Synthesis and investigation of surface active properties of green glucosyl esters

Abstract

We here reported on the regioselective biosynthesis of green glucosyl monoesters surfactants which were confirmed by chemical analysis methods using immobilized enzyme catalysis with N-fatty acyl amino acid and D-glucose as substrate. Lipozyme 435 was the most efficient lipase to catalyze the transesterification reaction in t-butanol at 50 °C. The target compounds showed good surface properties. The CMC values of glucosyl esters 15-22 were 4.97, 3.96, 1.87, 0.48 mmol/L, and 4.70, 3.53, 1.58 and 0.42 mmol/L at 25 °C, respectively. It was noteworthy that the micellization physiochemical parameters were calculated and the micellization was exothermic process. Meanwhile, it was entropy driven in the formation of micelles related to the structure of glucosyl esters at different temperature.

Graphical Abstract

Keywords:

• Green surfactants
• amino acid
• glucosyl esters
• surface activity