4.2.2.5: chondroitin AC lyase
This is an abbreviated version!
For detailed information about chondroitin AC lyase, go to the full flat file.
Word Map on EC 4.2.2.5
-
4.2.2.5
-
glycosaminoglycans
-
proteoglycans
-
dermatan
-
heparan
-
hyaluronic
-
hyaluronidase
-
glucuronic
-
heparinum
-
flavobacterium
-
heparitinase
-
6-sulfate
-
lyases
-
iduronic
-
4-sulphate
-
glca
-
cetylpyridinium
-
hexasaccharide
-
monosulfated
-
cuprolinic
-
3hglucosamine
-
galactosaminoglycans
-
aurescens
-
undersulfated
-
oversulfated
-
keratanase
-
35ssulfate
-
analysis
-
medicine
-
synthesis
-
trisulfated
-
blue-positive
-
chondroitin-4-sulfate
-
food industry
-
cupromeronic
- 4.2.2.5
- glycosaminoglycans
- proteoglycans
- dermatan
- heparan
-
hyaluronic
- hyaluronidase
-
glucuronic
- heparinum
- flavobacterium
- heparitinase
- 6-sulfate
- lyases
-
iduronic
-
4-sulphate
-
glca
-
cetylpyridinium
- hexasaccharide
-
monosulfated
-
cuprolinic
-
3hglucosamine
- galactosaminoglycans
- aurescens
-
undersulfated
-
oversulfated
- keratanase
-
35ssulfate
- analysis
- medicine
- synthesis
-
trisulfated
-
blue-positive
- chondroitin-4-sulfate
- food industry
-
cupromeronic
Reaction
Synonyms
A-Chase, AC I lyase, c-ACI, c-ACII, ChnAC, chon-AC-lyase, ChonAC, chondroitin AC eliminase, chondroitin AC I lyase, Chondroitin AC lyase, chondroitin ACII lyase, chondroitin lyase AC, chondroitin sulfate lyase, chondroitinase, chondroitinase AC, chondroitinase ACI, chondroitinase ACII, ChSase-AC, EC 4.2.99.6, F-Chase, lyase, chondroitin AC, Pedsa_3808, PL8A
ECTree
4.2.2.5 chondroitin AC lyaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 4.2.2.5 - chondroitin AC lyase
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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
benzyl 4-O-(2'-nitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl 4-O-(3',4'-dinitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl 4-O-(4'-chloro-2'-nitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl S-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-(1-4)-4-deoxy-4-thio-beta-D-glucopyranosiduronic acid
?
-
very slow cleavage, 9% product after 24 h
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
chondroitin sulfate A
unsaturated chondroitin A sulfate disaccharide
-
i.e. chondroitin 4-sulfate
-
?
chondroitin sulfate C
unsaturated chondroitin sulfate C disaccharide
-
i.e. chondroitin 6-sulfate
product analysis
?
chondroitin sulfate/dermatan sulfate chain
?
-
chondroitin AC I lyase cleaves the linkage between GalNAc and D-GlcA, with the formation of a 4,5 double bond at HexA and a water molecule elimination
-
-
?
chondroitin/dermatan sulfate chain
?
-
chon-AC-lyase cleaves the linkage between GalNAc and D-GlcA
-
-
?
GlcNAc-D-glucuronic acid-GlcNAc-D-glucuronic acid
DELTA-4,5-uronic acid-GlcNAc + N-acetyl-D-glucosamine + DELTA-4,5-glucuronic acid
-
-
-
?
heparan sulfate
?
wild-type enzyme and mutants R292A, R288A, and Y234F
-
?
methyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
phenyl 4-O-(2',4'-dinitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
-
-
-
?
proteoglycan
protein-keratan sulfate
-
-
the protein-keratan sulfate core isolated after limit digestion of proteoglycan contains about 44% protein, 38% keratan sulfate, and 18% of the enzymatically modified oligosaccharide attachment region between the chondroitin sulfate chains and protein core: gluco-4-enepyranosyluronic acid-(galactosyl)2-xylose
?
benzyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl 4-O-(2',4'-dinitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
benzyl 4-O-(2',4'-dinitrophenyl)-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
chondroitin
?
-
degradation is faster than with chondroitin 4-sulfate or chondroitin 6-sulfate
-
-
?
chondroitin
?
-
degradation is faster than with chondroitin 4-sulfate or chondroitin 6-sulfate
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
i.e. chondroitin sulfate A
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
?
chondroitin 4-sulfate
2-acetamido-2-deoxy-3-O-(beta-D-gluco-4-enepyranosyluronic acid)-4-O-sulfo-D-galactose
-
-
-
?
chondroitin 4-sulfate
?
61% of the activity with hyaluronic acid
-
-
?
chondroitin 4-sulfate
?
-
ACII lyase is an exolytic enzyme able to cut the polysaccharide chains starting from the nonreducing end
-
-
?
chondroitin 4-sulfate
?
-
exolytic action pattern
the products afforded by chondroitinase ACII contain primarily unsaturated disaccharide
-
?
chondroitin 4-sulfate
?
-
chondroitin AC lyase is specific for chondroitin 4-sulfate and has endolytic activity
-
-
?
chondroitin 4-sulfate
?
-
random endolytic action pattern
the products of chondroitinase AC contain unsaturated oligosaccharides of sizes ranging from disaccharide to decasaccharide
-
?
chondroitin 6-sulfate
?
86% of the activity with hyaluronic acid
-
-
?
chondroitin 6-sulfate
?
-
exolytic action pattern
the products afforded by chondroitinase ACII contain primarily unsaturated disaccharide
-
?
chondroitin 6-sulfate
?
-
the degradation of chondroitin by an anionic E1cb elimination mechanism involves proton abstraction from C5 of glucuronic acid, Tyr234 is the key base catalysts
-
-
?
chondroitin 6-sulfate
?
-
random endolytic action pattern
the products of chondroitinase AC contain unsaturated oligosaccharides of sizes ranging from disaccharide to decasaccharide
-
?
chondroitin sulfate A
?
-
i.e. chondroitin 4-sulfate, best substrate
-
?
chondroitin sulfate A
?
relative activity: 100% (recombinant protein), 100% (native protein)
-
-
?
chondroitin sulfate A
?
-
i.e. chondroitin 4-sulfate, best substrate
-
?
chondroitin sulfate A
?
i.e. chondroitin 4-sulfate, best substrate, wild-type enzyme and mutants R292A, R288A, H225A and Y234F
-
?
chondroitin sulfate C
?
-
i.e. chondroitin 6-sulfate, low activity
-
?
chondroitin sulfate C
?
relative activity: 42% (recombinant protein), 46% (native protein)
-
-
?
chondroitin sulfate C
?
-
i.e. chondroitin 6-sulfate, low activity
-
?
chondroitin sulfate C
?
i.e. chondroitin 6-sulfate, wild-type enzyme and mutants R292A, R288A, and Y234F
-
?
dermatan sulfate
?
wild-type enzyme and mutants R292A, and Y234F
-
?
hyaluronate
?
-
degradation is faster than with chondroitin 4-sulfate or chondroitin 6-sulfate
-
-
?
hyaluronate
?
-
degradation is faster than with chondroitin 4-sulfate or chondroitin 6-sulfate
-
-
?
hyaluronic acid
?
relative activity: 54% (recombinant protein), 67% (native protein)
-
-
?
hyaluronic acid
?
wild-type enzyme and mutants R292A, R288A, and Y234F
-
?
phenyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
phenyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
phenyl 4-methylumbelliferyl-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
phenyl 4-methylumbelliferyl-beta-D-glucopyranosiduronic acid
?
-
synthetic chromogenic substrate
-
?
additional information
?
-
-
no activity with dermatan sufate, heparin and heparan sulfate, the latter of porcine or bovine source
-
?
additional information
?
-
no activity with dermatan sulfate or heparin as substrate
-
-
?
additional information
?
-
-
no activity with dermatan sufate, heparin and heparan sulfate, the latter of porcine or bovine source
-
?
additional information
?
-
-
chondroitin AC lyase activity is significantly related to the virulence of the strains at 25°C. ChonAC activity is significantly higher in the high virulence group than in the low virulence group at 25°C
-
-
?
additional information
?
-
-
chondroitin/dermatan sulfate chain of decorin, with a high complexity due to the large variety of glycoforms, from human skin fibroblasts is released by reductive beta-elimination reaction and digested with chondroitin AC I lyase. Mass spectrometric substrate and product analysis, e.g. tetrasulfated octasaccharide, decasaccharides, a trisulfated, a hexasulfated [4,5-D-GlcAGalNAc(IdoAGalNAc)4], and [4,5-D-GlcAGalNAc(IdoAGalNAc)3], and disaccharides, overview
-
-
?
additional information
?
-
-
the enzyme als acts as an exoglycosidase towards hyaluronate
-
-
?
additional information
?
-
-
no activity with dermatan sulfate
-
-
?
additional information
?
-
-
substrate specificity, no activity with dermatan sulfate
-
?
additional information
?
-
Arg292 is involved in recognition of the N-acetyl and sulfate moieties of galactosamine, but does not participate directly in catalysis
-
?
additional information
?
-
-
developement of an assay using synthetic substrates, which can be monitored by 3 different techniques, UV-Vis spectroscopy, fluorescence spectroccopy, and fluoride ion-selective electrode usage, overview, products of chondroitin sulfate cleavages are disaccharides or oligosaccharides with DELTA4,5-unsaturated uronic acid resdiues at the nonreducing end, methyl 4-deoxy-4-fluoro-beta-D-glucopyranosiduronic acid is a poor substrate
-
?
additional information
?
-
-
elimination mechanism, but no syn-elimination, resulting in disaccharides or oligosaccharides with DELTA4,5-unsaturated uronic acid residues at the nonreducing end
-
?
additional information
?
-
-
the active site forms a tunnel, structurally involved residue Arg292 is responsible for substrate recognition of N-acetyl or O-sulfo moieties in galactosamine residues, it does not participate in catalysis
-
?
additional information
?
-
-
digestion of amyloid fibrils with chondroitinase AC hydrolyzes keratan sulfate and heparan sulfate
-
-
?
additional information
?
-
-
does not split endogalactosaminidic bonds neighbouring to reduced disaccharide units
-
-
?
additional information
?
-
-
no activity with chondroitin sulfate B, heparin or heparan sulfate
-
-
?
