Enzymatic Synthesis of Palm Based Amino Acid Esters

Acyllysines were successfully prepared from reactions of free fatty acids (FFAs) (palmitic acid, PA; oleic acid, OA), triglycerides (TGs) (tripalmitin, TP ; triolein, TO) and palm oil fractions (palm olein, PO; palm kernel olein, PK O) with the unprotected amino acid, L-lysine, using enzymes as b...

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Main Author: Soo, Ee Lin
Format: Thesis
Language:English
English
Published: 2003
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Online Access:http://psasir.upm.edu.my/id/eprint/9563/1/FSAS_2003_23.pdf
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spelling my-upm-ir.95632024-03-08T01:12:13Z Enzymatic Synthesis of Palm Based Amino Acid Esters 2003-04 Soo, Ee Lin Acyllysines were successfully prepared from reactions of free fatty acids (FFAs) (palmitic acid, PA; oleic acid, OA), triglycerides (TGs) (tripalmitin, TP ; triolein, TO) and palm oil fractions (palm olein, PO; palm kernel olein, PK O) with the unprotected amino acid, L-lysine, using enzymes as biocatalyst in an organic solvent system. Such a selective enzymatic route obviates the fastidious regime of substrate activation/protection required in chemical synthesis. Preliminary detection and identification of reaction products were facilitated by thin layer chromatography (TLC) while subsequent quantitative studies on main and interactive effects of parameters governing the reactions were conducted with TLC-photodensitometry. Enzyme screening revealed Lipozyme IM to be the most efficient biocatalyst for the reactions. By varying one-parameter-at-a-time, 70°C was shown to be the optimal temperature, hexane, the most suitable solvent, and, 5:1 (PA:L-lysine), 3:1 (OA:L-lysine), 1:1 (TP:L-lysine), 1:3 (TO:L-lysine), 1:1 (pO:L-lysine) and 1:I(PKO:L-lysine) the respective optimal substrate molar ratios. To reach equilibrium, reactions of FF As and TGs with L-lysine required 4 days while those of the more complex PO and PKO required 6 days. Higher biocatalyst amounts improved all reactions (except that of TP with L-lysine), as did higher amounts of molecular sieves added to reactions ofOA and TO with L-lysine. Enzymes - Synthesis Amino acids - Synthesis 2003-04 Thesis http://psasir.upm.edu.my/id/eprint/9563/ http://psasir.upm.edu.my/id/eprint/9563/1/FSAS_2003_23.pdf text en public doctoral Universiti Putra Malaysia Enzymes - Synthesis Amino acids - Synthesis Faculty of Science and Environmental Studies Salleh, Abu Bakar English
institution Universiti Putra Malaysia
collection PSAS Institutional Repository
language English
English
advisor Salleh, Abu Bakar
topic Enzymes - Synthesis
Amino acids - Synthesis

spellingShingle Enzymes - Synthesis
Amino acids - Synthesis

Soo, Ee Lin
Enzymatic Synthesis of Palm Based Amino Acid Esters
description Acyllysines were successfully prepared from reactions of free fatty acids (FFAs) (palmitic acid, PA; oleic acid, OA), triglycerides (TGs) (tripalmitin, TP ; triolein, TO) and palm oil fractions (palm olein, PO; palm kernel olein, PK O) with the unprotected amino acid, L-lysine, using enzymes as biocatalyst in an organic solvent system. Such a selective enzymatic route obviates the fastidious regime of substrate activation/protection required in chemical synthesis. Preliminary detection and identification of reaction products were facilitated by thin layer chromatography (TLC) while subsequent quantitative studies on main and interactive effects of parameters governing the reactions were conducted with TLC-photodensitometry. Enzyme screening revealed Lipozyme IM to be the most efficient biocatalyst for the reactions. By varying one-parameter-at-a-time, 70°C was shown to be the optimal temperature, hexane, the most suitable solvent, and, 5:1 (PA:L-lysine), 3:1 (OA:L-lysine), 1:1 (TP:L-lysine), 1:3 (TO:L-lysine), 1:1 (pO:L-lysine) and 1:I(PKO:L-lysine) the respective optimal substrate molar ratios. To reach equilibrium, reactions of FF As and TGs with L-lysine required 4 days while those of the more complex PO and PKO required 6 days. Higher biocatalyst amounts improved all reactions (except that of TP with L-lysine), as did higher amounts of molecular sieves added to reactions ofOA and TO with L-lysine.
format Thesis
qualification_level Doctorate
author Soo, Ee Lin
author_facet Soo, Ee Lin
author_sort Soo, Ee Lin
title Enzymatic Synthesis of Palm Based Amino Acid Esters
title_short Enzymatic Synthesis of Palm Based Amino Acid Esters
title_full Enzymatic Synthesis of Palm Based Amino Acid Esters
title_fullStr Enzymatic Synthesis of Palm Based Amino Acid Esters
title_full_unstemmed Enzymatic Synthesis of Palm Based Amino Acid Esters
title_sort enzymatic synthesis of palm based amino acid esters
granting_institution Universiti Putra Malaysia
granting_department Faculty of Science and Environmental Studies
publishDate 2003
url http://psasir.upm.edu.my/id/eprint/9563/1/FSAS_2003_23.pdf
_version_ 1794018848950714368