Biotransformation of prochiral sulfides into (R)-sulfoxides using immobilized Gordonia terrae IEGM 136 cells
| Autor: | A.A. Elkin, Victoria V. Grishko, T.I. Kylosova, I. B. Ivshina |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
food.ingredient Gordonia terrae Sulfide 010405 organic chemistry Chemistry Bioconversion Process Chemistry and Technology Bioengineering Gordonia 010402 general chemistry 01 natural sciences Biochemistry Catalysis 0104 chemical sciences food Biotransformation Biocatalysis Organic chemistry Enantiomeric excess Nuclear chemistry |
| Zdroj: | Journal of Molecular Catalysis B: Enzymatic. 123:8-13 |
| ISSN: | 1381-1177 |
| DOI: | 10.1016/j.molcatb.2015.10.014 |
| Popis: | Biotransformation of methyl phenyl sulfide (MPS) into optically active (R)-sulfoxide was optimized using Gordonia terrae IEGM 136 cells immobilized into cryogel of polyvinyl alcohol. Biotransformation time of 0.5 g/L MPS was shortened from 144 to 24 h in comparison with free cells. Immobilized Gordonia cells were resistant to high (up to 1.5 g/L) sulfide concentrations and catalyzed its complete bioconversion into (R)-sulfoxide (95% ee) within 72 h. Using a sequential addition method, the total load of MPS reached 4.25 g/L. At that, MPS bioconversion was 96.9% and the enantiomeric excess (ee) value of the target (R)-sulfoxide was as high as 96%. Possible reuse of immobilized cells for MPS biotransformation was experimentally proved. The obtained biocatalyst showed a high activity towards ethyl phenyl sulfide, benzyl methyl sulfide, methyl p-tolyl sulfide and formed corresponding (R)-sulfoxides with 77–95% ee. Putative pathways for sulfide oxidation by Gordonia cells were proposed. |
| Databáze: | OpenAIRE |
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