Engineering a thermostable transketolase for arylated substrates
| العنوان: | Engineering a thermostable transketolase for arylated substrates |
|---|---|
| المؤلفون: | Franck Charmantray, Thangavelu Saravanan, Laurence Hecquet, Marion Lorillière, Marie-Luise Reif, Wolf-Dieter Fessner, Dong Yi |
| المساهمون: | Institut für Organische Chemie und Biochemie, Technische Universität Darmstadt, Darmstadt, Institut de Chimie de Clermont-Ferrand (ICCF), SIGMA Clermont (SIGMA Clermont)-Institut de Chimie du CNRS (INC)-Université Clermont Auvergne [2017-2020] (UCA [2017-2020])-Centre National de la Recherche Scientifique (CNRS) |
| المصدر: | Green Chemistry Green Chemistry, 2017, 19, pp.481-489. ⟨10.1039/C6GC02017H⟩ Green Chemistry, Royal Society of Chemistry, 2017, 19, pp.481-489. ⟨10.1039/C6GC02017H⟩ |
| بيانات النشر: | HAL CCSD, 2017. |
| سنة النشر: | 2017 |
| مصطلحات موضوعية: | chemistry.chemical_classification, 010405 organic chemistry, Stereochemistry, Substrate (chemistry), Transketolase, 010402 general chemistry, Directed evolution, 01 natural sciences, Pollution, 0104 chemical sciences, Benzaldehyde, chemistry.chemical_compound, Enzyme, chemistry, Chemical engineering, Electrophile, Environmental Chemistry, [CHIM]Chemical Sciences, Stereoselectivity, Geobacillus stearothermophilus |
| الوصف: | International audience; Aromatic components are difficult substrates for enzymes catalyzing stereoselective carboligation reactions. We have engineered transketolase from Geobacillus stearothermophilus by directed evolution to utilize arylalkanals and benzaldehyde as the electrophilic substrate in highly stereoselective C–C bond forming conversions. Enzyme variants were discovered with rate accelerations up to 28-fold that convert 2-phenylethanal, 3-phenylpropanal, phenyloxyethanal, benzyloxyethanal, and (N-Cbz)-3-aminopropanal with formation of the corresponding aryl-substituted 1,3-dihydroxyketones in good yields (60–72%) and virtually complete (3S)-stereoselectivity (>99% ee). Novel double-site variants were also found for the conversion of benzaldehyde. |
| اللغة: | English |
| تدمد: | 1463-9262 1463-9270 |
| DOI: | 10.1039/C6GC02017H⟩ |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::72d69b4a2ccbce17882cb816c2abbe76 https://hal.science/hal-01541467 |
| Rights: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....72d69b4a2ccbce17882cb816c2abbe76 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14639262 14639270 |
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| DOI: | 10.1039/C6GC02017H⟩ |