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Literature summary extracted from

  • Suzuki, K.; Terasaki, Y.; Uyeda, M.
    Inhibition of hyaluronidases and chondroitinases by fatty acids (2002), J. Enzyme Inhib. Med. Chem., 17, 183-186.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.2.1 (13Z)-docos-13-enoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 (13Z)-docos-13-enoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 arachidic acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 arachidic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 behenic acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 behenic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 capric acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 capric acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 eicosadienoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 eicosadienoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 eicosanoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 eicosanoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 eicosapentaenoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 eicosapentaenoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 eicosatetraenoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 eicosatetraenoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 eicosatrienoic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 eicosatrienoic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 elaidic acid
-
 Streptococcus dysgalactiae
4.2.2.1 elaidic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 lauric acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 lauric acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 linoleic acid
-
 Streptococcus dysgalactiae
4.2.2.1 linoleic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 linolenic acid
-
 Streptococcus dysgalactiae
4.2.2.1 linolenic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 methyl (9Z)-octadecenoate
-
 Streptococcus dysgalactiae
4.2.2.1 methyl (9Z)-octadecenoate weak inhibition Streptomyces hyalurolytics
4.2.2.1 myristic acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 myristic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 myristoleic acid
-
 Streptococcus dysgalactiae
4.2.2.1 myristoleic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 nervonic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 nervonic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 oleic acid
-
 Streptococcus dysgalactiae
4.2.2.1 oleic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 palmitic acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 palmitic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 palmitoleic acid
-
 Streptococcus dysgalactiae
4.2.2.1 palmitoleic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 petroselinic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 petroselinic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 ricinoleic acid
-
 Streptococcus dysgalactiae
4.2.2.1 ricinoleic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 stearic acid weak inhibition Streptococcus dysgalactiae
4.2.2.1 stearic acid weak inhibition Streptomyces hyalurolytics
4.2.2.1 vaccenic acid strong inhibition Streptococcus dysgalactiae
4.2.2.1 vaccenic acid weak inhibition Streptomyces hyalurolytics
4.2.2.5 (13Z)-docos-13-enoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 (13Z)-docos-13-enoic acid
-
 Pedobacter heparinus
4.2.2.5 arachidic acid
-
 Paenarthrobacter aurescens
4.2.2.5 arachidic acid weak inhibition Pedobacter heparinus
4.2.2.5 behenic acid
-
 Paenarthrobacter aurescens
4.2.2.5 behenic acid weak inhibition Pedobacter heparinus
4.2.2.5 capric acid weak inhibition Paenarthrobacter aurescens
4.2.2.5 capric acid weak inhibition Pedobacter heparinus
4.2.2.5 eicosadienoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 eicosadienoic acid
-
 Pedobacter heparinus
4.2.2.5 eicosanoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 eicosanoic acid
-
 Pedobacter heparinus
4.2.2.5 eicosapentaenoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 eicosapentaenoic acid
-
 Pedobacter heparinus
4.2.2.5 eicosatetraenoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 eicosatetraenoic acid
-
 Pedobacter heparinus
4.2.2.5 eicosatrienoic acid
-
 Paenarthrobacter aurescens
4.2.2.5 eicosatrienoic acid
-
 Pedobacter heparinus
4.2.2.5 elaidic acid
-
 Paenarthrobacter aurescens
4.2.2.5 elaidic acid
-
 Pedobacter heparinus
4.2.2.5 lauric acid weak inhibition Paenarthrobacter aurescens
4.2.2.5 lauric acid weak inhibition Pedobacter heparinus
4.2.2.5 linoleic acid
-
 Paenarthrobacter aurescens
4.2.2.5 linoleic acid
-
 Pedobacter heparinus
4.2.2.5 linolenic acid
-
 Paenarthrobacter aurescens
4.2.2.5 linolenic acid
-
 Pedobacter heparinus
4.2.2.5 methyl (9Z)-octadecenoate weak inhibition Paenarthrobacter aurescens
4.2.2.5 methyl (9Z)-octadecenoate weak inhibition Pedobacter heparinus
4.2.2.5 additional information degree of inhibition by fatty acids depends on the chain length and the number of unsaturated bonds as well as the stereochemistry, overview Paenarthrobacter aurescens
4.2.2.5 additional information degree of inhibition by fatty acids depends on the chain length and the number of unsaturated bonds as well as the stereochemistry, overview Pedobacter heparinus
4.2.2.5 myristic acid
-
 Paenarthrobacter aurescens
4.2.2.5 myristic acid weak inhibition Pedobacter heparinus
4.2.2.5 myristoleic acid
-
 Paenarthrobacter aurescens
4.2.2.5 myristoleic acid weak inhibition Pedobacter heparinus
4.2.2.5 nervonic acid
-
 Paenarthrobacter aurescens
4.2.2.5 nervonic acid
-
 Pedobacter heparinus
4.2.2.5 oleic acid
-
 Paenarthrobacter aurescens
4.2.2.5 oleic acid
-
 Pedobacter heparinus
4.2.2.5 palmitic acid
-
 Paenarthrobacter aurescens
4.2.2.5 palmitic acid weak inhibition Pedobacter heparinus
4.2.2.5 palmitoleic acid
-
 Paenarthrobacter aurescens
4.2.2.5 palmitoleic acid
-
 Pedobacter heparinus
4.2.2.5 petroselinic acid
-
 Paenarthrobacter aurescens
4.2.2.5 petroselinic acid
-
 Pedobacter heparinus
4.2.2.5 ricinoleic acid
-
 Paenarthrobacter aurescens
4.2.2.5 ricinoleic acid weak inhibition Pedobacter heparinus
4.2.2.5 stearic acid
-
 Paenarthrobacter aurescens
4.2.2.5 stearic acid weak inhibition Pedobacter heparinus
4.2.2.5 vaccenic acid
-
 Paenarthrobacter aurescens
4.2.2.5 vaccenic acid
-
 Pedobacter heparinus
4.2.2.19 (13Z)-docos-13-enoic acid strong inhibition Pedobacter heparinus
4.2.2.19 arachidic acid
-
 Pedobacter heparinus
4.2.2.19 behenic acid
-
 Pedobacter heparinus
4.2.2.19 capric acid
-
 Pedobacter heparinus
4.2.2.19 eicosadienoic acid
-
 Pedobacter heparinus
4.2.2.19 eicosanoic acid strong inhibition Pedobacter heparinus
4.2.2.19 eicosapentaenoic acid
-
 Pedobacter heparinus
4.2.2.19 eicosatetraenoic acid
-
 Pedobacter heparinus
4.2.2.19 eicosatrienoic acid nonconmpetitive Pedobacter heparinus
4.2.2.19 elaidic acid strong inhibition Pedobacter heparinus
4.2.2.19 lauric acid
-
 Pedobacter heparinus
4.2.2.19 linoleic acid strong inhibition Pedobacter heparinus
4.2.2.19 linolenic acid strong inhibition Pedobacter heparinus
4.2.2.19 methyl (9Z)-octadecenoate
-
 Pedobacter heparinus
4.2.2.19 additional information degree of inhibition by fatty acids depends on the chain length and the number of unsaturated bonds as well as the stereochemistry, overview Pedobacter heparinus
4.2.2.19 myristic acid
-
 Pedobacter heparinus
4.2.2.19 myristoleic acid
-
 Pedobacter heparinus
4.2.2.19 nervonic acid strong inhibition Pedobacter heparinus
4.2.2.19 oleic acid strong inhibition Pedobacter heparinus
4.2.2.19 palmitic acid
-
 Pedobacter heparinus
4.2.2.19 palmitoleic acid
-
 Pedobacter heparinus
4.2.2.19 petroselinic acid strong inhibition Pedobacter heparinus
4.2.2.19 ricinoleic acid
-
 Pedobacter heparinus
4.2.2.19 stearic acid
-
 Pedobacter heparinus
4.2.2.19 vaccenic acid strong inhibition Pedobacter heparinus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.2.5 0.008
-
 chondroitin sulfate C pH 6.0, 37°C Pedobacter heparinus
4.2.2.5 0.0104
-
 chondroitin sulfate C pH 6.0, 37°C Paenarthrobacter aurescens
4.2.2.19 0.0163
-
 dermatan sulfate pH 8.0, 37°C Pedobacter heparinus

Organism

EC Number Organism UniProt Comment Textmining
4.2.2.1 Streptococcus dysgalactiae
-
-
-
4.2.2.1 Streptomyces hyalurolytics
-
-
-
4.2.2.5 Paenarthrobacter aurescens
-
-
-
4.2.2.5 Pedobacter heparinus
-
-
-
4.2.2.19 Pedobacter heparinus Q46079
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.2.1 [hyaluronate]n = (4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine-[hyaluronate]n-m-1 + 2 3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine + hyaluronate also acts on chondroitin, the product is more systematically known as 3-(4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid)-2-acetamido-2-deoxy-D-glucose Streptococcus dysgalactiae
a
4.2.2.1 [hyaluronate]n = (4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine-[hyaluronate]n-m-1 + 2 3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine + hyaluronate also acts on chondroitin, the product is more systematically known as 3-(4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid)-2-acetamido-2-deoxy-D-glucose Streptomyces hyalurolytics
a
4.2.2.5 [1,3-beta-D-glucuronic acid-1,4-beta-D-hexosylamine]n = n-1 4-deoxy-beta-D-gluc-4-enuronosyl-1,4-beta-D-hexosylamine + [1,3-beta-D-glucuronic acid-1,4-beta-D-hexosylamine] acts on chondroitin 4-sulfate and chondroitin 6-sulfate, but less well on hyaluronate Pedobacter heparinus
a
4.2.2.5 [1,3-beta-D-glucuronic acid-1,4-beta-D-hexosylamine]n = n-1 4-deoxy-beta-D-gluc-4-enuronosyl-1,4-beta-D-hexosylamine + [1,3-beta-D-glucuronic acid-1,4-beta-D-hexosylamine] acts on chondroitin 4-sulfate and chondroitin 6-sulfate, but less well on hyaluronate Paenarthrobacter aurescens
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.2.1 hyaluronic acid from pig skin Streptococcus dysgalactiae ?
-
 ?
4.2.2.1 hyaluronic acid from pig skin Streptomyces hyalurolytics 3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine
-
 ?
4.2.2.5 chondroitin sulfate C i.e. chondroitin 6-sulfate Pedobacter heparinus ?
-
 ?
4.2.2.5 chondroitin sulfate C i.e. chondroitin 6-sulfate Paenarthrobacter aurescens ?
-
 ?
4.2.2.19 dermatan sulfate
-
 Pedobacter heparinus ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.2.2.1 h-SD
-
 Streptococcus dysgalactiae
4.2.2.1 h-SH
-
 Streptomyces hyalurolytics
4.2.2.1 hyaluronidase SD
-
 Streptococcus dysgalactiae
4.2.2.1 hyaluronidase SH
-
 Streptomyces hyalurolytics
4.2.2.5 c-ACI
-
 Pedobacter heparinus
4.2.2.5 c-ACII
-
 Paenarthrobacter aurescens
4.2.2.5 chondroitinase ACI
-
 Pedobacter heparinus
4.2.2.5 chondroitinase ACII
-
 Paenarthrobacter aurescens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.2.1 37
-
 assay at Streptococcus dysgalactiae
4.2.2.1 60
-
 assay at Streptomyces hyalurolytics
4.2.2.5 37
-
 assay at Pedobacter heparinus
4.2.2.5 37
-
 assay at Paenarthrobacter aurescens
4.2.2.19 30
-
 assay at Pedobacter heparinus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.2.1 6.2
-
 phosphate buffer, assay at Streptococcus dysgalactiae
4.2.2.1 6.2
-
 phosphate buffer, assay at Streptomyces hyalurolytics
4.2.2.5 6
-
 assay at Paenarthrobacter aurescens
4.2.2.5 7.3
-
 assay at Pedobacter heparinus
4.2.2.19 8
-
 assay at, Tris-HCl Pedobacter heparinus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.2.1 additional information
-
 additional information
-
 Streptococcus dysgalactiae
4.2.2.1 additional information
-
 additional information
-
 Streptomyces hyalurolytics
4.2.2.5 0.0047
-
 nervonic acid pH 6.0, 37°C Paenarthrobacter aurescens
4.2.2.5 0.0211
-
 eicosatrienoic acid pH 6.0, 37°C Pedobacter heparinus
4.2.2.19 additional information
-
 additional information
-
 Pedobacter heparinus
4.2.2.19 0.037
-
 eicosatrienoic acid pH 8.0, 37°C Pedobacter heparinus