Synthesis of S-Licarbazepine by Asymmetric Reduction of Oxcarbazepine in Organic Solvent/Phosphate Buffer Biphasic System

2018 ◽  
Vol 921 ◽  
pp. 54-59
Author(s):  
Zhi Hin Ou ◽  
Jia Hui Xu
Keyword(s):  
Organic Solvent ◽  
Bacillus Anthracis ◽  
Efficient Method ◽  
Substrate Concentration ◽  
Phosphate Buffer ◽  
Dibutyl Phthalate ◽  
Cell Concentration ◽  
Asymmetric Reduction ◽  
Volume Ratio ◽  
Biphasic System

S-licarbazepine was synthesized by asymmetric reduction of oxcarbazepine in organic solvent/phosphate buffer biphasic system with Bacillus anthracis CGMCC No.12337 as catalyst. Effects of many factors on reduction were studied. Dibutyl phthalate/phosphate buffer was selected as the optimal biphasic system for reduction. The optimum reduction conditions are as follows: volume ratio of dibutyl phthalate and phosphate buffer 1:1, 30 g/L iospropanol as co-substrate, phosphate buffer pH 5, substrate concentration 7.92 mmol/L, cell concentration 30 g/L, 32°C，180 rpm. The conversion and enantiometric excess of S-licarbazepine reached 97.32% and 99.80%. An efficient method for synthesis of S-licarbazepine was provided.

Asymmetric reduction of 2-octanone in water/organic solvent biphasic system with Baker's yeast FD-12

2007 ◽  
Vol 40 (5) ◽  
pp. 1305-1311 ◽  
Author(s):  
Yong-Ning Li ◽  
Xian-Ai Shi ◽  
Min-Hua Zong ◽  
Chun Meng ◽  
Ya-Qin Dong ◽  
...  
Keyword(s):  
Organic Solvent ◽  
Asymmetric Reduction ◽  
Baker’S Yeast ◽  
Biphasic System ◽  
Baker's Yeast

scholarly journals Hybrid liquid biphasic system for cell disruption and simultaneous lipid extraction from microalgae Chlorella sorokiniana CY-1 for biofuel production

2019 ◽  
Vol 12 (1) ◽  
Author(s):  
Guo Yong Yew ◽  
Kit Wayne Chew ◽  
Marlinda Abdul Malek ◽  
Yeek-Chia Ho ◽  
Wei-Hsin Chen ◽  
...  
Keyword(s):  
Cell Wall ◽  
Organic Solvent ◽  
Lipid Extraction ◽  
Research Work ◽  
Volume Ratio ◽  
Single Step ◽  
Biofuel Production ◽  
Biphasic System ◽  
One Step ◽  
Extraction Processes

Abstract Background The extraction of lipids from microalgae requires a pretreatment process to break the cell wall and subsequent extraction processes to obtain the lipids for biofuels production. The multistep operation tends to incur high costs and are energy intensive due to longer process operations. This research work applies the combination of radicals from hydrogen peroxide with an organic solvent as a chemical pretreatment method for disrupting the cell wall of microalgae and simultaneously extracting lipids from the biomass in a one-step biphasic solution. Result Several parameters which can affect the biphasic system were analyzed: contact time, volume of solvent, volume ratio, type of organic solvent, biomass amount and concentration of solvents, to extract the highest amount of lipids from microalgae. The results were optimized and up to 83.5% of lipid recovery yield and 94.6% of enhancement was successfully achieved. The results obtain from GC-FID were similar to the analysis of triglyceride lipid standard. Conclusion The profound hybrid biphasic system shows great potential to radically disrupt the cell wall of microalgae and instantaneously extract lipids in a single-step approach. The lipids extracted were tested to for its comparability to biodiesel performance.

scholarly journals Elemental composition of the surface layers formed on titanium at the cathodic treatment in chitosan-containing aqueous-dimethyl sulfoxide solutions of phosphate-molybdate electrolyte

2021 ◽  
Vol 21 (1) ◽  
pp. 32-48
Author(s):  
Svetlana S. Popova ◽  
◽  
Hussein Ali Hussein ◽  
Lyubov’ N. Olshanskaya ◽  
Sergei V. Arzamastsev ◽  
...  
Keyword(s):  
Surface Layer ◽  
Phosphoric Acid ◽  
Organic Solvent ◽  
Dimethyl Sulfoxide ◽  
Electrolyte Solution ◽  
Aqueous Electrolyte ◽  
Sodium Molybdate ◽  
Volume Ratio ◽  
Surface Layers ◽  
Potentiostatic Mode

It was established that at the cathodic treatment of titanium in aqueous dimethyl sulfoxide solutions of sodium molybdate, containing phosphoric acid, at the potential of the cathodic incorporation of sodium (Ec = −2.6 V) in the potentiostatic mode, the composition formed on the electrode surface layer depended not only on the composition of the solution, but also on the volume ratio of the aqueous electrolyte solution and the organic solvent (dimethyl sulfoxide).

Organic solvent–based liquid biphasic system

2021 ◽  
pp. 39-50
Author(s):  
Kuan Shiong Khoo ◽  
Kin Loong Tan ◽  
Sze Ying Lee ◽  
Pau Loke Show
Keyword(s):  
Organic Solvent ◽  
Biphasic System

Culture of yeast cells immobilized by alginate-chitosan microcapsules in aqueous-organic solvent biphasic system

2019 ◽  
Vol 37 (3) ◽  
pp. 863-870 ◽  
Author(s):  
Dandan Hou ◽  
Weiting Yu ◽  
Demeng Zhang ◽  
Lili Zhao ◽  
Xiudong Liu ◽  
...  
Keyword(s):  
Organic Solvent ◽  
Yeast Cells ◽  
Biphasic System

scholarly journals Efficient Biocatalytic Preparation of Optically Pure (R)-1-[4-(Trifluoromethyl)phenyl]ethanol by Recombinant Whole-Cell-Mediated Reduction

Catalysts ◽  
2019 ◽  
Vol 9 (4) ◽  
pp. 391 ◽  
Author(s):  
Ying Chen ◽  
Nana Xia ◽  
Yuewang Liu ◽  
Pu Wang
Keyword(s):  
Organic Solvent ◽  
Asymmetric Reduction ◽  
Enantiomeric Excess ◽  
Aqueous System ◽  
Cell Membrane Permeability ◽  
Buffer Solution ◽  
Preparative Scale ◽  
Buffer Medium ◽  
Polar Organic Solvent ◽  
Optically Pure

(R)-1-[4-(Trifluoromethyl)phenyl]ethanol is an important pharmaceutical intermediate of a chemokine CCR5 antagonist. In the present study, a bioprocess for the asymmetric reduction of 4-(trifluoromethyl)acetophenone to (R)-1-[4-(trifluoromethyl)phenyl]ethanol was developed by recombinant Escherichia coli cells with excellent enantioselectivity. In order to overcome the conversion limitation performed in the conventional buffer medium resulting from poor solubility of non-natural substrate, we subsequently established a polar organic solvent-aqueous medium to improve the efficacy. Isopropanol was selected as the most suitable cosolvent candidate, based on the investigation on a substrate solubility test and cell membrane permeability assay in different organic solvent-buffer media. Under the optimum conditions, the preparative-scale asymmetric reduction generated a 99.1% yield with >99.9% product enantiomeric excess (ee) in a 15% (v/v) isopropanol proportion, at 100 mM of 4-(trifluoromethyl)acetophenone within 3 h. Compared to bioconversion in the buffer medium, the developed isopropanol-aqueous system enhanced the substrate concentration by 2-fold with a remarkably improved yield (from 62.5% to 99.1%), and shortened the reaction time by 21 h. Our study gave the first example for a highly enantioselective production of (R)-1-[4-(trifluoromethyl)phenyl]ethanol by a biological method, and the bioreduction of 4-(trifluoromethyl)acetophenone in a polar organic solvent-aqueous system was more efficient than that in the buffer solution only. This process is also scalable and has potential in application.

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