Enzymatic synthesis of fatty amides from palm olein

Journal of Oleo Science

Volumn 59, Issue 2, 2010, Pages 59-64

  Jaffar Al Mulla, Emad A ^a   Yunus, Wan Md Zin Wan ^a   Ibrahim, Nor Azowa Bt ^a   Rahman, Mohd Zaki A ^a  

^a UNIVERSITY PUTRA MALAYSIA   (Malaysia)

Author keywords

Fatty amides; Lipozyme; Palm olein; Urea

Indexed keywords

EID: 75649083777     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.59.59     Document Type: Article

References (23)

1. Omura, S.; Katagiri, M.; Awaya, J.; Furukawa, T.; Umezawa, I.; Oi, N.; Mizoguchi, M.; Aoki, B.; Shindo, M. Relationship between the structures of fatty acid amide derivatives and their antimicrobial activities. Antimicrob. Agents Chemother. 6, 207-215 (1974).
2. Biermann U. Friedt, W.; Lang, S.; Luhs, W.; Machmuller, G.; Metzger, O. New syntheses with oils and fats as renewable raw materials for the chemical indus-try. Angew. Chem. Inte. 39, 2206-2224 (2000).
3. Maag, H. Fatty acid derivatives: Important surfactants for household, cosmetics and industrial purposes. J. Am. Oil Chem. Soc. 61, 259-267 (1984).
4. Kuo, T. M.; Kim, H.; Hou, C. T. Production of novel compound 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa PR3. Curr. Microbiol. 43, 198-203 (2001).
5. De, M. C.; Kock-van, A. C.; van Rantwijk, F.; Sheldon, R. A. Lipase catalyzed ammoniolysis of lipids: a facile synthesis of fatty acid amides. J. Mol. Catal. B: Enz. 1, 109-113 (1996).
6. Richard A. R. Industrial uses of palm, palm kernel and coconut oils: Nitrogen derivatives. J. Am. Oil Chem. Soc. 62, 255-265 (1985).
7. Neeraj, P. A.; Rajinder, P. S. Microwave-assisted facile and convenient synthesis of fatty acid amide (eru-camide): Chemical-catalyzed rapid method. Eur. J. Lipid Sci. Technol. 111, 202-206 (2009).
8. Zoete, M. C.; Kock-van A. C.; van, F.; Sheldon, R. A. Lipase catalyzed ammoniolysis of lipids: a facile syn-thesis of fatty acid amides. J. Mol. Catal. B: Enz. 1, 109-113 (1996).
9. Litjens, M. J.; Sha, M.; Straathof, A. J.; Jongejan, J. A.; Heijnen, J. J. Competitive lipase catalyzed ester hydrolysis and ammoniolysis in organic solvents: equilibrium model of solid liquid vapor system. Biotechnol. Bioeng. 65, 347-356 (1999).
10. Levinson, W. E.; Kuo, T. M.; Kurtzman, C. P. Lipase catalyzed production of novel hydroxylated fatty amides in organic solvents. Enz. Microb. Technol. 37, 126-130 (2005).
11. Sharma, B. K.; Adhvaryu, A.; Erhan, S. Z. Synthesis of hydroxyl thio-ether derivatives of vegetable oil. J. Agric. Food Chem. 54, 9866-9872 (2006).
12. James, W. R.; Monoj, P. S.; Mendon, K. Synthesis and characterization of soyamide ferulate. J. Am. Oil Chem. Soc. 85, 783-789 (2008).
13. Neeraj, P. A.; Singh, R. P. Lipase-catalyzed synthesis of fatty acid amide (Erucamide) using fatty acid and urea. J. Oleo Sci. 56, 507-509 (2007).
14. Al-Mulla E. A. J.; Yunus W. M. Z.; Ibrahim N. A. Abdul Rahman M. Z. Synthesis and characterization of N,N'-carbonyl difatty amides from palm oil. J. Oieo sci. 58, 467-471 (2009).
15. James S.; Fritz; Orf, G. M. Extraction of metal ion with N,N-disubstituted amides. Anal. Chem. 47, 2043-2045 (1975).
16. Mohamad, S.; Yunus, W.; Haron, M.; Abdul Rahman, M. Z. Enzymatic synthesis of fatty hydrazides from palm oils. J. Oleo Sci. 57, 263-267 (2008).
17. Benini; Stefano; Wojciech, R.; Rypniewski, Keith S.; Wilson, Silvia M.; Stefano C.; Stefano M. A new propos-al for urease mechanism based on the crystal struc-tures of the native and inhibited enzyme from Bacilus pasteurii: why urea hydrolysis costs two nickels. Structure 7, 205-216 (1999).
18. Romero, M. D.; Calvo, L.; Alba, C.; Daneshfar, A.; Ghaziaskar, H. S. Enzematic synthesis of isomyl acetate with immobilized Candida antarcteca lipase in n-hexane, Enzyme Microb. Technol. 37, 42-48 (2005).
19. Gandhi, N. N.; Sawant, S. B.; Joshi, J. B. Studies on the lipozyme catalysed synthesis of butyl laurate. Biotech-nol. Bioeng. 46, 1-12 (1995).
20. Gunawan, E. R.; Basri, M.; Rahman, M. B.; Salleh, A. B.; Rahman, R. N. Lipase-catalyzed synthesis of palm-based wax ester. J. Oleo Sci. 53, 471-477 (2004).
21. Hacking, M. A.; Akkus, H.; Ranteijk, V. F.; Sheldon, R.A. Lipase and esterase-catalyzed acylation of hetero-sub-sitituted nitrogen nucleophilic in waterand organic sol-vents. Biotechnol. Bioeng. 68, 84-91 (2000).
22. Osman, A.; Nor A. Physical and chemical properties of shortenings from b palm 0il: Tallow and palm olein: Tallow blends with and without interesterification. J. Oil Palm Res. 11, l-10 (1999).
23. Bhagwan, Garg N.; Bhojak; Poonam, Dwivedi; Vinod, Kumar. Copper(II) complexes of acid amide derivatives of 2-aminopyridine and an exogenous ligand. Transition Metal Chem. 24, 463-466 (1998).