Lipase catalyzed synthesis of organic acid esters of lactic acid in non-aqueous media.
Lipases from Rhizomucor miehei (Lipozyme IM20) and porcine pancreas (PPL) were employed as catalysts for the esterification reaction between the hydroxyl group of lactic acid and the carboxyl group of organic acids. Reactions were carried out at both shake-flask and bench-scale levels. Various parameters, such as solvent, temperature, substrate and enzyme concentrations, effect of buffer volume, buffer pH and water volume, were investigated for optimization of yields. While ethylmethyl ketone (EMK) was found to be the best solvent for shake-flask reactions, chloroform gave higher yields at bench-scale level. Detailed studies were carried out with respect to the synthesis of palmitoyl and stearoyl lactic acids. At shake-flask level, maximum yields of 37.5 and 40% were observed in case of palmitoyl and stearoyl lactic acids, respectively, with Lipozyme IM20; at bench-scale level, the maximum yields were 85.1 and 99% respectively, when PPL was employed. Of all the organic acids employed (C(2)--C(18)), only lauric, palmitic and stearic acids gave yields above 50%. At bench-scale level, PPL could be reused for up to three cycles with yields above 40%. Esters prepared were found to conform to Food Chemical Codex (FCC) specifications in terms of acid value, ester value, sodium and lactic acid contents.
Kiran
K R
KR
Fermentation Technology and Bioengineering, Central Food Technological Research Institute, Mysore-570 013, India.
Divakar
S
S
D001709:Biotechnology / Q000379:methods*; D002021:Buffers; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis*; D005227:Fatty Acids / Q000737:chemistry; D005229:Fatty Acids, Monounsaturated; D006863:Hydrogen-Ion Concentration; D019344:Lactic Acid / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry / Q000378:metabolism*; D012996:Solutions; D013329:Structure-Activity Relationship; D014867:Water
D002021:Buffers; D004952:Esters; D005227:Fatty Acids; D005229:Fatty Acids, Monounsaturated; D012996:Solutions; D014867:Water; C008757:palmitoleic acid; D019344:Lactic Acid; D008049:Lipase