Study of lipase‐catalysed synthesis of ascorbyl benzoate in cyclohexanone using response surface methodology

Abstract

BACKGROUND: Compared with ascorbic acid, ascorbyl esters exhibit many advantages. Their biosynthesis in organic media has been widely studied owing to its many advantages over chemosynthesis. However, since the natural substrates of lipase are fatty acid triacylglycerols, few data are available on the lipase-catalysed esterification of ascorbic acid with aromatic acids. Furthermore, although many reports can be found on the biosynthesis of ascorbic acid with fatty acids, few deal with the interactions between important reaction factors. The aim of the present study was to optimise the biosynthesis process of ascorbic acid with an aromatic acid, benzoic acid, in cyclohexanone using a statistical approach and to investigate the interactions among variables.

Lipase-Catalyzed Synthesis of Ascorbyl Oleate in Acetone: Optimization of Reaction Conditions and Lipase Reusability

“…However, when RSM was applied in optimization of ascorbyl benzoate synthesis, maximum results were achieved at significantly higher initial water content, comparing to our results and results of majority of previous reserches 25 . In our study, solvent of higher polarity was used, so it is plausible that certain amount of added water is needed because polar solvents can dissolve water layer around lipase molecule.…”

“…RSM has been applied previously in optimization of synthesis of ascorbyl esters of lauric, palmitic or benzoic acid 12,24,25 , but to our best knowledge not with oleic acid or other unsaturated fatty acids as acyl-donors. Most importantly, in all related studies output variable was conversion degree of limiting substrate ascorbic acid .…”

“…In general, excessive amounts of acyl donors were used in lipase-catalyzed synthesis of esters of vitamin C, which is in accordance with our results. However, in esterification of L-ascorbic acid and benzoic acid in cyclohexanone optimized using RSM, equimolar conditions 0.1031 M of both substrates were applied 25 .…”

“…Nevertheless, only in a few extensive studies RSM and CCD were applied for the optimization of enzymatic synthesis of fatty acid ascorbyl esters 12,23,24,25 . In these studies influence of several important experimental parameters was investigated, but exclusively in terms of limiting substrate molar conversion.…”

Enzymatic synthesis of rose aromatic ester (2‐phenylethyl acetate) by lipase

“…Enzymatic catalysis employed to produce molecules for perfumes, flavours and fragrances has the advantage of allowing the products to be labelled as ‘natural identical’. Lipases are versatile biocatalysts that not only serve to achieve hydrolysis but are also capable of catalysing the reverse synthesis reaction to produce esters under certain conditions 13, 14. Enzymatic acylation by transesterification in organic media is an equilibrium reaction and must be shifted in the desired direction to obtain the desired products.…”