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Literature summary extracted from

  • Kirimura, K.; Gunji, H.; Wakayama, R.; Hattori, T.; Ishii, Y.
    Enzymatic Kolbe-Schmitt reaction to form salicylic acid from phenol: enzymatic characterization and gene identification of a novel enzyme, Trichosporon moniliiforme salicylic acid decarboxylase (2010), Biochem. Biophys. Res. Commun., 394, 279-284.
    View publication on PubMed

Application

EC Number Application Comment Organism
4.1.1.91 synthesis selective and ecological production by carboxylation of phenol to form salicylate, the enzymatic Kolbe–Schmitt reaction Cutaneotrichosporon moniliiforme

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.1.91 recombinant Escherichia coli expressing sdc converts 40 mM phenol to 10.6 mM salicylate with a 27% (mol/mol) yield at 30°C for 9 h Cutaneotrichosporon moniliiforme

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.1.91 AgNO3 1 mM, complete loss of decarboxylation activity, 60% loss of carboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 CuCl2 1 mM, 70% loss of carboxylation activity, 14% loss of decarboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 diethyl dicarbonate 1 mM, 37% inhibition of carboxylation activity, 21% inhibition of decarboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 HgCl2 1 mM, complete inhibition of decarboxylation activity, 94% loss of carboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 hydroxylamine 1 mM, 23% inhibition of carboxylation activity, 9% inhibition of decarboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 additional information the enzyme is oxygen-insensitive Cutaneotrichosporon moniliiforme
4.1.1.91 NEM 1 mM, 28% loss of carboxylation activity, 6% loss of decarboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 NiCl2 1 mM, 85% loss carboxylation activity, 46% loss of decarboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 p-chloromercuribenzoic acid 0.2 mM, 49% loss of carboxylation activity, 82% loss of decarboxylation activity Cutaneotrichosporon moniliiforme

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.1.91 1.08
-
salicylate pH 5.5, 40°C Cutaneotrichosporon moniliiforme
4.1.1.91 123
-
phenol pH 5.5, 30°C Cutaneotrichosporon moniliiforme

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.1.91 Fe2+ 1 mM, 1.5fold stimulation of carboxylation activity, no effect on decarboxylation activity Cutaneotrichosporon moniliiforme

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.1.1.91 40000
-
4 * 40000, SDS-PAGE Cutaneotrichosporon moniliiforme
4.1.1.91 140000
-
gel filtration Cutaneotrichosporon moniliiforme

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.1.91 salicylate Cutaneotrichosporon moniliiforme
-
phenol + CO2
-
?
4.1.1.91 salicylate Cutaneotrichosporon moniliiforme WU-0401
-
phenol + CO2
-
?

Organism

EC Number Organism UniProt Comment Textmining
4.1.1.91 Cutaneotrichosporon moniliiforme
-
-
-
4.1.1.91 Cutaneotrichosporon moniliiforme WU-0401
-
-
-

Oxidation Stability

EC Number Oxidation Stability Organism
4.1.1.91 the enzyme is oxygen insensitive Cutaneotrichosporon moniliiforme

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.1.91
-
Cutaneotrichosporon moniliiforme

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
4.1.1.91 0.47
-
pH 5.5, 40°C, production of phenol from salicylic acid Cutaneotrichosporon moniliiforme

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.1.91 2,3-dihydroxybenzoate
-
Cutaneotrichosporon moniliiforme 1,2-dihydroxybenzene + CO2 i.e. catechol r
4.1.1.91 2,3-dihydroxybenzoate
-
Cutaneotrichosporon moniliiforme WU-0401 1,2-dihydroxybenzene + CO2 i.e. catechol r
4.1.1.91 2,4-dihydroxybenzoate i.e beta-resorcylic acid Cutaneotrichosporon moniliiforme 1,3-dihydroxybenzene + CO2 i.e. resorcinol r
4.1.1.91 2,4-dihydroxybenzoate i.e beta-resorcylic acid Cutaneotrichosporon moniliiforme WU-0401 1,3-dihydroxybenzene + CO2 i.e. resorcinol r
4.1.1.91 2,6-dihydroxybenzoate i.e gamma-resorcylic acid Cutaneotrichosporon moniliiforme 1,3-dihydroxybenzene + CO2 i.e. resorcinol r
4.1.1.91 4-aminosalicylate
-
Cutaneotrichosporon moniliiforme 3-aminophenol + CO2
-
r
4.1.1.91 additional information the enzyme does not catalyse the carboxylation of cresol. The enzyme does not catalyse the decarboxylation of 3-hydroxybenzoate, 4-hydroxybenzoate, 3,4-dihydroxybenzoate, 5-dihydroxybenzoate, 3-methylsalicylate, 4-methylsalicylate, and vanillic acid (4-hydroxy-3-methoxybenzoate). The substrate recognition of the enzyme for decarboxylation seems to depend strictly on hydroxybenzoic acid with two neighboring hydroxyl and carboxyl groups in the active center of the enzyme Cutaneotrichosporon moniliiforme ?
-
?
4.1.1.91 additional information the enzyme does not catalyse the carboxylation of cresol. The enzyme does not catalyse the decarboxylation of 3-hydroxybenzoate, 4-hydroxybenzoate, 3,4-dihydroxybenzoate, 5-dihydroxybenzoate, 3-methylsalicylate, 4-methylsalicylate, and vanillic acid (4-hydroxy-3-methoxybenzoate). The substrate recognition of the enzyme for decarboxylation seems to depend strictly on hydroxybenzoic acid with two neighboring hydroxyl and carboxyl groups in the active center of the enzyme Cutaneotrichosporon moniliiforme WU-0401 ?
-
?
4.1.1.91 salicylate
-
Cutaneotrichosporon moniliiforme phenol + CO2
-
?
4.1.1.91 salicylate in the reverse direction the enzyme catalyses the regioselective carboxylation of phenol into stoichiometric amounts of salicylic acid Cutaneotrichosporon moniliiforme phenol + CO2
-
r
4.1.1.91 salicylate
-
Cutaneotrichosporon moniliiforme WU-0401 phenol + CO2
-
?
4.1.1.91 salicylate in the reverse direction the enzyme catalyses the regioselective carboxylation of phenol into stoichiometric amounts of salicylic acid Cutaneotrichosporon moniliiforme WU-0401 phenol + CO2
-
r

Subunits

EC Number Subunits Comment Organism
4.1.1.91 homotetramer 4 * 40000, SDS-PAGE Cutaneotrichosporon moniliiforme

Synonyms

EC Number Synonyms Comment Organism
4.1.1.91 salicylic acid decarboxylase
-
Cutaneotrichosporon moniliiforme
4.1.1.91 SCD
-
Cutaneotrichosporon moniliiforme

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.1.1.91 30
-
carboxylation activity Cutaneotrichosporon moniliiforme
4.1.1.91 40
-
assay at, decarboxylation activity Cutaneotrichosporon moniliiforme

Temperature Range [°C]

EC Number Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
4.1.1.91 20 30 20°C: about 35% of maximal activity, 30°C: maximal activity, 40°C: about 10% of maximal activity, production of salicylate from phenol Cutaneotrichosporon moniliiforme

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
4.1.1.91 30
-
1 h, carboxylation activity is stable up to Cutaneotrichosporon moniliiforme
4.1.1.91 40
-
1 h, decarboxylation activity is stable up to, 60% of the carboxylation activity is retained Cutaneotrichosporon moniliiforme
4.1.1.91 50
-
1 h, 40% of the decarboxylation activity is retained Cutaneotrichosporon moniliiforme

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.1.91 0.034
-
salicylate pH 5.5, 40°C Cutaneotrichosporon moniliiforme
4.1.1.91 1.1
-
phenol pH 5.5, 30°C Cutaneotrichosporon moniliiforme

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.1.91 5.5
-
production of phenol from salicylate Cutaneotrichosporon moniliiforme

pH Range

EC Number pH Minimum pH Maximum Comment Organism
4.1.1.91 5 8.5 pH 5.0: about 75% of maximal activity, pH 8.5: about 50% of maximal activity, production of phenol from salicylate Cutaneotrichosporon moniliiforme

Cofactor

EC Number Cofactor Comment Organism Structure
4.1.1.91 additional information the enzyme does not require pyridoxal 5'-phosphate, NADH, and NADPH Cutaneotrichosporon moniliiforme