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Heart‐Cut Two‐Dimensional Countercurrent Chromatography for the Isolation of a Furan Fatty Acid Triacylglycerol from Latex Gloves and Identification of Further Lipid Compounds
The Journal of the American Oil Chemists’ Society ( IF 2 ) Pub Date : 2020-01-27 , DOI: 10.1002/aocs.12333
Nina Wiedmaier‐Czerny 1 , Marco Müller 1 , Walter Vetter 1
Affiliation  

Hevea brasiliensis latex from specific genotypes such as RRIM501 or PB235 is one of the richest natural sources of furan fatty acid 9‐(3‐methyl‐5‐pentylfuran‐2‐yl)‐nonanoic acid (9M5), which is mainly present in the form of triacylglycerols. In this study, we successfully isolated a triacylglycerol esterified with three 9M5 molecules (tri‐9M5) with a purity of 97% from the lipid extract of latex gloves by means of countercurrent chromatography (CCC). The gas chromatography with a mass spectrometry (GC/MS) spectrum of tri‐9M5 not only featured the diagnostic fragment ion [M‐RCOO]+ of triacylglycerols but also a fragment ion shifted by 16 Da to higher mass which corresponded with [M‐RCO]+. [M‐RCO]+ was only detected in triacylglycerols substituted with at least one furan fatty acid. Additionally, five γ‐tocotrienyl fatty acid esters (γ‐T3‐FA esters), namely, γ‐T3‐16:0, γ‐T3‐18:0, γ‐T3‐18:1n‐9, γ‐T3‐18:2n‐6 and γ‐T3‐20:0, were detected in the sample. Contributions of γ‐T3‐FA esters with 18:1n‐9 and 18:2n‐6 which co‐eluted in GC/MS could be calculated after mathematical correction for contributions of the 13C2 isotope peak of γ‐T3‐18:2n‐6 to γ‐T3‐18:1n‐9. This was necessary for quantitation of these two γ‐T3‐FA esters. Improved separation of the γ‐T3‐FA esters could be achieved by the novel heart‐cut recycling CCC mode (four cycles). Sterols detected in disposable latex gloves were β‐sitosterol, Δ5‐avenasterol, and stigmasterol along with small quantities of 24‐methylene‐cycloartenol and Δ5‐citrostadienol.

中文翻译:

心切二维逆流色谱法从乳胶手套中分离呋喃脂肪酸三酰甘油和鉴定其他脂质化合物

来自特定基因型(例如RRIM501或PB235)的巴西橡胶树胶是呋喃脂肪酸9-(3-甲基-5-戊基呋喃-2-基)壬酸(9M5)最丰富的天然来源之一,主要存在于形式的三酰基甘油。在这项研究中,我们成功地通过逆流色谱法(CCC)从乳胶手套的脂质提取物中成功分离了被三个9M5分子(tri-9M5)酯化的三酰基甘油。带有Tri‐9M5质谱(GC / MS)质谱的气相色谱仪,不仅具有三酰甘油的诊断碎片离子[M‐RCOO] +,而且碎片离子偏移了16 Da至更高的质量,相当于[M‐9] [RCO] +。[M‐RCO] +仅在被至少一种呋喃脂肪酸取代的三酰基甘油中检测到“三酰基甘油”。此外,五γ生育三烯酚脂肪酸酯(γ-T 3 -FA酯),即,γ-T 3 -16:0,γ-T 3 -18:0,γ-T 3 -18:1 N-9,γ-T 3 -18:2的n-6和γ-T 3 -20:0,在样品中进行检测。γ-T的捐款3 -FA与酯18:1 N-9和18:2 n-6系,其共洗脱在GC / MS可被数学校正后计算出的贡献13 Ç 2 γ-T的同位素峰3 -18:2的n-6到γ-T3 -18:1 n-9。这是必要的,这两个γ-T的定量3 -FA酯。所述γ-T的改进的分离3 -FA酯可以通过新颖的心脏切回收CCC模式(4个循环)来实现。在一次性乳胶手套检测甾醇β谷甾醇,Δ 5 -avenasterol,和豆甾醇与少量24亚甲基-环木菠萝烯醇和Δ的沿5 -citrostadienol。
更新日期:2020-01-27
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