A detailed triglyceride analysis of<i>Lesquerella fendleri</i> oil: Column chromatographic fractionation followed by supercritical fluid chromatography

Hayes, Douglas G.; Kleiman, R.

doi:10.1007/bf02523908

Cited by 24 publications

(21 citation statements)

References 4 publications

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“…It may therefore not be surprising, that the structures of FA and the biosynthetic pathways may also be different. Five minor epoxy-and hydroxy-FA reported earlier [23] were not detected in this study as well as other studies [7][8][9][10]. Perhaps because the sample in this earlier study [23] was exposed to higher temperature than in other studies [7][8][9][10].…”

Section: Of [Oh18:2 ?contrasting

confidence: 58%

“…TAG and the contents (%) in Physaria fendleri oil were reported to have the highest content of TAG as OH20-18-OH20 (73.3 %, double bond not specified) by supercritical fluid chromatography [8]. The FA and their contents in Physaria fendleri oil reported [7][8][9] were similar. Atmospheric pressure chemical ionization mass spectrometry (APCI-MS) coupled to reversed-phase high-performance liquid chromatography (HPLC) was used for direct analysis of intact acylglycerols (AG) from the seed oils of Physaria fendleri, Physaria gordonii and castor [10].…”

Section: Introductionmentioning

confidence: 90%

“…Twenty five species of lesquerella were studied with respect to their FA and triacylglycerols (TAG) in seed oils including Physaria fendleri [7][8][9]. TAG and the contents (%) in Physaria fendleri oil were reported to have the highest content of TAG as OH20-18-OH20 (73.3 %, double bond not specified) by supercritical fluid chromatography [8].…”

Section: Introductionmentioning

confidence: 99%

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Identification of TAG and DAG and their FA Constituents in Lesquerella (Physaria fendleri) Oil by HPLC and MS

Lin

Chen

2013

J Americ Oil Chem Soc

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Castor oil has many industrial uses because of its high content (90 %) of the hydroxy fatty acid, ricinoleic acid (OH1218:19). Lesquerella oil containing lesquerolic acid (Ls, OH1420:111) is potentially useful in industry. Ten molecular species of diacylglycerols and 74 molecular species of triacylglycerols in lesquerella (Physaria fendleri) oil were identified by electrospray ionization mass spectrometry as lithium adducts of acylglycerols in the HPLC fractions of lesquerella oil. Among them were: LsLsO, LsLsLn, LsLsL, LsLn–OH20:2, LsO–OH20:2 and LsL–OH20:2. The structures of the four new hydroxy fatty acid constituents of acylglycerols were proposed by the MS of the lithium adducts of fatty acids as (comparing to those in castor oil): OH1218:29,14 (OH1218:29,13 in castor oil), OH1218:39,14,16 (OH18:3 not detected in castor oil), diOH12,1318:29,14 (diOH11,1218:29,13 in castor oil) and diOH13,1420:111 (diOH20:1 not detected in castor oil, diOH11,1218:19 in castor oil). Trihydroxy fatty acids were not detected in lesquerella oil. The differences in the structures of these C18 hydroxy fatty acids between lesquerella and castor oils indicated that the polyhydroxy fatty acids were biosynthesized and were not the result of autoxidation products.

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Section: Of [Oh18:2 ?contrasting

confidence: 58%

Section: Introductionmentioning

confidence: 90%

Section: Introductionmentioning

confidence: 99%

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Identification of TAG and DAG and their FA Constituents in Lesquerella (Physaria fendleri) Oil by HPLC and MS

Lin

Chen

2013

J Americ Oil Chem Soc

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“…Recently, enzymatic polymerizations have received much attention as a new methodology for polymer synthesis 8–14. The enzymatic polymerizations are performed in aqueous media or in bulk in the absence of heavy metal catalysts, which is a particular advantage 15.…”

Section: Introductionmentioning

confidence: 99%

Lipase Catalyzed Copolymerization of 3(S)‐Isopropylmorpholine‐2,5‐dione and D,L‐Lactide

Feng

Klee

Höcker

2004

Macromolecular Bioscience

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The polymerization and copolymerization of 3(S)-isopropylmorpholine-2,5-dione (IPMD) and D,L-lactide (DLLA) were carried out in the presence of Porcine pancreatic lipase type II (PPL) as a catalyst at 100 degrees C for 168 h. Homopolymers and random copolymers of various compositions were obtained with a carboxylic acid group at one end and a hydroxyl group at the other end. The glass transition temperature of the copolymers decreases with increasing mole fraction of DLLA residue in the copolymers.

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“…The former method provided very good resolution of non-, mono-, di-and tri-hydroxylacyl (i.e., -ricinoleyl) TAG, and ricinoleic acid. Peak positions for the former three were confirmed using Lesquerella fendleri oil as a standard, due to its prominence of mono-and di-hydoxyacyl TAG [21]. Undecenoic acid appears as a shoulder at 5.0 min, but disappears during the time course of reaction due in part to its consumption, and to the incommensurately large decrease of its detector response with a small decrease of concentration (detector signal αconcentration 5.5 ).…”

Section: Final Product (116 H)mentioning

confidence: 83%

Modification of oligo-Ricinoleic Acid and Its Derivatives with 10-Undecenoic Acid via Lipase-Catalyzed Esterification

Hayes

Mannam

et al. 2012

Polymers

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Lipases were employed under solvent-free conditions to conjugate oligo-ricinoleic acid derivatives with 10-undecenoic acid, to incorporate a reactive terminal double bond into the resultant product. First, undecenoic acid was covalently attached to oligo-ricinoleic acid using immobilized Candida antarctica lipase (CAL) at a 30% yield. Thirty percent conversion also occurred for CAL-catalyzed esterification between undecenoic acid and biocatalytically-prepared polyglycerol polyricinoleate (PGPR), with attachment of undecenoic acid occurring primarily at free hydroxyls of the polyglycerol moiety. The synthesis of oligo-ricinoleyl-, undecenoyl-structured triacylglycerols comprised two steps. The first step, the 1,3-selective lipase-catalyzed interesterification of castor oil with undecenoic acid, occurred successfully. The second step, the CAL-catalyzed reaction between ricinoleyl-, undecenoyl structured TAG and ricinoleic acid, yielded approximately 10% of the desired structured triacylglycerols (TAG); however, a significant portion of the ricinoleic acid underwent self-polymerization as a side-reaction. The employment of gel permeation chromatography, normal phase HPLC, NMR, and acid value measurements was effective for characterizing the reaction pathways and products that formed. OPEN ACCESSPolymers 2012, 4 1038

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A detailed triglyceride analysis ofLesquerella fendleri oil: Column chromatographic fractionation followed by supercritical fluid chromatography

Cited by 24 publications

References 4 publications

Identification of TAG and DAG and their FA Constituents in Lesquerella (Physaria fendleri) Oil by HPLC and MS

Identification of TAG and DAG and their FA Constituents in Lesquerella (Physaria fendleri) Oil by HPLC and MS

Lipase Catalyzed Copolymerization of 3(S)‐Isopropylmorpholine‐2,5‐dione and D,L‐Lactide

Modification of oligo-Ricinoleic Acid and Its Derivatives with 10-Undecenoic Acid via Lipase-Catalyzed Esterification

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