Candida rugosa lipase LIP1-catalyzed transesterification to produce human milk fat substitute

Anita Srivastava, Casimir C. Akoh*, Shu Wei Chang, Guan Chiun Lee, Jei Fu Shaw

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

51 Citations (Scopus)


Structured lipids (SLs) containing palmitic and oleic acids were synthesized by transesterification of tripalmitin with either oleic acid or methyl oleate as acyl donor. This SL with palmitic acid at the sn-2 position and oleic acid at sn-1,3 positions is similar in structure to human milk fat triacylglycerol. LIP1, an isoform of Candida rugosa lipase (CRL), was used as biocatalyst. The effects of reaction temperature, substrate molar ratio, and time on incorporation of oleic acid were investigated. Reaction time and temperature were set at 6, 12, and 24 h, and 35, 45, and 55°C, respectively. Substrate molar ratio was varied from 1:1 to 1:4. The highest incorporation of oleic acid (37.7%) was at 45°C with methyl oleate as acyl donor. Oleic acid resulted in slightly lesser (26.3%) incorporation. Generally, higher percentage incorporation of oleic acid was observed with methyl oleate (transesterification) than with oleic acid (acidolysis). In both cases percentage incorporation increased with reaction time. Incorporation decreased with increase in temperature above 45°C. Initially, oleic acid incorporation increased with increase in substrate molar ratio up to 1:3. LIP1 was also compared with Lipozyme RM IM as biocatalysts. The tested reaction parameters were selected on the basis of maximum incorporation of C18:1 obtained during optimization of LIP1 reaction conditions. Reaction temperature was maintained at 45, 55, and 65°C. Lipozyme RM IM gave highest oleic acid incorporation (49.4%) at 65°C with methyl oleate as acyl donor. Statistically significant (P < 0.05) differences were observed for both enzymes. SL prepared using Lipozyme RM IM may be more suitable for possible use in human milk fat substitutes.

Original languageEnglish
Pages (from-to)5175-5181
Number of pages7
JournalJournal of Agricultural and Food Chemistry
Issue number14
Publication statusPublished - 2006 Jul 12
Externally publishedYes


  • Acidolysis
  • Candida rugosa lipase
  • Human milk fat substitute
  • LIP1
  • Lipozyme RM IM
  • Structured lipids
  • Transesterification
  • Tripalmitin

ASJC Scopus subject areas

  • General Chemistry
  • General Agricultural and Biological Sciences


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