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Literature summary extracted from

  • Kazenwadel, C.; Eiben, S.; Maurer, S.; Beuttler, H.; Wetzl, D.; Hauer, B.; Koschorreck, K.
    Thiol-functionalization of acrylic ester monomers catalyzed by immobilized Humicola insolens cutinase (2012), Enzyme Microb. Technol., 51, 9-15.
    View publication on PubMed

Application

EC Number Application Comment Organism
3.1.1.74 synthesis immobilized cutinase HiC from the ascomycete Humicola insolens is applied as a biocatalyst for the synthesis of functionalized acryclic esters by transesterification using transesterification of methyl acrylate with 6-mercapto-1-hexanol at a high molar ratio in a solvent free system as a model reaction Humicola insolens

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.1.1.74 gene hic, recombinant expression in Pichia pastoris strain X-33 and secretion to the culture medium Humicola insolens

Protein Variants

EC Number Protein Variants Comment Organism
3.1.1.74 additional information establishment of immobilized cutinase as a novel biocatalyst for the synthesis of functionalized acryclic esters by transesterification with transesterification of methyl acrylate with 6-mercapto-1-hexanol at a high molar ratio in a solvent free system as model reaction, overview Humicola insolens

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.1.74 6-mercaptohexyl acrylic ester product inhibition Humicola insolens
3.1.1.74 methanol inhibits the transesterification reaction of the enzyme Humicola insolens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.1.1.74 0.207
-
 4-nitrophenyl octanoate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 0.454
-
 4-nitrophenyl butyrate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 2.246
-
 4-nitrophenyl palmitate pH 7.5, 30°C, recombinant enzyme Humicola insolens

Organism

EC Number Organism UniProt Comment Textmining
3.1.1.74 Humicola insolens
-
 gene hic
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.1.1.74 recombinant enzyme from Pichia pastoris strain X-33culture supernatant by tangential flow filtration and filter cell-based ultrafiltration Humicola insolens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.1.74 4-mercapto-1-butanol + methyl acrylate besides two minor Michael-addition by-products, 6-mercaptobutyl acrylic ester is identified as the main product with the thiol as the functional end group Humicola insolens 4-mercaptobutyl acrylic ester + methanol
-
 ?
3.1.1.74 4-mercapto-1-butanol + methyl methacrylate
-
 Humicola insolens 4-mercaptobutyl methacrylic ester + methanol
-
 ?
3.1.1.74 4-nitrophenyl butyrate + H2O
-
 Humicola insolens 4-nitrophenol + butyrate
-
 ?
3.1.1.74 4-nitrophenyl octanoate + H2O
-
 Humicola insolens 4-nitrophenol + octanoate
-
 ?
3.1.1.74 4-nitrophenyl palmitate + H2O low activity Humicola insolens 4-nitrophenol + palmitate
-
 ?
3.1.1.74 6-mercapto-1-hexanol + methyl acrylate besides two minor Michael-addition by-products, 6-mercaptohexyl acrylic ester is identified as the main product with the thiol as the functional end group Humicola insolens 6-mercaptohexyl acrylic ester
-
 ?
3.1.1.74 6-mercapto-1-hexanol + methyl methacrylate
-
 Humicola insolens 6-mercaptohexyl methacrylic ester
-
 ?
3.1.1.74 6-mercapto-1-hexanol + methyl propionate
-
 Humicola insolens 6-mercaptohexyl propionic ester
-
 ?
3.1.1.74 additional information applying methyl methacrylate, transesterification with 6-mercapto-1-hexanol is significantly lower compared to transesterification of methyl acrylate with 6-mercapto-1-hexanol Humicola insolens ?
-
 ?
3.1.1.74 tributyrin + H2O
-
 Humicola insolens ?
-
 ?
3.1.1.74 tricaprylin + H2O
-
 Humicola insolens ?
-
 ?
3.1.1.74 triolein + H2O
-
 Humicola insolens ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.1.74 HIc
-
 Humicola insolens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.1.1.74 30
-
 hydrolysis of triacylglyceride substrates Humicola insolens
3.1.1.74 40
-
 transesterification with substrate 6-mercapto-1-hexanol Humicola insolens

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
3.1.1.74 22 60 purified recombinant enzyme, stable up to 50°C with over 90% residual activity after 48 h of incubation, while the stability strongly decreases when incubated at 60°C Humicola insolens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.1.1.74 18
-
 4-nitrophenyl palmitate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 172
-
 triolein pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 187
-
 4-nitrophenyl octanoate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 191
-
 4-nitrophenyl butyrate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 238
-
 tributyrin pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 509
-
 tricaprylin pH 7.5, 30°C, recombinant enzyme Humicola insolens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.1.1.74 7.5
-
 assay at Humicola insolens

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3.1.1.74 6.2
-
 4-nitrophenyl palmitate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 402
-
 4-nitrophenyl butyrate pH 7.5, 30°C, recombinant enzyme Humicola insolens
3.1.1.74 900
-
 4-nitrophenyl octanoate pH 7.5, 30°C, recombinant enzyme Humicola insolens