Synthesis of glycerol mono-laurate from lauric acid and glycerol for food antibacterial additive

Synthesis of glycerol mono-laurate (GML) has been performed using esterification reaction of glycerol and lauric acid. The reaction was performed at the condition of temperature of 120–140 °C within 7 hour, variation of molar ratio of glycerol - lauric acid, and was using heterogeneous catalyst of zeolist Y. Without catalyst dealumination the maximum acid conversion was 78%, with GML contained in the sample was 38.6%, and it was obtained at the reaction condition of 140 oC, 15wt% catalyst, and 8:1 molar ratio of glycerol - lauric acid. At the same condition, using dealuminated catalyst, the maximum acid conversion was increased up to 98%, with GML contained in the sample was 50.4%. The GML antibacterial activity was examined. It was observed that the GML has antibacterial activity against gram positive bacterial such as B. cereus and S. aureus.

[1]  Didi Dwi Anggoro,et al.  Characterization and Testing of Zeolite Y Dealuminate Catalysts for Glycerol Conversion to Glycerol Mono Laurate , 2017 .

[2]  D. Hess,et al.  Antibacterial Synergy of Glycerol Monolaurate and Aminoglycosides in Staphylococcus aureus Biofilms , 2014, Antimicrobial Agents and Chemotherapy.

[3]  M. Corazza,et al.  LDH-catalyzed esterification of lauric acid with glycerol in solvent-free system , 2014 .

[4]  P. Schlievert,et al.  Glycerol Monolaurate Antibacterial Activity in Broth and Biofilm Cultures , 2012, PloS one.

[5]  M. Chikindas,et al.  The Natural Antimicrobial Peptide Subtilosin Acts Synergistically with Glycerol Monolaurate, Lauric Arginate, and ε-Poly-l-Lysine against Bacterial Vaginosis-Associated Pathogens but Not Human Lactobacilli , 2012, Antimicrobial Agents and Chemotherapy.

[6]  A. Mohamed,et al.  Synthesis of monoglyceride through glycerol esterification with lauric acid over propyl sulfonic acid post-synthesis functionalized SBA-15 mesoporous catalyst , 2011 .

[7]  R. Zakaria,et al.  Effect of tetramethyl ammonium hydroxide on the activity of LiOH-intercalated montmorillonite catalyst in the transesterification of methyl laurate with glycerol , 2011 .

[8]  M. Hanafi,et al.  STUDY ON THE SYNTHESIS OF MONOLAURIN AS ANTIBACTERIAL AGENT AGAINTS Staphylococcus aureus , 2010 .

[9]  P. Schlievert,et al.  Glycerol Monolaurate Inhibits Candida and Gardnerella vaginalis In Vitro and In Vivo but Not Lactobacillus , 2009, Antimicrobial Agents and Chemotherapy.

[10]  S. Pambuccian,et al.  Glycerol monolaurate prevents mucosal SIV transmission , 2009, Nature.

[11]  John G Kenny,et al.  The Staphylococcus aureus Response to Unsaturated Long Chain Free Fatty Acids: Survival Mechanisms and Virulence Implications , 2009, PloS one.

[12]  D. Batovska,et al.  Antibacterial study of the medium chain fatty acids and their 1-monoglycerides: individual effects and synergistic relationships. , 2009, Polish journal of microbiology.

[13]  M. R. Wolf-Maciel,et al.  Effect of Operating Conditions on the Concentration of Monoglycerides Using Molecular Distillation , 2007 .

[14]  P. Schlievert,et al.  Effect of glycerol monolaurate on bacterial growth and toxin production , 1992, Antimicrobial Agents and Chemotherapy.

[15]  R. Eldik,et al.  K. A. Connors: Chemical Kinetics: The Study of Reaction Rates in Solution, VCH Verlagsgesellschaft Weinheim, New York, ISBN 3-527-28037-5, 480 Seiten, Preis: DM 168,–. , 1991 .

[16]  K. A. Connors.  Chemical Kinetics: The Study of Reaction Rates in Solution , 1990 .

[17]  N. Sonntag.  Glycerolysis of fats and methyl esters — Status, review and critique , 1982 .

[18]  James M. Jay,et al.  Modern food microbiology , 1970 .