Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis
This paper studies the synthesis of triacylglycerols (TAGs) rich in palmitic acid (PA) at position 2, from palm oil stearin (POS), a vegetable oil highly rich in this acid (60%). The developed process consists of two steps: (1) obtaining PA enriched free fatty acids (FFAs), and (2) enrichment of POS...
| Main Authors: | , , , , , , |
|---|---|
| Format: | info:eu-repo/semantics/article |
| Language: | English |
| Published: |
Process Biochemistry
2011
|
| Subjects: | |
| Online Access: | http://hdl.handle.net/10835/62 |
| _version_ | 1789406454897180672 |
|---|---|
| author | Jiménez Callejón, María José Esteban Cerdán, Luis Robles Medina, Alfonso Hita Peña, Estrella González Moreno, Pedro Antonio Muñío Martínez, María del Mar Molina Grima, Emilio |
| author_facet | Jiménez Callejón, María José Esteban Cerdán, Luis Robles Medina, Alfonso Hita Peña, Estrella González Moreno, Pedro Antonio Muñío Martínez, María del Mar Molina Grima, Emilio |
| author_sort | Jiménez Callejón, María José |
| collection | DSpace |
| description | This paper studies the synthesis of triacylglycerols (TAGs) rich in palmitic acid (PA) at position 2, from palm oil stearin (POS), a vegetable oil highly rich in this acid (60%). The developed process consists of two steps: (1) obtaining PA enriched free fatty acids (FFAs), and (2) enrichment of POS in PA by acidolysis of this oil with PA enriched FFAs, catalyzed by lipase Novozym 435. In step (1) two PA enriched FFA mixtures were obtained: one by saponification of POS, and a PA concentrate (75.1% PA) obtained by crystallization at low temperature in solvents. The latter was obtained carrying out two crystallizations in acetone at -24 and -20 ºC, from which PA was recovered in the solid phases with a total yield of 84%. These PA enriched FFA mixtures were used in step (2) of acidolysis of POS, along with commercial PA (98% PA). In this acidolysis step four factors were studied: temperature, hexane/reaction mixture ratio, FFA/POS molar ratio and the intensity of treatment (IOT = lipase amount × reaction time/POS amount). The best results (TAGs with 79% PA and 75% PA at position 2) were obtained with commercial PA, at 37 ºC, 10 mL hexane/g reaction mixture, a FFA/POS molar ratio 3:1 (1:1 w/w) and an IOT = 9.6 g lipase × h/g POS (for example 48 h, 10 g lipase and 50 g POS). PA enriched TAGs were purified neutralizing the FFAs by KOH hydroethanolic solutions and extracting the TAGs with hexane. In this way 99% pure acylglycerols (TAG+DAG) were obtained; the recovery yield of this purification step was 95%. The experiments carried out with POS demonstrated that it is possible to use only this oil (60% PA, 23% PA at position 2) as a source of PA to obtain a TAG with 70.7% PA and 70.5% PA at position 2. This process consists of four steps: (1) saponification of POS, (2) crystallization of FFAs to obtain PA enriched FFAs (75.1% PA), (3) acidolysis of POS with these FFAs, catalyzed with Novozym 435, to produce PA enriched TAGs at position 2 (70.5% PA) and (4) purification of TAGs to obtain approximately 95% purity and yield. These PA enriched TAGs could be used to obtain structured TAGs rich in PA at position 2 and in oleic acid at positions 1 and 3 (OPO), which is the principal TAG of human milk fat. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-62 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2011 |
| publisher | Process Biochemistry |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-622023-04-12T19:30:28Z Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis Jiménez Callejón, María José Esteban Cerdán, Luis Robles Medina, Alfonso Hita Peña, Estrella González Moreno, Pedro Antonio Muñío Martínez, María del Mar Molina Grima, Emilio palm oil stearin palmitic acid triacylglycerols acidolysis lipase Novozym 435 This paper studies the synthesis of triacylglycerols (TAGs) rich in palmitic acid (PA) at position 2, from palm oil stearin (POS), a vegetable oil highly rich in this acid (60%). The developed process consists of two steps: (1) obtaining PA enriched free fatty acids (FFAs), and (2) enrichment of POS in PA by acidolysis of this oil with PA enriched FFAs, catalyzed by lipase Novozym 435. In step (1) two PA enriched FFA mixtures were obtained: one by saponification of POS, and a PA concentrate (75.1% PA) obtained by crystallization at low temperature in solvents. The latter was obtained carrying out two crystallizations in acetone at -24 and -20 ºC, from which PA was recovered in the solid phases with a total yield of 84%. These PA enriched FFA mixtures were used in step (2) of acidolysis of POS, along with commercial PA (98% PA). In this acidolysis step four factors were studied: temperature, hexane/reaction mixture ratio, FFA/POS molar ratio and the intensity of treatment (IOT = lipase amount × reaction time/POS amount). The best results (TAGs with 79% PA and 75% PA at position 2) were obtained with commercial PA, at 37 ºC, 10 mL hexane/g reaction mixture, a FFA/POS molar ratio 3:1 (1:1 w/w) and an IOT = 9.6 g lipase × h/g POS (for example 48 h, 10 g lipase and 50 g POS). PA enriched TAGs were purified neutralizing the FFAs by KOH hydroethanolic solutions and extracting the TAGs with hexane. In this way 99% pure acylglycerols (TAG+DAG) were obtained; the recovery yield of this purification step was 95%. The experiments carried out with POS demonstrated that it is possible to use only this oil (60% PA, 23% PA at position 2) as a source of PA to obtain a TAG with 70.7% PA and 70.5% PA at position 2. This process consists of four steps: (1) saponification of POS, (2) crystallization of FFAs to obtain PA enriched FFAs (75.1% PA), (3) acidolysis of POS with these FFAs, catalyzed with Novozym 435, to produce PA enriched TAGs at position 2 (70.5% PA) and (4) purification of TAGs to obtain approximately 95% purity and yield. These PA enriched TAGs could be used to obtain structured TAGs rich in PA at position 2 and in oleic acid at positions 1 and 3 (OPO), which is the principal TAG of human milk fat. Ministerio de Educación y Ciencia (Spain), FEDER, Projects AGL2003-03335 and CTQ2007-64079. 2011-07-13T07:09:47Z 2011-07-13T07:09:47Z 2010 info:eu-repo/semantics/article Process Biochemistry, 45 (2010) 407-414 http://hdl.handle.net/10835/62 en info:eu-repo/semantics/openAccess Process Biochemistry |
| spellingShingle | palm oil stearin palmitic acid triacylglycerols acidolysis lipase Novozym 435 Jiménez Callejón, María José Esteban Cerdán, Luis Robles Medina, Alfonso Hita Peña, Estrella González Moreno, Pedro Antonio Muñío Martínez, María del Mar Molina Grima, Emilio Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title | Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title_full | Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title_fullStr | Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title_full_unstemmed | Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title_short | Production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| title_sort | production of triacylglycerols rich in palmitic acid at position 2 as intermediates for the synthesis of human milk fat substitutes by enzymatic acidolysis |
| topic | palm oil stearin palmitic acid triacylglycerols acidolysis lipase Novozym 435 |
| url | http://hdl.handle.net/10835/62 |
| work_keys_str_mv | AT jimenezcallejonmariajose productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT estebancerdanluis productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT roblesmedinaalfonso productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT hitapenaestrella productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT gonzalezmorenopedroantonio productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT muniomartinezmariadelmar productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis AT molinagrimaemilio productionoftriacylglycerolsrichinpalmiticacidatposition2asintermediatesforthesynthesisofhumanmilkfatsubstitutesbyenzymaticacidolysis |