Elimination of glycidyl palmitate in diolein by treatment with activated bleaching earth.

In this study, activated bleaching earth (ABE) was used to eliminate glycidyl esters from both triacyl- and diacylglycerol oils. To investigate the mechanism, glycerol dioleate containing glycidyl palmitate (GP) was treated with ABE and the fate of the GP was monitored by analyzing the feed, treated, and ABE-absorbed oils using a gas-liquid chromatograph equipped with a flame-ionized detector. GP was completely removed from both the treated and absorbed oils. This indicates that this treatment is useful for GE removal from diacylglycerol oil, although it was not achieved by absorption of GE on ABE but rather by modification of GP. The results of composition analysis demonstrate that GP is transformed to glycerol monopalmitate, glycerol palmitate oleate, and glycerol dipalmitate at a recovery rate of 99.1 ± 1.3 %. An increase in glycerol monooleate and trace amounts of free glycerol and fatty acids were also observed after treatment. The transformation is proposed to involve a ring-opening reaction of GP with water contained in the ABE and in the bulk oil followed by an interesterification reaction among the resultant monopalmitate and the glycerol dioleate of the bulk oil. All the generated compounds were simple acylglycerols and glycerol. Therefore, ABE treatment could be useful for GE removal during the manufacture of edible oils.

[1]  Y. Katsuragi,et al.  A comparison of the indirect and direct quantification of glycidol ester by kinetic analysis , 2011 .

[2]  A. Lampen,et al.  Toxicological assessment of 3-chloropropane-1,2-diol and glycidol fatty acid esters in food. , 2011, Molecular nutrition & food research.

[3]  V. Heinz,et al.  Removal of 3-MCPD esters and related substances after refining by adsorbent material , 2011 .

[4]  Bertrand Matthäus,et al.  Strategies for the reduction of 3‐MCPD esters and related compounds in vegetable oils , 2011 .

[5]  N. Kibune,et al.  Direct method for quantification of glycidol fatty acid esters in edible oils , 2011 .

[6]  G. Duijn,et al.  An initial study on the formation of 3-MCPD esters during oil refining , 2011 .

[7]  G. Eisenbrand,et al.  Identification of gaps in knowledge concerning toxicology of 3‐MCPD and glycidol esters , 2011 .

[8]  V. Yaylayan,et al.  What do we know about the molecular mechanism of 3‐MCPD ester formation? , 2011 .

[9]  P. Venkitasubramanian,et al.  Direct Determination of MCPD Fatty Acid Esters and Glycidyl Fatty Acid Esters in Vegetable Oils by LC–TOFMS , 2010, Journal of the American Oil Chemists' Society.

[10]  N. Kudo,et al.  Generalized Method to Quantify Glycidol Fatty Acid Esters in Edible Oils , 2011 .

[11]  R. Weisshaar,et al.  Fatty acid esters of glycidol in refined fats and oils , 2010 .

[12]  Shun Nakamura,et al.  A new analytical method for the quantification of glycidol fatty acid esters in edible oils. , 2010, Journal of oleo science.

[13]  G. Fleck,et al.  Influence of chemical refining process and oil type on bound 3-chloro-1,2-propanediol contents in palm oil and rapeseed oil. , 2009 .

[14]  M. Shimizu,et al.  Emission of Volatile Aldehydes from DAG-Rich and TAG-Rich Oils with Different Degrees of Unsaturation During Deep-Frying , 2008 .

[15]  M. Doležal,et al.  Fatty acid esters of 3-chloropropane-1,2-diol in edible oils , 2006, Food additives and contaminants.