Synthesis and characterization of canola oil-stearic acid-based trans-free structured lipids for possible margarine application

Stephen E. Lumor, Kerby C. Jones, Rick Ashby, Gary D. Strahan, Hee Kim Byung, Guan-Chiun Lee, Jei Fu Shaw, Sandra E. Kays, Shu Wei Chang, Thomas A. Foglia, Casimir C. Akoh

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Incorporation of stearic acid into canola oil to produce trans-free structured lipid (SL) as a healthy alternative to partially hydrogenated fats for margarine formulation was investigated. Response surface methodology was used to study the effects of lipozyme RM IM from Rhizomucor miehei and Candida rugosa lipase isoform 1 (LIP1) and two acyl donors, stearic acid and ethyl stearate, on the incorporation. Lipozyme RM IM and ethyl stearate gave the best result. Gram quantities of SLs were synthesized using lipozyme RM IM, and the products were compared to SL made by chemical catalysis and fat from commercial margarines. After short-path distillation, the products were characterized by GC and RPHPLC-MS to obtain fatty acid and triacylglycerol profiles, 13C NMR spectrometry for regiospecific analysis, X-ray diffraction for crystal forms, and DSC for melting profile. Stearic acid was incorporated into canola oil, mainly at the sn-1,3 positions, for the lipase reaction, and no new trans fatty acids formed. Most SL products did not have adequate solid fat content or β′ crystal forms for tub margarine, although these may be suitable for light margarine formulation.

Original languageEnglish
Pages (from-to)10692-10702
Number of pages11
JournalJournal of Agricultural and Food Chemistry
Volume55
Issue number26
DOIs
Publication statusPublished - 2007 Dec 26

Fingerprint

Margarine
structured lipids
canola oil
margarine
stearic acid
Fats
Lipase
Lipids
synthesis
Trans Fatty Acids
Crystals
Candida
Rhizomucor
crystals
Distillation
X ray diffraction analysis
Spectrometry
Catalysis
Candida rugosa
Protein Isoforms

Keywords

  • Candida rugosa lipase isoform 1
  • Canola oil
  • Interesterification
  • Lipozyme RM IM
  • Response surface methodology
  • Sodium methoxide
  • Stearic acid

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Cite this

Synthesis and characterization of canola oil-stearic acid-based trans-free structured lipids for possible margarine application. / Lumor, Stephen E.; Jones, Kerby C.; Ashby, Rick; Strahan, Gary D.; Byung, Hee Kim; Lee, Guan-Chiun; Shaw, Jei Fu; Kays, Sandra E.; Chang, Shu Wei; Foglia, Thomas A.; Akoh, Casimir C.

In: Journal of Agricultural and Food Chemistry, Vol. 55, No. 26, 26.12.2007, p. 10692-10702.

Research output: Contribution to journalArticle

Lumor, SE, Jones, KC, Ashby, R, Strahan, GD, Byung, HK, Lee, G-C, Shaw, JF, Kays, SE, Chang, SW, Foglia, TA & Akoh, CC 2007, 'Synthesis and characterization of canola oil-stearic acid-based trans-free structured lipids for possible margarine application', Journal of Agricultural and Food Chemistry, vol. 55, no. 26, pp. 10692-10702. https://doi.org/10.1021/jf0710175
Lumor, Stephen E. ; Jones, Kerby C. ; Ashby, Rick ; Strahan, Gary D. ; Byung, Hee Kim ; Lee, Guan-Chiun ; Shaw, Jei Fu ; Kays, Sandra E. ; Chang, Shu Wei ; Foglia, Thomas A. ; Akoh, Casimir C. / Synthesis and characterization of canola oil-stearic acid-based trans-free structured lipids for possible margarine application. In: Journal of Agricultural and Food Chemistry. 2007 ; Vol. 55, No. 26. pp. 10692-10702.
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