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Triglyceride Composition of Pine Nut Oil (잣기름의 Triglyceride조성(組成))

  • Chun, Suck-Jo;Park, Yeung-Ho
    • Korean Journal of Food Science and Technology
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    • v.16 no.2
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    • pp.179-181
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    • 1984
  • The present study was directed to define the triglyceride composition of pine nut oil. The triglycerides were separated from pine nut oil by thin layer chromatography, and fractionated by high performance liquid chromatography on the basis of partition numbers. Each of these collected fractions were fractionated again by gas liquid chromatography (GLC) according to the acyl carbon number of the triglyceride, and fatty acid composition of the triglyceride was also analyzed by GLC. The pine nut oil consisted of thirty two kinds of triglycerides, and the major triglycerides of pine nut oil were those of $(C_{18:2},\;C_{18:2},\;C_{18:3}\;;\;34.9%)$, $(C_{18:1},\;C_{18:2},\;C_{18:3}\;;\;10.8%)$, $(C_{18:1},\;C_{18:1},\;C_{18:2}\;;\;9.9%)$, $(C_{18:1},\;C_{18:1},\;C_{18:1}\;;\;6.5%)$, $(C_{18:1},\;C_{18:1},\;C_{18:2}\;;\;6.3%)$, $(C_{18:1},\;C_{18:1},\;C_{18:3}\;;\;4.8%)$, $(C_{16:0},\;C_{18:2},\;C_{18:3}\;;\;3.3%)$, $(C_{18:0},\;C_{18:1},\;C_{18:2}\;;\;2.7%)$, $(C_{16:0},\;C_{18:1},\;C_{18:2}\;;\;2.6%)$, $(C_{16:0},\;C_{18:2},\;C_{18:2}\;;\;2.2%)$, $(C_{16:0},\;C_{18:1},\;C_{18:3}\;;\;1.9%)$, $(C_{16:0},\;C_{18:2},\;C_{18:2}\;;\;1.7%)$, $(C_{16:0},\;C_{18:1},\;C_{18:1}\;;\;1.7%)$, $(C_{18:1},\;C_{18:3},\;C_{18:3}\;;\;1.5%)$.

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Studies on the Triglyceride Composition of Some Vegetable Oils -II. Triglyceride Composition of Corn Oil- (식물유(植物油)의 Triglyceride 조성(組成)에 관한 연구(硏究) -제(第) 2 보(報) : 옥수수유(油)의 triglyceride 조성(組成)-)

  • Choi, Su-An;Park, Yeung-Ho
    • Korean Journal of Food Science and Technology
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    • v.14 no.3
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    • pp.226-231
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    • 1982
  • In order to define triglyceride compositions in fat and oil triglycerides were separated by thin layer chromatography (TLC) from corn oil, and the separated triglycerides were graduated according to each partition number(PN) by high performance liquid chromatography (HPLC) using column of ${\mu}-Bondapack\;C_{18}$ and each graduation was graduated again according to acylcarbon number by gas liquid chromatography(GLC). Fatty acid compositions were analyzed by GLC after their graduation were methylated in according to PN. The triglyceride compositions were estimated by synthesizing the above three results. The estimated triglycerides consisted of 36 kinds in corn oil. The major triglyceride compositions of sample oil were as follows: 21.5%$(C_{18:2},\;C_{18:2},\;C_{18:1})$, 17.4%$(C_{18:1},\;C_{18:2},\;C_{18:1})$, 15.4%$(C_{18:1},\;C_{18:2},\;C_{16:0})$, 11.1%$(C_{16:0},\;C_{18:2},\;C_{18:2})$, 9.0%$(C_{18:1},\;C_{18:1},\;C_{18:1})$, 8.0%$(C_{18:2},\;C_18:2},\;C_{18:2})$, 5.7%$(C_{18:1},\;C_{18:1},\;C_{16:0})$, 2.2%$(C_{16:0},\;C_{16:0},\;C_{18:2})$, 1.6%$(C_{18:2},\;C_{18:2},\;C_{18:2})$, 1.1%$C_{18:2},\;C_{18:0},\;C_{16:0})$, 1.1%$(C_{16:0},\;C_{16:0},\;C_{18:1})$.

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Triglyceride Composition of Perilla Oil (들깨기름의 Triglyceride 조성(組成)에 관한 연구)

  • Park, Yeung-Ho;Kim, Dong-Soo;Chun, Suck-Jo
    • Korean Journal of Food Science and Technology
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    • v.15 no.2
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    • pp.164-169
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    • 1983
  • The triglyceride composition of perilla oil was investigated by high performance liquid chromatography (HPLC) in combination with gas liquid chromatography (GLC). The triglycerides were separated from perilla oil by thin layer chromatography (TLC), and fractionated into five groups on the basis of their partition numbers by reverse phase HPLC on a column packed with ${\mu}-Bondapak\;C_{18}$ using methanol-chloroform mixture as a solvent. Each of these collected fractions gave one to three peaks in the GLC chromatograms according to the acyl carbon number of the triglyceride, and fatty acid composition of the triglyceride was also analyzed by GLC. The results indicate that the perilla oil consists of fifteen kinds of triglycerides, and the major triglycerides in perilla oil were as follows: 68.0% of $(C_{18:3},\;C_{18:3},\;C_{18:3})$, 6.7% of $(C_{18:2},\;C_{18:3},\;C_{18:3})$, 5.9% of $(C_{18:1},\;C_{18:3},\;C_{18:3})$, 4.3% of $(C_{16:0},\;C_{18:3},\;C_{18:3})$, 3.8% of $(C_{18:1},\;C_{18:2},\;C_{18:3})$, 3.2% of $(C_{18:1},\;C_{18:1},\;C_{18:3})$, 2.0% of $(C_{16:0},\;C_{18:2},\;C_{18:3})$, 1.5% of ($C_{18:2},\;C_{18:2},\;C_{18:3})$, 1.0% of $(C_{16:0},\;C_{18:1},\;C_{18:3})$.

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Molecular Species of Triglycerides in Watermelon Seed Oil (수박씨 기름의 triglyceride 분자종에 관한 연구)

  • Chun, Seok-Jo;Park, Yeung-Ho
    • Korean Journal of Food Science and Technology
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    • v.19 no.4
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    • pp.377-381
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    • 1987
  • From the profiles of triglyceride composition and the fatty acid at ${\beta}-position$ of glycerol, triglyceride molecular species were found to be 26 kinds in watermelon seed oil. The major triglyceride molecular species in watermelon seed oil were $C_{18:1}{\cdot}C_{18:2}{\cdot}C_{18:1}$ OLO; 6.4%, $C_{18:0}{\cdot}C_{18:2}{\cdot}C_{18:2}$ SLL; 7.1%, $C_{18:1}{\cdot}C_{18:2}{\cdot}C_{18:2}$ OLL; 16.6%, $C_{16:0}{\cdot}C_{18:2}{\cdot}C_{18:2}$ PLL; 19.6% and $C_{18:2}{\cdot}C_{18:2}{\cdot}C_{18:2}$ LLL; 27.6%, Triglyceride molecular species of watermelon seed oil characterized that LLL species existed more than 27% of the total triglyceride molecular species.

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Triacylglycerol composition of dry peas (Pisum sativum L.) (완두의 트리아실글리세롤 조성)

  • Kwon, Yong-Ju;Yoo, Jae-Soo;Whang, Young-Tae;Kim, Choong-Ki;Song, Geun-Seoup
    • Applied Biological Chemistry
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    • v.34 no.2
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    • pp.81-85
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    • 1991
  • Lipids in dry peas were extracted by the mixture of chloroform-methanol-water, and from the extracted lipids triacylglycerols(TG) were separated by thin layer chromatography. TG were separated into different fractions according to partition numbers by HPLC. Each of these collected fractions was analyzed on the basis of acyl carbon number by GLC, and their fatty acid compositions were also analyzed by GLC. From these results, the possible fatty acid combinations of TG in dry peas were estimated to be thirty three kinds and the major kinds were as follows $C_{16:0}C_{18:2}C_{18:2}(13.4%),\;C_{18:1}C_{18:2}C_{18:3}(9.3%),\;C_{18:1}C_{18:2}C_{18:2}(9.2%),\;C_{18:2}C_{18:2}C_{18:2}(8.1%),\;C_{18:2}C_{18:2}C_{18:3}(6.4%),\;and\;C_{18:0}C_{18:1}C_{18:2}(5.4%)$.

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Studies on the Triglyceride Composition of Some Vegetable Oils -I. Triglyceride Composition of Cotton Seed Oil- (식물유(植物油)의 Triglyceride 조성(組成)에 관한 연구(硏究) -제(第) 1 보(報) : 면실유(棉實油)의 Triglyceride 조성(組成)-)

  • Choi, Su-An;Park, Yeung-Ho
    • Korean Journal of Food Science and Technology
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    • v.14 no.3
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    • pp.219-225
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    • 1982
  • Triglycerides of cottonseed oil were separated by thin layer chromatography (TLC), and fractionated by high-performance liquid chromatography (HPLC) on the basis of partition numbers. From each fraction, it was fractionated again on the basis of acyl carbon numbers using gas liquid chromatography (GLC). The fatty acids of triglyceride for each partition number group were analyzed by GLC. From, these results, triglyceride constituents of cotton seed oil were estimated to be 37 kinds of triglycerides. The major triglycerides and their contents in cotton seed oil were as follows: 25.8%$(C_{16:0},\;C_{18:2},\;C_{18:2})$, 15.5%$(C_{18:2},\;C_{18:2},\;C_{18:2})$, 13.8%$(C_{16:0},\;C_{18:2},\;C_{16:0})$, 8.3%$(C_{18:2},\;C_{18:1},\;C_{18:2})$, 6.2%$(C_{18:2},\;C_{18:1},\;C_{18:1})$, 4.1%$(C_{18:1},\;C_{18:1},\;C_{14:0})$, 3.4%$(C_{16:0},\;C_{18:1},\;C_{16:0})$, 2.3%$(C_{18:1},\;C_{18:2},\;C_{16:0})$, 2.2%$(C_{18:1},\;C_{18:1},\;C_{18:1})$, 1.0%$(C_{14:0},\;C_{18:2},\;C_{18:1})$.

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Triglyceride Composition of Walnut Oil (호도기름의 Triglyceride 조성(組成)에 관한 연구(硏究))

  • Chun, Seok-Jo;Park, Yeung-Ho
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.13 no.3
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    • pp.263-267
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    • 1984
  • The present study was conducted to elucidate the triglyceride composition of walnut oil. The triglycerides were separated by thin layer chromatography (TLC) and fractionated on the basis of partition numbers by reverse phase high performance liquid chromatography (HPLC) on a column packed with $\mu$-bondapak $C_{18}$ using methanol-chloroform mixture as a solvent system. Each of these collected fractions was fractionated again on the basis of acyl carbon number of triglyceride by gas liquid chromatography (GLC). The fatty acid composition of triglycerides for each partition numbered group was also analyzed by GLC. From the results, it was found that walnut oil consists of ten kinds of triglycerides, and the patterns of major ones in walnut oil were as follows: 53.3% of $(C_{18:2},\;C_{18:2},\;C_{18:2})$, 10.1% of $(C_{18:1},\;C_{18:2},\;C_{18:2})$, 5.4% of $(C_{18:1},\;C_{18:1},\;C_{18:2})$, 4.3% of $(C_{18:1},\;C_{18:2},\;C_{18:3})$, 3.9% of $(C_{18:0},\;C_{18:2},\;C_{18:2})$, 2.0% of $(C_{18:0},\;C_{18:1},\;C_{18:2})$, 1.8% of $(C_{18:0},\;C_{18:2},\;C_{18:2})$.

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Triglyceride Compositions of Peach Kernel and Apricot Kernel Oil (복숭아씨 및 살구씨기름의 triglyceride조성(組成))

  • Park, Yeung-Ho;Park, Jin-Woo;Kim, Tae-Soo;Choi, Su-An;Chun, Seok-Jo
    • Applied Biological Chemistry
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    • v.27 no.4
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    • pp.278-284
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    • 1984
  • The triglyceride compositions of peach kernel and apricot kernel oil have been investigated by a combination of high performance liquid chromatography (HPLC) and gas liquid chromatography(GLC). The triglycerides of peach kernel and apricot kernel oil were first separated by thin layer chromatography(TLC), and fractionated on the basis of their partition number(PN) by HPLC on a C-18 ${\mu}-Bondapak$ column with methanol-chloroform solvent mixture. Each of these fractionated groups was purely collected and analyzed by GLC according to acyl carbon number(CN) of triglyceride. Also the fatty acid compositions of these triglycerides were determined by GLC. From the consecutive analyses of these three chromatography techniques, the possible triglyceride compositions of peach kernel and apricot kernel oil were combinated into fifteen and thirteen kinds of triglycerides, respectively. The major triglycerides of peach ternel oil were those of $(3{\times}C_{18:1}\;30.9%)$, $(2{\times}C_{18:1},\;C_{18:2},\;21.2%)$, $(C_{18:1},\;2{\times}C_{18:2}\;10.6%)$, $(3{\times}C_{18:2}\;3.8%)$, $(C_{18:0},\;2{\times}C_{18:1},\;1.8%)$, $(C_{16:0},\;C_{18:1},\;C_{18:2},\;1.5%)$, $(C_{18:0},\;C_{18:1},\;C_{18:2},\;1.1%)$ and those of apricot kernel oil were $(3{\times}C_{18:1},\;39.5%)$, $(2{\times}C_{18:1},\;C_{18:2},\;24.5%)$, $(C_{18:0},\;2{\times}C_{18:2},\;14.2%)$, $(3{\times}C_{18:2},\;2.0%)$.

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In vitro Biohydrogenation of Linolenic and Linoleic Acids by Microorganisms of Rumen Fluid (반추위액의 미생물에 의한 In vitro 상에서의 리놀렌산과 리놀산의 Biohydrogenation)

  • Lee, S.W.;Chouinard, Yvan;Van, Binh N.
    • Journal of Animal Science and Technology
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    • v.47 no.6
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    • pp.985-1000
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    • 2005
  • In vitro anaerobic incubations of timothy (Phleum pretense L.) forage with bovine rumen fluid were conducted at 39℃ for 0, 3, 6, 9, 24, and 36 h in three trials to examine the biohy- drogenation of linolenic (C18:3) and linoleic acids (C18:2) and their bypass from the rumen. The objectives of the first trial was to study the effect of growth stage (stem elongation, early heading, late heading, and early flowering) and N-fertilization (0 and 120 kg N ha-1) on in vitro biohydrogenation of C18:2 and C18:3. The hydrogenable fraction, the effective disappearance and the bypass of C18:2 and C18:3 were high in timothy harvested at stem elongation, and decr- ease linearly with maturity. The N-fertilization increased the hydrogenable fraction of C18:3, the effective disappearance and the bypass of C18:2 and C18:3. However, the rate of disappearance of C18:2 and C18:3 were not affected by maturity and N-fertilization (P>0.1). In trial 2, the effect of timothy conservation method on in vitro C18:2 and C18:3 biohydrogenation was determined. Silage had the highest effective disappearance of C18:2 and C18:3, and grass hay had lowest one. The amounts of C18:2 and C18:3 biohydrogenated were higher in haylage and silage than in grass hay. Comparative to haylage timothy, the bypass of C18:3 was higher in fresh grass, wilted grass and grass hay. The bypass of C18:2 was higher in fresh grass and silage in comparison to grass hay and haylage. In trial 3, the effects of formic acid and Lactobacillus plantarum inoculum addition to timothy haylage and silage on C18:2 and C18:3 disappearance and bypass were studied. Haylage and silage additives had no effect (P>0.1) on effective disappearance and bypass of C18:2 and C18:3. The addition of formic acid increased the rate of biohydrogenation of C18:3 in haylage and silage, but it decreased the hydrogenable fraction of C18:2 in silage. The results of these three incubation trials show that the hydrogenable fraction and the bypass of C18:2 and C18:3 in timothy decreased with maturity and increased with N-fertilization. Higher amount of C18:2 and C18:3 were biohydrogenated in haylage and silage than in grass hay, and C18:3 ruminal disappearance was higher in fresh grass, wilted grass and grass hay than in haylage.

Stereospecific Analysis of the Molecular Species of the Triacylglycerols Containing Conjugate Trienoic Acids by GLC-Mass Spectrometry in Combination with Deuteration and Pentafluorobenzyl Derivatization Techniques (중수소화(重水素化), Pentafluorobenzyl화(化)와 GLC-Mass Spectrometry에 의한 Conjugate Trienoic Acid함유(含有) Triacylglycerol 분자종(分子種)의 입체특이적 분석(分析))

  • Woo, Hyo-Kyeng;Kim, Seong-Jin;Joh, Yong-Goe
    • Journal of the Korean Applied Science and Technology
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    • v.18 no.3
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    • pp.214-232
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    • 2001
  • CTA ester bonds in TG molecules were not attacked by pancreatic lipase and lipases produced by microbes such as Candida cylindracea, Chromobacterium viscosum, Geotricum candidium, Pseudomonas fluorescens, Rhizophus delemar, R. arrhizus and Mucor miehei. An aliquot of total TG of all the seed oils and each TG fraction of the oils collected from HPLC runs were deuterated prior to partial hydrolysis with Grignard reagent, because CTA molecule was destroyed with treatment of Grignard reagent. Deuterated TG (dTG) was hydrolyzed partially to a mixture of deuterated diacylglycerols (dDG), which were subsequently reacted with (S)-(+)-1-(1-naphthyl)ethyl isocyanate to derivatize into dDG-NEUs. Purified dDG-NEUs were resolved into 1, 3-, 1, 2- and 2, 3-dDG-NEU on silica columns in tandem of HPLC using a solvent of 0.4% propan-1-o1 (containing 2% water)-hexane. An aliquot of each dDG-NEU fraction was hydrolyzed and (fatty acid-PFB ester). These derivatives showed a diagnostic carboxylate ion, $(M-1)^{-}$, as parent peak and a minor peak at m/z 196 $(PFB-CH_{3})^{-}$ on NICI mass spectra. In the mass spectra of the fatty acid-PFB esters of dTGs derived from the seed oils of T. kilirowii and M. charantia, peaks at m/z 285, 287, 289 and 317 were observed, which corresponded to $(M-1)^{-}$ of deuterized oleic acid ($d_{2}-C_{18:0}$), linoleic acid ($d_{4}-C_{18:0}$), punicic acid ($d_{6}-C_{18:0}$) and eicosamonoenoic acid ($d_{2}-C_{20:0}$), respectively. Fatty acid compositions of deuterized total TG of each oil measured by relative intensities of $(M-1)^-$ ion peaks were similar with those of intact TG of the oils by GLC. The composition of fatty acid-PFB esters of total dTG derived from the seed oils of T. kilirowii are as follows; $C_{16:0}$, 4.6 mole % (4.8 mole %, intact TG by GLC), $C_{18:0}$, 3.0 mole % (3.1 mole %), $d_{2}C_{18:0}$, 11.9 mole % (12.5 mole %, sum of $C_{18:1{\omega}9}$ and $C_{18:1{\omega}7}$), $d_{4}-C_{18:0}$, 39.3 mole % (38.9 mole %, sum of $C_{18:2{\omega}6}$ and its isomer), $d_{6}-C_{18:0}$, 41.1 mole % (40.5 mole %, sum of $C_{18:3\;9c,11t,13c}$, $C_{18:3\;9c,11t,13r}$ and $C_{18:3\;9t,11t,13c}$), $d_{2}-C_{20:0}$, 0.1 mole % (0.2 mole % of $C_{20:1{\omega}9}$). In total dTG derived from the seed oils of M. charantia, the fatty acid components are $C_{16:0}$, 1.5 mole % (1.8 mole %, intact TG by GLC), $C_{18:0}$, 12.0 mole % (12.3 mole %), $d_{2}-C_{18:0}$, 16.9 mole % (17.4 mole %, sum of $C_{18:1{\omega}9}$), $d_{4}-C_{18:0}$, 11.0 mole % (10.6 mole %, sum of $C_{18:2{\omega}6}$), $d_{6}-C_{18:0}$, 58.6 mole % (57.5 mole %, sum of $C_{18:3\;9c,11t,13t}$ and $C_{18:3\;9c,11t,13c}$). In the case of Aleurites fordii, $C_{16:0}$; 2.2 mole % (2.4 mole %, intact TG by GLC), $C_{18:0}$; 1.7 mole % (1.7 mole %), $d_{2}-C_{18:0}$; 5.5 mole % (5.4 mole %, sum of $C_{18:1{\omega}9}$), $d_{4}-C_{18:0}$ ; 8.3 mole % (8.5 mole %, sum of $C_{18:2{\omega}6}$), $d_{6}-C_{18:0}$; 82.0 mole % (81.2 mole %, sum of $C_{18:3\;9c,11t,13t}$ and $C_{18:3 9c,11t,13c})$. In the stereospecific analysis of fatty acid distribution in the TG species of the seed oils of T. kilirowii, $C_{18:3\;9c,11t,13r}$ and $C_{18:2{\omega}6}$ were mainly located at sn-2 and sn-3 position, while saturated acids were usually present at sn-1 position. And the major molecular species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})_{2}$ and $(C_{18:1{\omega}9})(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})$ were predominantly composed of the stereoisomer of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:3\;9c,11t,13c}$, $sn-3-C_{18:3\;9c,11t,13c}$, and $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13c}$, respectively, and the minor TG species of $(C_{18:2{\omega}6})_{2}(C_{18:3\;9c,11t,13c})$ and $ (C_{16:0})(C_{18:3\;9c,11t,13c})_{2}$ mainly comprised the stereoisomer of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13c}$ and $sn-1-C_{16:0}$, $sn-2-C_{18:3\;9c,11t,13c}$, $sn-3-C_{18:3\;9c,11t,13c}$. The TG of the seed oils of Momordica charantia showed that most of CTA, $C_{18:3\;9c,11t,13r}$, occurred at sn-3 position, and $C_{18:2{\omega}6}$ was concentrated at sn-1 and sn-2 compared to sn-3. Main TG species of $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{18:0})(C_{18:3\;9c,11t,13t})_{2}$ were consisted of the stereoisomer of $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{18:0}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$, respectively, and minor TG species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})_{2}$ and $(C_{18:1{\omega}9})(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13c})$ contained mostly $sn-1-C_{18:2{\omega6}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:2{\omega}6}$, $sn-3-C_{18:3\;9c,11t,13t}$. The TG fraction of the seed oils of Aleurites fordii was mostly occupied with simple TG species of $(C_{18:3\;9c,11t,13t})_{3}$, along with minor species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_{2}$, $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{16:0})(C_{18:3\;9c,11t,13t})$. The sterospecific species of $sn-1-C_{18:2{\omega}6}$, $sn-2-C_{18:3\;9c,11t,13t}$, sn-3-C_{18:3\;9c,11t,13t}$, $sn-1-C_{18:1{\omega}9}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ and $sn-1-C_{16;0}$, $sn-2-C_{18:3\;9c,11t,13t}$, $sn-3-C_{18:3\;9c,11t,13t}$ are the main stereoisomers for the species of $(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_2$, $(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$ and $(C_{16:0})(C_{18:3\;9c,11t,13t})$, respectively.