Details
| Original language | English |
|---|---|
| Pages (from-to) | 42-49 |
| Number of pages | 8 |
| Journal | Journal of Molecular Catalysis B: Enzymatic |
| Volume | 114 |
| Early online date | 27 Oct 2014 |
| Publication status | Published - Apr 2015 |
| Externally published | Yes |
Abstract
The effect of the reaction parameters water activity and reaction solvent was investigated for the dynamic kinetic resolution (DKR) of rac-benzoin with immobilized Lipase TL as biocatalyst for transesterification and the heterogeneous chemo-catalyst Zr-TUD-1 (Si/Zr = 25) for in situ racemization. Overall dry reaction conditions led to the best results for both catalysts. The immobilized lipase in a more environmentally benign solvent like cyclopentyl methyl ether (CPME) exhibited a 1.6-fold higher activity and an up to 1.5-fold higher half-life time than in the standard solvents such as toluene and 2-methyltetrahydrofuran (2-MeTHF). Among a variety of deep eutectic solvents (DESs) choline chloride:isosorbide (ChCl:Iso) was found to be suitable for the reaction system. The activity was lower than in the aforementioned solvents, but the very low solubility of the product (S)-benzoin butyrate in ChCl:Iso compared to the investigated organic solvents possesses great potential with respect to downstream processing. Optimized reaction parameters (dry CPME) were applied for DKR in batch and continuous mode yielding comparable or slightly better results than in toluene or 2-MeTHF.
Keywords
- Continuous operation, Deep eutectic solvents, Dynamic kinetic resolution, Lipases, Organic solvents, Process stability, Water activity
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemical Engineering(all)
- Bioengineering
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemical Engineering(all)
- Process Chemistry and Technology
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In: Journal of Molecular Catalysis B: Enzymatic, Vol. 114, 04.2015, p. 42-49.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Medium and reaction engineering for the establishment of a chemo-enzymatic dynamic kinetic resolution of rac-benzoin in batch and continuous mode
AU - Petrenz, Annika
AU - María, Pablo Domínguez De
AU - Ramanathan, Anand
AU - Hanefeld, Ulf
AU - Ansorge-Schumacher, Marion B.
AU - Kara, Selin
PY - 2015/4
Y1 - 2015/4
N2 - The effect of the reaction parameters water activity and reaction solvent was investigated for the dynamic kinetic resolution (DKR) of rac-benzoin with immobilized Lipase TL as biocatalyst for transesterification and the heterogeneous chemo-catalyst Zr-TUD-1 (Si/Zr = 25) for in situ racemization. Overall dry reaction conditions led to the best results for both catalysts. The immobilized lipase in a more environmentally benign solvent like cyclopentyl methyl ether (CPME) exhibited a 1.6-fold higher activity and an up to 1.5-fold higher half-life time than in the standard solvents such as toluene and 2-methyltetrahydrofuran (2-MeTHF). Among a variety of deep eutectic solvents (DESs) choline chloride:isosorbide (ChCl:Iso) was found to be suitable for the reaction system. The activity was lower than in the aforementioned solvents, but the very low solubility of the product (S)-benzoin butyrate in ChCl:Iso compared to the investigated organic solvents possesses great potential with respect to downstream processing. Optimized reaction parameters (dry CPME) were applied for DKR in batch and continuous mode yielding comparable or slightly better results than in toluene or 2-MeTHF.
AB - The effect of the reaction parameters water activity and reaction solvent was investigated for the dynamic kinetic resolution (DKR) of rac-benzoin with immobilized Lipase TL as biocatalyst for transesterification and the heterogeneous chemo-catalyst Zr-TUD-1 (Si/Zr = 25) for in situ racemization. Overall dry reaction conditions led to the best results for both catalysts. The immobilized lipase in a more environmentally benign solvent like cyclopentyl methyl ether (CPME) exhibited a 1.6-fold higher activity and an up to 1.5-fold higher half-life time than in the standard solvents such as toluene and 2-methyltetrahydrofuran (2-MeTHF). Among a variety of deep eutectic solvents (DESs) choline chloride:isosorbide (ChCl:Iso) was found to be suitable for the reaction system. The activity was lower than in the aforementioned solvents, but the very low solubility of the product (S)-benzoin butyrate in ChCl:Iso compared to the investigated organic solvents possesses great potential with respect to downstream processing. Optimized reaction parameters (dry CPME) were applied for DKR in batch and continuous mode yielding comparable or slightly better results than in toluene or 2-MeTHF.
KW - Continuous operation
KW - Deep eutectic solvents
KW - Dynamic kinetic resolution
KW - Lipases
KW - Organic solvents
KW - Process stability
KW - Water activity
UR - http://www.scopus.com/inward/record.url?scp=84926170661&partnerID=8YFLogxK
U2 - 10.1016/j.molcatb.2014.10.011
DO - 10.1016/j.molcatb.2014.10.011
M3 - Article
AN - SCOPUS:84926170661
VL - 114
SP - 42
EP - 49
JO - Journal of Molecular Catalysis B: Enzymatic
JF - Journal of Molecular Catalysis B: Enzymatic
SN - 1381-1177
ER -