-D-4-deoxy-DELTA4,5-GlcAp-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-beta-D-Glcp). Streptococcal enzymes prefer sulfated substrates
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: shows almost no activity with the unsaturated gellan tetrasaccharide (beta-D-4-deoxy-DELTA4,5-GlcAp-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-beta-D-Glcp). Streptococcal enzymes prefer sulfated substrates
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: shows almost no activity with the unsaturated gellan tetrasaccharide (beta-D-4-deoxy-DELTA4,5-GlcAp-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-beta-D-Glcp). Streptococcal enzymes prefer sulfated substrates
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: shows almost no activity with the unsaturated gellan tetrasaccharide (beta-D-4-deoxy-DELTA4,5-GlcAp-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-beta-D-Glcp). Streptococcal enzymes prefer sulfated substrates
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
beta-D-4-deoxy-DELTA4-GlcAp-(1->3)-beta-D-GalNAc6S + H2O
5-dehydro-4-deoxy-D-glucuronate + N-acetyl-beta-D-galactosamine-6-O-sulfate
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
-
Substrates: unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
additional information
?
-
Substrates: the streptococcal unsaturated glucuronyl hydrolases are capable of degrading unsaturated disaccharides derived from mammalian sulfated glycosaminoglycans. This substrate specificity probably enables Streptococci to readily invade mammalian cells through the degradation of extracellular sulfated glycosaminoglycans
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2R,3R,4S,5S,6R)-3,4,5,6-tetrahydroxypiperidine-2-carboxylic acid
-
competitive
(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
-
competitive
additional information
-
several analogues designed to take advantage ofstrong enzyme binding to the reaction's transition state show little to no inhibition. No inhibition by 17a and 17b
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.58
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.16
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.59
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
4.5
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
3.7
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
3
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose
-
pH 6.6, 37°C
1.2
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose
-
pH 6.6, 37°C
0.88
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.84
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.26
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.88
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
9
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
3.2
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.371
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme K370I
0.763
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S365H
1.27
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, wild-type enzyme
1.4
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S368G
0.1
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
0.18
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C. wild-type enzyme
0.191
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme S368G
0.39
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C. wild-type enzyme
0.54
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C. wild-type enzyme
1.47
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme K370I
1.75
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme T235A
2.36
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme S365H
0.86
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S370A
1.9
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant wild-type enzyme
3
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S368A
3.4
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S365A
3.4
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S368G
5.2
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S365G
0.029
DELTAGlcUA-beta-(1->4)-GlcNAc
pH 7.5, 30°C, recombinant wild-type enzyme
1.4
DELTAGlcUA-beta-(1->4)-GlcNAc
pH 7.5, 30°C, recombinant mutant F164A
additional information
additional information
-
Michaelis-Menten kinetic parameters for the cleavage of a variety of unsaturated disaccharides of glycosaminoglycan origin, overview
-
additional information
additional information
-
free-energy profiles of the catalytic reaction, overview
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.312
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.14
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.64
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.09
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
112
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
8.5
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose
-
pH 6.6, 37°C
14
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose
-
pH 6.6, 37°C
14.7
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
3.9
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
2.05
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
3.27
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
18.6
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
4.3
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
1.69
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S365H
2.69
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, wild-type enzyme
3.97
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme K370I
10.8
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S368G
1.3
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
3.85
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme S365H
3.96
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme T235A
4
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
10.2
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
24
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
24.8
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme S368G
41.6
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme K370I
0.075
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S370A
0.76
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S365G
1.9
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S365A
2.8
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S368G
3.8
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant wild-type enzyme
6
DELTAGlcUA-beta-(1->4)-GlcN2S
-
pH 7.5, 30°C, recombinant mutant S368A
16
DELTAGlcUA-beta-(1->4)-GlcNAc
pH 7.5, 30°C, recombinant wild-type enzyme
22
DELTAGlcUA-beta-(1->4)-GlcNAc
pH 7.5, 30°C, recombinant mutant F164A
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.55
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.9
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
1.1
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.02
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
30
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose
-
pH 6.6, 37°C
2.8
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose
-
pH 6.6, 37°C
12
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose
-
pH 6.6, 37°C
16
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
4.6
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
0.000044
4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl fluoride
-
pH 6.6, 37°C
7.9
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
3.7
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
2.1
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
1.3
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
-
pH 6.6, 37°C
2.12
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, wild-type enzyme
2.21
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S365H
7.71
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme S368G
10.7
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc
pH 7.5, 30°C, mutant enzyme K370I
1.63
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme S365H
2.26
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme T235A
28.2
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, mutant enzyme K370I
102
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
pH 7.5, 30°C, wild-type enzyme
130