Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(2R)-pyrrolidinium-2-carboxylate | - |
Clostridium perfringens | |
(2R,3R,4S,5S,6R)-3,4,5,6-tetrahydroxypiperidine-2-carboxylic acid | competitive | Clostridium perfringens | |
(2S)-pyrrolidinium-2-carboxylate | - |
Clostridium perfringens | |
(3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid | competitive | Clostridium perfringens | |
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 | Clostridium perfringens |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | Michaelis-Menten kinetic parameters for the cleavage of a variety of unsaturated disaccharides of glycosaminoglycan origin, overview | Clostridium perfringens | |
0.16 | - |
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.26 | - |
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.58 | - |
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.59 | - |
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.84 | - |
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.88 | - |
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.88 | - |
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
1.2 | - |
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose | pH 6.6, 37°C | Clostridium perfringens | |
3 | - |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose | pH 6.6, 37°C | Clostridium perfringens | |
3.2 | - |
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
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 | Clostridium perfringens | |
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 | Clostridium perfringens | |
9 | - |
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
additional information | Clostridium perfringens | unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units | ? | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Clostridium perfringens | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-4-O-sulfo-D-galactopyranose + H2O | - |
Clostridium perfringens | ? | - |
? | |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose + H2O | - |
Clostridium perfringens | ? | - |
? | |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose + H2O | - |
Clostridium perfringens | ? | - |
? | |
2-acetamido-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-6-O-sulfo-D-galactopyranose + H2O | high activity, a substrate with sulfation of the primary alcohol on carbon 6 of its N-acetylgalactosamine moiety | Clostridium perfringens | 2-acetamido-2-deoxy-6-O-sulfo-D-galactopyranose + 4-deoxy-alpha-L-threo-hex-4-enopyranose | - |
? | |
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose + H2O | - |
Clostridium perfringens | ? | - |
? | |
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl fluoride + H2O | an unsaturated glucuronyl fluoride giving very low activity | Clostridium perfringens | ? | - |
? | |
4-deoxy-beta-L-threo-hex-4-enopyranuronosyl fluoride + H2O | an unsaturated glucuronyl fluoride giving very low activity | Clostridium perfringens | ? | - |
? | |
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? | |
additional information | unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units | Clostridium perfringens | ? | - |
? | |
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 | Clostridium perfringens | ? | - |
? | |
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid + H2O | - |
Clostridium perfringens | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
UGL | - |
Clostridium perfringens |
unsaturated glucuronyl hydrolase | - |
Clostridium perfringens |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Clostridium perfringens |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
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 | Clostridium perfringens | |
0.14 | - |
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.312 | - |
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.64 | - |
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
2.05 | - |
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
3.27 | - |
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
3.9 | - |
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
4.3 | - |
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
8.5 | - |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose | pH 6.6, 37°C | Clostridium perfringens | |
14 | - |
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose | pH 6.6, 37°C | Clostridium perfringens | |
14.7 | - |
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
18.6 | - |
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
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 | Clostridium perfringens |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
6.6 | - |
assay at | Clostridium perfringens |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
3 | - |
pH 6.6, 37°C | Clostridium perfringens | (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid | |
7.2 | - |
pH 6.6, 37°C | Clostridium perfringens | (2R,3R,4S,5S,6R)-3,4,5,6-tetrahydroxypiperidine-2-carboxylic acid |
General Information | Comment | Organism |
---|---|---|
metabolism | the enzyme is involved in the metabolic pathway for degradation of glycosaminoglycans | Clostridium perfringens |
additional information | a hydration-initiated mechanism with a transition state with positive charge at carbon 5 and the endocyclic oxygen is proposed, transition-state structure for the first irreversible step of this mechanism, overview | Clostridium perfringens |
physiological function | unsaturated glucuronyl hydrolases acts on the unsaturated uronic-acid-containing oligosaccharides to remove the unusual non-reducing terminal monomer units | Clostridium perfringens |
kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.000044 | - |
4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl fluoride | pH 6.6, 37°C | Clostridium perfringens | |
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 | Clostridium perfringens | |
0.55 | - |
2,4,6-trichlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
0.9 | - |
2,4-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
1.1 | - |
2,5-dinitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
1.3 | - |
phenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
2.1 | - |
benzyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
2.8 | - |
2-(acetylamino)-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-D-galactopyranose | pH 6.6, 37°C | Clostridium perfringens | |
3.7 | - |
4-tert-butylphenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
4.6 | - |
4-chlorophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
7.9 | - |
4-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
12 | - |
2-deoxy-4-O-(4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl)-2-(sulfoamino)-D-glucopyranose | pH 6.6, 37°C | Clostridium perfringens | |
16 | - |
3-nitrophenyl 4-deoxy-alpha-L-threo-hex-4-enopyranosiduronic acid | pH 6.6, 37°C | Clostridium perfringens | |
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 | Clostridium perfringens |