Lipase‐catalyzed incorporation of conjugated linoleic acid into tricaprylin

Kim, In Hwan; Yoon, C. S.; Cho, Soo Hee; Lee, Kwang Won; Chung, Soo Hyun; Tae, Beom Seok

doi:10.1007/s11746-001-0301-4

Cited by 38 publications

(29 citation statements)

References 19 publications

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“…Reaction temperature can affect parameters such as enzyme stability, affinity of enzyme for substrate and preponderance of competing reactions. Thermostability of enzymes is a factor considered in their industrial use, mostly because of potential for minimizing thermal degradation (Kim et al. 2001).…”

Section: Resultsmentioning

confidence: 99%

Effects of Reaction Parameters on the Incorporation of Caprylic Acid Into Soybean Oil for Production of Structured Lipids

Turan

Karabulut

Vural

2006

Journal of Food Lipids

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Structured lipids (SLs) were synthesized by transesterification of soybean oil (SBO) and caprylic acid (CA) with sn‐1,3‐specific lipase (TL IM, Thermomyces lanuginosa) in a batch stirred‐tank reactorwithout the use of solvent. Effects of variation in substrate mole ratio, temperature, enzyme load, reaction time and mixing speeds were investigated. To compare the effects of different parameters on the reaction, the default conditions were chosen as: temperature of 40C, stirring at 300 rpm, no extra water addition, enzyme dosage of 10 wt %, reaction time of 6 h and substrate mole ratio of 1:1 (SBO to CA). Products were analyzed by gas–liquid chromatography. An increase in substrate mole ratio decreased incorporation of CA into SBO. While the highest CA incorporation (7.84%) occurred at a mole ratio of 1:0.7 (SBO: CA) at default reaction conditions, 1:4 mole ratio gave the lowest value (0.52%). Optimum reaction temperature was 45C. As expected, the higher load of TL IM lipase in the reaction led to a higher incorporation of CA. At an enzyme dosage of 20 wt % in 6 h, the incorporation was 13.01%. A high incorporation of CA (7.19%) was obtained at 300 rpm, while 100 rpm gave the lowest incorporation (5.30%). A sharp increase was obtained for incorporation of CA into SBO during 18‐h reaction. After this point of the reaction, incorporation was very slow. To elevate the extent of acidolysis, reactions were repeated thrice with CA. Repeated reactions caused an increase in CA content of triacylglycerols (TAGs). After the third reaction, the CA content of TAGs reached to 35.38%. The incorporation of CA was slightly reduced from the first use (18.43%) to the fifth use of enzyme (8.19%).

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Section: Resultsmentioning

confidence: 99%

Effects of Reaction Parameters on the Incorporation of Caprylic Acid Into Soybean Oil for Production of Structured Lipids

Turan

Karabulut

Vural

2006

Journal of Food Lipids

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“…Pancreatic lipase hydrolysis was conducted to determine the positional distribution of FA in TAG following the method described in our previous report (16). In brief, 3 mg of TAG was mixed with 2 mL of 1 M Tris-HCl buffer (pH 7.6), 0.5 mL of 0.05% bile salts, 0.2 mL of 2.2% CaCl 2 , and 5 mg pancreatic lipase.…”

mentioning

confidence: 99%

Lipase‐catalyzed acidolysis of perilla oil with caprylic acid to produce structured lipids

Kim

Lee

et al. 2002

J Americ Oil Chem Soc

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Structured lipids were synthesized by acidolysis of perilla oil and caprylic acid using two lipases, Lipozyme RM IM from Rhizomucor miehei and Lipozyme TL IM from Thermomyces lanuginosa. Effects of molar ratio, reaction time, reaction temperature, enzyme load, and solvent content on acidolysis reactions were studied. The solvent content ranged from 0.0 (solvent-free) to 85.3%. The results showed that the incorporation increased in parallel with solvent content to 49.0% with Lipozyme RM IM and to 63.8% with Lipozyme TL IM. After 24 h incubation in n-hexane, caprylic acids were incorporated to 48.5 mol% with Lipozyme RM IM and to 51.4 mol% with Lipozyme TL IM, respectively, whereas linolenic acid content was reduced from 61.4 to 31.5 mol% with Lipozyme RM IM and to 28.4 mol% with Lipozyme TL IM, respectively. Lipozyme TL IM showed a higher acyl migration rate than Lipozyme RM IM when acidolysis was performed in the reaction system containing n-hexane as a solvent, whereas the difference in acyl migration between the two lipases in the solvent-free system was negligible.

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“…Analysis of products. The analysis of reaction products was performed according to a previous method (15). In brief, the reaction mixture collected from the reactor was dissolved in 5 mL n-hexane and filtered through an anhydrous sodium sulfate column to remove the water.…”

Section: Methodsmentioning

confidence: 99%

Production of structured lipids by lipase‐catalyzed acidolysis in supercritical carbon dioxide: Effect on acyl migration

Kim

Lee

et al. 2004

J Americ Oil Chem Soc

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Structured lipids were synthesized by the acidolysis of corn oil by caprylic acid in supercritical carbon dioxide (SCCO 2 ) with Lipozyme RM IM from Rhizomucor miehei. The effects of pressure and temperature on the reaction were studied. To compare the degrees of acyl migration in the SCCO 2 and solvent-free reaction systems, the effects of reaction time on the degree of acyl migration were also studied. The highest mole percentage incorporation of caprylic acid (62.2 mol%) occurred at 24.13 MPa in SCCO 2 . The overall incorporation of caprylic acid in the SCCO 2 system remained higher than that in the solventfree system at every temperature tested. This trend was observed more clearly at lower temperatures (35-55°C) than at higher temperatures (65-75°C). Acyl migration with both reaction systems was low, with a negligible difference between them up to 12 h, after which the degree of acyl migration in the solvent-free system increased rapidly with time up to 24 h compared with the SCCO 2 system.

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Lipase‐catalyzed incorporation of conjugated linoleic acid into tricaprylin

Cited by 38 publications

References 19 publications

Effects of Reaction Parameters on the Incorporation of Caprylic Acid Into Soybean Oil for Production of Structured Lipids

Effects of Reaction Parameters on the Incorporation of Caprylic Acid Into Soybean Oil for Production of Structured Lipids

Lipase‐catalyzed acidolysis of perilla oil with caprylic acid to produce structured lipids

Production of structured lipids by lipase‐catalyzed acidolysis in supercritical carbon dioxide: Effect on acyl migration

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