Preparative thin-layer chromatographic separation and subsequent gas chromatographic–mass spectrometric analysis of monoacylglycerols derived from butter oil by fungal degradation

Liu, Qin-Tao; Kinderlerer, Judith L.

doi:10.1016/s0021-9673(99)00726-8

Cited by 32 publications

(22 citation statements)

References 7 publications

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“…Through the development of this technology to provide specific information concerning the lipid profile of a healthy person's tears, it may be possible to identify a defective lipid profile, something which has been suggested to be a major contributor to the dry eye syndrome 21. The mass spectrometric analysis of acylglycerides, which are comprised of mono‐, di‐ and triglycerides, has been reported using various approaches such as derivative gas chromatography electron ionization mass spectrometry (GC/EI‐MS),22–24 positive chemical ionization,22 negative chemical ionization25–27 (NCI) of chloride adducts, ES‐MS/MS28, 29 including ES‐MS/MS of ammonium adducts,30, 31 matrix‐assisted laser desorption/ionization time‐of‐flight (MALDI‐TOF),32, 33 fast atom bombardment (FAB),34 atmospheric pressure chemical ionization (APCI) MS30, 35 and APCI liquid chromatography (LC)/APCI‐MS 36–38. Quantifying triglycerides using ratios of diacylglyceride fragment ions vs parent ions and fragmentation schemes, has been reported for single‐stage APCI‐MS experiments 39–42.…”

Section: Introductionmentioning

confidence: 99%

Identification, quantification and comparison of major non‐polar lipids in normal and dry eye tear lipidomes by electrospray tandem mass spectrometry

et al. 2004

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Millions of individuals suffer from a health condition known as keratoconjunctivitis sicca (KCS, also known as 'dry eye'). Studies have indicated that the lipids in the tear film layer, which covers the outer portion of the eye, may be directly correlated with the existence of dry eye syndrome. By identifying and comparing the major, non-polar lipids in normal eye tears with a dry eye model, it may be possible to identify a symptom of, or a contributing factor to, dry eye. Electrospray tandem mass spectrometry (ES-MS/MS) was used to identify and compare the non-polar lipids, detected as lithium adducts, from normal and dry eye tear samples obtained from rabbits. A limited number of normal human tear samples were also examined for lipid content, and a close resemblance to rabbit was observed. Three distinct regions were delineated in the ES mass spectra of the non polar lipids, m/z 20-500, 500-800 and 800-1100. A common feature noted among identified lipid components was a glycerol backbone with fatty acyl substituents attached. Product ion spectra were obtained for lithiated monoacyl-, 1,2-and 1,3-diacyl-and triacylglyceride standards. Newly proposed structures and fragmentation pathways for the major product ions are presented for the 1,2-and 1,3-diglycerides, and also for the monoglyceride. New approaches to distinguishing asymmetric 1,2-diglycerides and 1,2-from 1,3-diglycerides are proposed. For the rabbit tear samples, the m/z 20-500 range contains monoester diols with empirical formulas C n H 2n O 4 , the m/z 500-800 range includes diesters with empirical formulas C n H 2n−2 O 5 and the m/z 800-1100 range contains triesters with empirical formulas C n H 2n−4 O 6 . Also found in the extracts were three isoprene acetals (terpenoids).

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Section: Introductionmentioning

confidence: 99%

Identification, quantification and comparison of major non‐polar lipids in normal and dry eye tear lipidomes by electrospray tandem mass spectrometry

et al. 2004

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“…MAGs were then scraped from the PTLC plates, extracted and analysed by GC and GC/MS. The recoveries of MAGs from the PTLC plates were between 92 and 95% 23. No MAGs and FAs were detected in the original butter and shea oils and controls; therefore MAGs and FAs were not isolated from the original oils and controls for further analysis.…”

Section: Methodsmentioning

confidence: 97%

“…The method used for separation of MAGs from fungal metabolites by TLC and PTLC has been described previously 14, 23. In principle, the extracted lipids were separated by TLC and PTLC into different classes, ie MAGs, DAGs, FAs, TAGs, etc.…”

Section: Methodsmentioning

confidence: 99%

Fungal metabolism of butter and shea oils by Penicillium roquefortii in solid state cultures

Liu

2003

J Sci Food Agric

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Monoacylglycerols (monoglycerides, MAGs) were produced from butter oil and shea stearin fraction (shea oil) by two strains of Penicillium roquefortii, FRR 2456 (isolated from a spoilt melon) and Wisbey PJ (a commercial dairy strain), at pH 7.0 at 10 and 25 • C. The system was designed as a model of cheese using modified Czapek medium in solid state cultures. Shea oil with its unique fatty acid profile (stearic, oleic and palmitic acids) was used for comparison with butter oil. Yields of MAGs, which ranged from 3 to 14 g kg −1 oil, were higher with butter than with shea oil and higher when the spoilage strain FRR 2456 was used. Monoacylglycerols produced by mycelium-bound lipases from both fungal strains were mainly sn-1(3) or α isomers (60-70 mol%). Monopalmitin was the major MAG produced from both butter and shea oils. The production and use of MAGs alone or in combination with free fatty acids (FFAs) as food preservatives are discussed. It is implied that sn-1(3) MAGs together with free fatty acids may be part of a natural antimicrobial system in relatively high-pH foods such as blue mould-ripened cheese where growth of foodborne pathogens such as Listeria monocytogenes can be a problem.

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“…Then the polarity of the mobile phases was progressively increased using a increasing concentration of ethyl acetate and passed through the column, until it reached to 100% ethyl acetate and 0% petroleum ether. For the initial screening of the VLC fraction extracts Thin layer chromatographic technique (Liu & LKinderlerer, 1999) was used and the compounds -1 and 2 (9 mg), were isolated from the VLC extracts of 20% ethyl acetate in petroleum ether followed by TLC using Merck pre-coated TLC plates (Silica gel 60, F254), eluting with petroleum ether:n-Hexane (40 : 60).…”

Section: Extraction and Isolationmentioning

confidence: 99%

Phytochemical and biological investigation on Artocarpus chaplasha Roxb

et al. 2018

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The methanolic extract of the stem bark of Artocarpus chaplasha Roxb. (Family: Moraceae) was investigated for the isolation of pure compounds and determination of few biological activities. A mixture of two compounds cycloartenyl acetate and lupeol acetate were isolated from it. The crude methanol extract as well as its petroleum ether, chloroform, carbon tetrachloride and aqueous soluble fractions were studied for antioxidant, cytotoxic and antimicrobial activities. Among the different fractions, the aqueous soluble partitionate was found to have most potent antioxidant activity as compared to tertbutyl-1-hydroxytoluene. Antimicrobial screening of the different fractions was performed using the disc diffusion method. In these tests, the chloroform soluble fraction and carbon tetrachloride soluble fraction of methanolic extract exhibited moderate antimicrobial activity (range of zone of inhibition 8-12 mm). In brine shrimp lethality test, the petroleum ether soluble extract exhibited the highest level of cytotoxicity.

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Preparative thin-layer chromatographic separation and subsequent gas chromatographic–mass spectrometric analysis of monoacylglycerols derived from butter oil by fungal degradation

Cited by 32 publications

References 7 publications

Identification, quantification and comparison of major non‐polar lipids in normal and dry eye tear lipidomes by electrospray tandem mass spectrometry

Identification, quantification and comparison of major non‐polar lipids in normal and dry eye tear lipidomes by electrospray tandem mass spectrometry

Fungal metabolism of butter and shea oils by Penicillium roquefortii in solid state cultures

Phytochemical and biological investigation on Artocarpus chaplasha Roxb

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