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Literature summary for 3.1.1.74 extracted from
- Thiol-functionalization of acrylic ester monomers catalyzed by immobilized Humicola insolens cutinase (2012), Enzyme Microb. Technol., 51, 9-15.
Application
| Application | Comment | Organism |
|---|---|---|
| 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)
| Cloned (Comment) | Organism |
|---|---|
| gene hic, recombinant expression in Pichia pastoris strain X-33 and secretion to the culture medium | Humicola insolens |
Protein Variants
| Protein Variants | Comment | Organism |
|---|---|---|
| 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
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 6-mercaptohexyl acrylic ester | product inhibition | Humicola insolens |  |
| methanol | inhibits the transesterification reaction of the enzyme | Humicola insolens | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.207 | - |
4-nitrophenyl octanoate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 0.454 | - |
4-nitrophenyl butyrate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 2.246 | - |
4-nitrophenyl palmitate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Humicola insolens | - |
gene hic | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant enzyme from Pichia pastoris strain X-33culture supernatant by tangential flow filtration and filter cell-based ultrafiltration | Humicola insolens |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 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 | - |
? | |
| 4-mercapto-1-butanol + methyl methacrylate | - |
Humicola insolens | 4-mercaptobutyl methacrylic ester + methanol | - |
? | |
| 4-nitrophenyl butyrate + H2O | - |
Humicola insolens | 4-nitrophenol + butyrate | - |
? | |
| 4-nitrophenyl octanoate + H2O | - |
Humicola insolens | 4-nitrophenol + octanoate | - |
? | |
| 4-nitrophenyl palmitate + H2O | low activity | Humicola insolens | 4-nitrophenol + palmitate | - |
? | |
| 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 | - |
? | |
| 6-mercapto-1-hexanol + methyl methacrylate | - |
Humicola insolens | 6-mercaptohexyl methacrylic ester | - |
? | |
| 6-mercapto-1-hexanol + methyl propionate | - |
Humicola insolens | 6-mercaptohexyl propionic ester | - |
? | |
| 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 | ? | - |
? | |
| tributyrin + H2O | - |
Humicola insolens | ? | - |
? | |
| tricaprylin + H2O | - |
Humicola insolens | ? | - |
? | |
| triolein + H2O | - |
Humicola insolens | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| HIc | - |
Humicola insolens |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
hydrolysis of triacylglyceride substrates | Humicola insolens |
| 40 | - |
transesterification with substrate 6-mercapto-1-hexanol | Humicola insolens |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 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]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 18 | - |
4-nitrophenyl palmitate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 172 | - |
triolein | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 187 | - |
4-nitrophenyl octanoate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 191 | - |
4-nitrophenyl butyrate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 238 | - |
tributyrin | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 509 | - |
tricaprylin | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Humicola insolens |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 6.2 | - |
4-nitrophenyl palmitate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 402 | - |
4-nitrophenyl butyrate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
| 900 | - |
4-nitrophenyl octanoate | pH 7.5, 30°C, recombinant enzyme | Humicola insolens | |
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Release 2023.1 (January 2023)
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