Sustainable enzymatic synthesis of glycolipids in a deep eutectic solvent system
Siebenhaller, S. / Muhle-Goll, C. / Luy, B. / Kirschhöfer, F. / Brenner-Weiss, G. / Hiller, E. / Günther, M. / Rupp, S. / Zibek, S. / Syldatk, C. (2017)
Journal of Molecular Catalysis B: Enzymatic, 2017, in press, doi: org/10.1016/j.molcatb.2017.01.015
- Date: Januar 2017
Environmental friendly (bio-) chemical synthesis reactions are getting ever more important for the production of ecofriendly products. In this study a reaction system based on a deep eutectic solvent consisting of choline chloride and various sugars, was used for the enzymatic synthesis of glycolipids. A wide variety of potential substrates were tested for the enzymatic glycolipid synthesis in DES, including various sugars and one anhydro-sugar in combination with up to 9 different fatty acids. It was proven that the described DES-based solvent system is suitable for the enzymatic synthesis of tailor-made glycolipids. The proposed lipase-catalyzed acylation of the different sugars, which are substrate and part of the solvent at the same time, was detected by TLC-MALDI-ToF, ESI-Q-ToF and additional MS/MS experiments. As an example of all the synthesized glycolipids, fragments and m/z signals of the expected glycolipid arabinose-4-O-laurate was detected, and its chemical structure was elucidated via NMR.