Highly Enantioselective Production of (R)-Halohydrins with Whole Cells of Rhodotorula rubra KCh 82 Culture
Abstract
:1. Introduction
2. Results and Discussion
Reaction | Product | Time (Days) | Conversion (%) a | ee (%) a | Config. |
---|---|---|---|---|---|
2a | 1 | >99 | 88 | R | |
3 | >99 | 96 | |||
6 | >99 | 97 | |||
9 | >99 | 97 | |||
2b | 1 | >99 | 99 | R | |
3 | >99 | 99 | |||
6 | >99 | 99 | |||
9 | >99 | 99 | |||
2c | 1 | 85 | >99 | R | |
3 | 95 | 96 | |||
6 | >99 | 94 | |||
9 | >99 | 93 | |||
2d | 1 | 97 | 96 | R | |
3 | 98 | 98 | |||
6 | >99 | 99 | |||
9 | >99 | >99 | |||
2e | 1 | >99 | 91 | R | |
3 | >99 | 98 | |||
6 | >99 | >99 | |||
9 | >99 | >99 | |||
2f | 1 | >99 | 98 | R | |
3 | >99 | 99 | |||
6 | >99 | >99 | |||
9 | >99 | >99 | |||
2g | 1 | >99 | 98 | R | |
3 | >99 | 97 | |||
6 | >99 | 97 | |||
9 | >99 | 98 | |||
2h | 1 | >99 | 93 | R | |
3 | >99 | 93 | |||
6 | >99 | 93 | |||
9 | >99 | 93 | |||
2i | 1 | >99 | 93 | R | |
3 | >99 | 95 | |||
6 | >99 | 96 | |||
9 | >99 | 96 |
3. Experimental Section
3.1. Materials
3.2. Analytical Methods
Compound Number | Starting T (°C) 1 min | Gradient (°C·min−1) | T (°C) 0 min | Gradient (°C·min−1) | Final T (°C) 5 min | Rt of S-Isomer (min) | Rt of R-Isomer (min) |
---|---|---|---|---|---|---|---|
2a | 102 | 1.5 | 126 | 20 | 200 | 19.2 | 19.5 |
2b | 150 | 2 | 177 | 20 | 200 | 11.4 | 11.8 |
2c | 147 | 2 | 175 | 20 | 200 | 9.3 | 9.8 |
2d | 147 | 2 | 165 | 20 | 200 | 8.2 | 8.7 |
2e | 150 | 3 | 185 | 20 | 200 | 7.6 | 8.2 |
2f | 140 | 2 | 153 | 20 | 200 | 4.1 | 4.5 |
2g | 130 | 3 | 155 | 20 | 200 | 10.8 | 11.1 |
2h | 120 | 0.1 | 124 | 20 | 200 | 45.3 | 45.8 |
2i | 120 | 3 | 155 | 20 | 200 | 14.4 | 14.7 |
3.3. Screening Procedure
3.4. Preparative Biotransformation
3.5. Spectral Data of Isolated Metabolites
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Janeczko, T.; Dymarska, M.; Kostrzewa-Susłow, E. Highly Enantioselective Production of (R)-Halohydrins with Whole Cells of Rhodotorula rubra KCh 82 Culture. Int. J. Mol. Sci. 2014, 15, 22392-22404. https://doi.org/10.3390/ijms151222392
Janeczko T, Dymarska M, Kostrzewa-Susłow E. Highly Enantioselective Production of (R)-Halohydrins with Whole Cells of Rhodotorula rubra KCh 82 Culture. International Journal of Molecular Sciences. 2014; 15(12):22392-22404. https://doi.org/10.3390/ijms151222392
Chicago/Turabian StyleJaneczko, Tomasz, Monika Dymarska, and Edyta Kostrzewa-Susłow. 2014. "Highly Enantioselective Production of (R)-Halohydrins with Whole Cells of Rhodotorula rubra KCh 82 Culture" International Journal of Molecular Sciences 15, no. 12: 22392-22404. https://doi.org/10.3390/ijms151222392