Lipase-catalyzed enantioselective reaction of amines with carboxylic acids under reduced pressure in non-solvent system and in ionic liquids

2004 ◽  
Vol 45 (3) ◽  
pp. 523-525 ◽  
Author(s):  
Roxana Irimescu ◽  
Katsuya Kato
2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.


2021 ◽  
Vol 874 ◽  
pp. 88-95
Author(s):  
Oktavianus Hendra Cipta ◽  
Anita Alni ◽  
Rukman Hertadi

The structure of Candida rugosa lipase can be affected by solvents used in the enzymatic reactions. Using molecular dynamics simulation as a tool to study the Candida rugosa lipase structure, we studied the effect of various solvent systems, such as water, water-methanol, and water-methanol-ionic liquid. These solvent systems have been chosen because lipase is able to function in both aqueous and non-aqueous medium. In this study, pyridinium (Py)-based ionic liquids were selected as co-solvent. The MD simulation was run for 50 nanoseconds for each solvent system at 328 K. In the case of water-methanol-ionic liquids solvent systems, the total number of the ionic liquids added were varied: 222, 444, and 888 molecules. Water was used as the reference solvent system. The structure of Candida rugosa lipase in water-methanol system significantly changed from the initial structure as indicated by the RMSD value, which was about 6.4 Å after 50 ns simulation. This value was relatively higher compared to the other water-methanol solvent system containing ionic liquid as co-solvent, which were 2.43 Å for 4Py-Br, 2.1 Å for 8Py-Br, 3.37 Å for 4Py-BF4 and 3.49 Å for 8Py-BF4 respectively. Further analysis by calculating the root mean square fluctuation (RMSF) of each lipase residue found that the presence of ionic liquids could reduce changes in the enzyme structure. This happened because the anion component of the ionic liquid interacts relatively more strongly with residues on the surface of the protein as compared to methanol, thereby lowering the possibility of methanol to come into contact with the protein.


2019 ◽  
Vol 12 (1) ◽  
Author(s):  
Wei Wang ◽  
Ashutosh Mittal ◽  
Heidi Pilath ◽  
Xiaowen Chen ◽  
Melvin P. Tucker ◽  
...  

Abstract Background Recently, exploring fermentative or chemical pathways that convert biomass-derived sugars to fuels/chemicals has attracted a lot of interest from many researchers. We are investigating a hydrocarbon pathway from mixed sugars via 5-hydroxymethyl furfural (HMF) and furfural intermediates. To achieve this goal, we must first convert glucose and xylose to HMF and furfural in favorable yields. Current processes to produce HMF/furfural generally involve the use of acid catalysts in biphasic systems or solvents such as ionic liquids. However, the yield from transforming glucose to HMF is lower than the yield of furfural from xylose. Results In this study, we present an efficient chemical pathway simultaneously transforming glucose and xylose to HMF and furfural via ketose intermediates, i.e., fructose and xylulose, which were generated from glucose and xylose via enzymatic isomerization. In the enzymatic isomerization, by adding sodium borate to complex with the ketoses, xylose conversion reached equilibrium after 2 h with a conversion of 91% and glucose conversion reached 84% after 4 h. By enzymatically isomerizing the aldoses to ketoses, the following dehydration reactions to HMF and furfural could be performed at low process temperatures (i.e., 110–120 °C) minimizing the side reactions of the sugars and limiting the degradation of furfurals to humins and carboxylic acids. At 120 °C, pH 0.5, and 15 min reaction time, mixed ketose sugars were converted to HMF and furfural in yields of 77% and 96%, respectively (based on starting aldose concentrations). Conclusion Taken together, our results demonstrate that this combined biological and chemical process could be an effective pathway to simultaneously convert biomass-derived glucose and xylose to HMF and furfural, for use as intermediates in the production of hydrocarbons.


2016 ◽  
Vol 18 (14) ◽  
pp. 4012-4021 ◽  
Author(s):  
Michael J. Liszka ◽  
Aram Kang ◽  
N. V. S. N. Murthy Konda ◽  
Kim Tran ◽  
John M. Gladden ◽  
...  

We describe a novel class of ionic liquids based on di-carboxylic acids that have high pretreatment efficiency and are compatible with both commercial enzyme mixtures and microbial fermentation host organisms.


2017 ◽  
Vol 19 (25) ◽  
pp. 16693-16701 ◽  
Author(s):  
Filipe M. S. Ribeiro ◽  
Carlos F. R. A. C. Lima ◽  
Inês C. M. Vaz ◽  
Ana S. M. C. Rodrigues ◽  
Erlin Sapei ◽  
...  

Evaluation of the phase behavior and cohesive energy of DBN/DBU and carboxylic acid based protic ionic liquids (PILs).


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