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Enzymatic Synthesis of Palm Based Amino Acid Esters


Soo, Ee Lin (2003) Enzymatic Synthesis of Palm Based Amino Acid Esters. PhD thesis, Universiti Putra Malaysia.


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.

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Additional Metadata

Item Type: Thesis (PhD)
Subject: Enzymes - Synthesis
Subject: Amino acids - Synthesis
Call Number: FSAS 2003 23
Chairman Supervisor: Professor Abu Bakar Salleh, PhD
Divisions: Faculty of Environmental Studies
Depositing User: Muizzudin Kaspol
Date Deposited: 16 Feb 2011 08:41
Last Modified: 19 Dec 2012 08:04
URI: http://psasir.upm.edu.my/id/eprint/9563
Statistic Details: View Download Statistic

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