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Information on EC 3.2.1.180 - unsaturated chondroitin disaccharide hydrolase
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EC Tree
3.2.1.180 unsaturated chondroitin disaccharide hydrolaseIUBMB 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.
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Word Map
- 3.2.1.180
-
glucuronyl
- disaccharides
-
lyases
- streptococcal
- glycosaminoglycans
- polysaccharide
- agalactiae
-
trimethylation
-
priming
- histone
-
oncogenesis
-
trimethylase
The expected taxonomic range for this enzyme is: Bacteria, Archaea
Reaction Schemes
Synonyms
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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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
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
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
?
-
-
-
-
?
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose + H2O
?
-
-
-
-
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose + H2O
?
-
-
-
-
?
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose + H2O
?
-
-
-
-
?
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
-
high activity, a substrate with sulfation of the primary alcohol on carbon 6 of its N-acetylgalactosamine moiety
-
-
?
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose + H2O
?
-
-
-
-
?
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl fluoride + H2O
?
-
an unsaturated glucuronyl fluoride giving very low activity
-
-
?
4-deoxy-beta-L-threo-hex-4-enopyranuronosyl fluoride + H2O
?
-
an unsaturated glucuronyl fluoride giving very low activity
-
-
?
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
alpha-D-4-deoxy-DELTA4,5-IdoA-(1->4)-beta-D-GlcNAc + H2O
alpha-D-4-deoxy-DELTA4,5-IdoA + beta-D-N-acetylglucosamine
-
-
-
?
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
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
-
-
-
-
?
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O
?
-
-
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
3.4% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
kcat/Km is 2% of the kcat/Km-value for beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
3.4% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
16% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
10% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylgalactosamine
10% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
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-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-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-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-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
2% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
1.1% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GlcNAc + H2O
4-deoxy-L-threo-5-hexosulose-uronate + beta-D-N-acetylglucosamine
1.1% of the activity with beta-D-4-deoxy-DELTA4,5-GlcAp-(1->3)-beta-D-GalNAc6S
-
-
?
DELTAGlcUA-beta-(1->3)-GalNAc6S + H2O
?
best substrate
-
-
?
DELTAGlcUA-beta-(1->4)-GlcNAc + H2O
?
best substrate
-
-
?
additional information
?
-
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
-
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
-
-
?
additional information
?
-
-
unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units
-
-
?
additional information
?
-
-
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
-
-
?
additional information
?
-
substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
-
-
?
additional information
?
-
substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
-
-
?
additional information
?
-
substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
-
-
?
additional information
?
-
-
substrate specificity of type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, substrate docking studies, overview
-
-
?
additional information
?
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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)
-
-
?
additional information
?
-
-
substrate specificity of wild-type and mutant enzymes with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
-
substrate specificity with unsaturated chondroitin disaccharides and unsaturated heparin disaccharides, overview
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
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
-
-
-
-
?
additional information
?
-
-
unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
additional information
?
-
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
-
-
?
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
-
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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
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Michaelis-Menten kinetic parameters for the cleavage of a variety of unsaturated disaccharides of glycosaminoglycan origin, overview
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additional information
additional information
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free-energy profiles of the catalytic reaction, overview
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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
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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
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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
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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
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pH 6.6, 37°C
0.9
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
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pH 6.6, 37°C
1.1
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
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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
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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
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pH 6.6, 37°C
2.8
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose
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pH 6.6, 37°C
12
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose
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pH 6.6, 37°C
16
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid
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pH 6.6, 37°C