新型奇链环丙烷脂肪酸:在哺乳动物脂质体中的检测和肝组织的吸收。

IF 5 2区 医学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY
Journal of Lipid Research Pub Date : 2024-10-01 Epub Date: 2024-08-27 DOI:10.1016/j.jlr.2024.100632
Hany F Sobhi, Kelly E Mercer, Renny S Lan, Laxmi Yeruva, Gabriella A M Ten Have, Nicolaas E P Deutz, Brian D Piccolo, Jean Debédat, Lindsay M Pack, Sean H Adams
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引用次数: 0

摘要

食物中发现的或肠道微生物群产生的微生物分子(异种代谢物)越来越多地与微生物-微生物和微生物-宿主之间的交流有关。特别是类异戊脂,它是一类代谢物,其在哺乳动物系统中的完整目录仍有待详细研究。我们和其他人观察到,顺式-3,4-亚甲基庚酰肉碱(cis-3,4-MHC)是一种脂质衍生物,是人体血液中含量最高的中链酰基肉碱之一,据推测它是一种或多种 "奇链 "长链环丙烷脂肪酸(CpFAs)不完全β-氧化的产物。我们推断出两种可能的候选物质:顺式-11,12-亚甲基十五烷酸(cis-11,12-MPD)和顺式-13,14-亚甲基十七烷酸(cis-13,14 MHD)。真实的标准物质是这样合成的:顺式-11-十五烯酸和顺式-13-十七烯酸分别由顺式-11-十五烯-1-醇和顺式-13-十七烯-1-醇(使用琼斯试剂)生成,并通过二碘甲烷反应转化为 CpFA。利用这些标准物质进行质谱分析,我们确定了存档仔猪生物样本中顺式-11,12-MPD 和顺式-13,14-MHD 的存在/不存在情况。在母猪和大豆喂养仔猪的直肠内容物中都检测到了这两种 CpFA。第二项独立研究使用组织特异性导管法监测生长猪的净代谢通量,对存档质谱进行了事后分析。这证实了血浆中存在这两种 CpFAs,并揭示了奇数链 CpFAs 在脾组织床和肝脏中的显著净吸收。研究结果证实,新型异构脂类顺式-11,12-MPD 和顺式-13,14 MHD 可以成为哺乳动物脂质体的组成部分,并且是肝脏或其他组织中部分 β 氧化产生的顺式-3,4-MHC 的可行候选前体。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Novel odd-chain cyclopropane fatty acids: detection in a mammalian lipidome and uptake by hepatosplanchnic tissues.

Microbe-produced molecules (xenometabolites) found in foods or produced by gut microbiota are increasingly implicated in microbe-microbe and microbe-host communication. Xenolipids, in particular, are a class of metabolites for which the full catalog remains to be elaborated in mammalian systems. We and others have observed that cis-3,4-methylene-heptanoylcarnitine is a lipid derivative that is one of the most abundant medium-chain acylcarnitines in human blood, hypothesized to be a product of incomplete β-oxidation of one or more "odd-chain" long-chain cyclopropane fatty acids (CpFAs). We deduced two possible candidates, cis-11,12-methylene-pentadecanoic acid (cis-11,12-MPD) and cis-13,14-methylene-heptadecanoic acid (cis-13,14-MHD). Authentic standards were synthesized: cis-11-pentadecenoic acid and cis-13-heptadecenoic acid were generated (using Jones reagent) from cis-11-pentadecene-1-ol and cis-13-heptadecene-1-ol, respectively, and these were converted to CpFAs via a reaction involving diiodomethane. Using these standards in mass spectrometry analyses, we determined the presence/absence of cis-11,12-MPD and cis-13,14-MHD in archived piglet biospecimens. Both CpFAs were detected in rectal contents of sow and soy-fed piglets. Archived mass spectra were analyzed post hoc from a second independent study that used tissue-specific catheterization to monitor net metabolite flux in growing pigs. This confirmed the presence of both CpFAs in plasma and revealed a significant net uptake of the odd-chain CpFAs across the splanchnic tissue bed and liver. The results confirm that the novel xenolipids cis-11,12-MPD and cis-13,14-MHD can be components of the mammalian lipidome and are viable candidate precursors of cis-3,4-methylene-heptanoylcarnitine produced from partial β-oxidation in liver or other tissues.

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来源期刊
Journal of Lipid Research
Journal of Lipid Research 生物-生化与分子生物学
CiteScore
11.10
自引率
4.60%
发文量
146
审稿时长
41 days
期刊介绍: The Journal of Lipid Research (JLR) publishes original articles and reviews in the broadly defined area of biological lipids. We encourage the submission of manuscripts relating to lipids, including those addressing problems in biochemistry, molecular biology, structural biology, cell biology, genetics, molecular medicine, clinical medicine and metabolism. Major criteria for acceptance of articles are new insights into mechanisms of lipid function and metabolism and/or genes regulating lipid metabolism along with sound primary experimental data. Interpretation of the data is the authors’ responsibility, and speculation should be labeled as such. Manuscripts that provide new ways of purifying, identifying and quantifying lipids are invited for the Methods section of the Journal. JLR encourages contributions from investigators in all countries, but articles must be submitted in clear and concise English.
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