Characterization of fatty amides produced by lipase-catalyzed amidation of multi-hydroxylated fatty acids

Bioresource Technology

Volumn 99, Issue 7, 2008, Pages 2706-2709

  Levinson, William E ^a   Kuo, Tsung Min ^a   Knothe, Gerhard ^a  

^a NATIONAL CENTER FOR AGRICULTURAL UTILIZATION RESEARCH   (United States)

Author keywords

Lipase catalyzed amidation; Multi hydroxy fatty acids; Multi hydroxy fatty amides; Structural analysis; Transformation

Indexed keywords

LIPASE-CATALYZED AMIDATION; MULTI-HYDROXY FATTY ACIDS; MULTI-HYDROXY FATTY AMIDES;

CATALYST ACTIVITY; ENZYMES; FATTY ACIDS; HYDROXYLATION; ORGANIC SOLVENTS;

NITROGEN COMPOUNDS;

7,10 DIHYDROXY 8 OCTADECANOIC ACID; 7,10 DIHYDROXY 8 OCTADECENAMIDE; 7,10,12 TRIHYDROXY 8 OCTADECANOIC ACID; 7,10,12 TRIHYDROXY 8 OCTADECENAMIDE ACID; AMIDE; DECANOIC ACID DERIVATIVE; FATTY ACID; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

CATALYST ACTIVITY; ENZYMES; FATTY ACIDS; HYDROXYLATION; NITROGEN COMPOUNDS; ORGANIC SOLVENTS;

CATALYSIS; ENZYME ACTIVITY; FATTY ACID; GAS CHROMATOGRAPHY; HYDROXYL RADICAL; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; ORGANIC NITROGEN COMPOUND; TRANSFORMATION; YEAST;

AMIDATION; ARTICLE; CANDIDA; CATALYSIS; HYDROXYLATION; IONIZATION; MASS FRAGMENTOGRAPHY; MELTING POINT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

AMIDES; CATALYSIS; FATTY ACIDS; HYDROXYLATION; LIPASE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

PSEUDOZYMA ANTARCTICA;

EID: 38849209342     PISSN: 09608524     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biortech.2007.04.058     Document Type: Article

References (14)

1. Biermann U., Friedt W., Lang S., Lühs W., Machmüller G., Metzger J.O., Rüsch gen Klaas M., Schäfer H.J., and Schneider M.P. New syntheses with oils and fats as renewable raw materials for the chemical industry. Angew. Chem. Int. Edit. 39 (2000) 2206-2224
2. Budzikiewicz H., Djerassi C., and Williams D.H. Mass Spectrometry of Organic Compounds (1967), Holden-Day, Inc., San Francisco
3. Eglinton G., Hunneman D.H., and McCormick A. Gas chromatographic - mass spectrometric studies of long-chain hydroxy acids III. The mass spectra of the metyl esters trimethylsilyl ethers of aliphatic hydroxy acids. A facile method of double bond location. Org. Mass Spectrom. 1 (1968) 593-611
4. Hayes D.G. The catalytic activity of lipases toward hydroxy fatty acids: a review. J. Am. Oil Chem. Soc. 73 (1996) 543-549
5. Hou C.T., Kuo T.M., and Lanser A.C. Value-added products through bioprocessing: new hydroxy fatty acids. Inform 13 (2002) 307-316
6. Kuo T.M., Kim H., and Hou C.T. Production of a novel compound, 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa PR3. Curr. Microbiol. 43 (2001) 198-203
7. Kuo T.M., and Lanser A.C. Factors influencing the production of a novel compound, 7,10-dihydroxy-8(E)-octadecenoic acid, by Pseudomonas aeruginosa PR3 (NRRL B-18602) in batch cultures. Curr. Microbiol. 47 (2003) 186-191
8. Kuo T.M., and Knothe G. Production and properties of 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid conversion by Pseudomonas aeruginosa. Eur. J. Lipid Sci. Technol. 106 (2004) 405-411
9. Kuo T.M., Ray K.J., and Manthey L.K. A facile reactor process for producing 7,10-dihydroxy-8(E)-octadecenoic acid from oleic acid conversion by Pseudomonas aeruginosa. Biotechnol. Lett. 25 (2003) 29-33
10. Levinson W.E., Kuo T.M., and Kurtzman C.P. Lipase-catalyzed production of novel hydroxylated fatty amides in organic solvent. Enzyme Microb. Technol. 37 (2005) 126-130
11. Levinson W.E., Kuo T.M., and Weisleder D. Characterization of primary fatty amides produced by lipase-catalyzed amidation of hydroxylated fatty acids. J. Am. Oil Chem. Soc. 82 (2005) 501-504
12. Metzger J.O., and Bornscheuer U. Lipids as renewable resources: current state of chemical and biotechnological conversion and diversification. Appl. Microbiol. Biotechnol. 71 (2006) 13-22
13. Murphy R.C. Mass Spectrometry of Lipids (1993), Plenum Press, New York
14. In: Zweifel H. (Ed). Plastics Additives Handbook (2001), Hanser Gardner Publications, Inc., Cincinnati