Sledzinski Tomasz, Mika Adriana, Stepnowski Piotr, Proczko-Markuszewska Monika, Kaska Lukasz, Stefaniak Tomasz, Swierczynski Julian
Department of Pharmaceutical Biochemistry, Medical University of Gdansk, ul. Debinki 1, 80-211 Gdansk, Poland.
Lipids. 2013 Aug;48(8):839-48. doi: 10.1007/s11745-013-3806-2. Epub 2013 Jun 11.
Fatty acids containing a cyclopropane ring in their structure (cyclopropane FA) have been found in a wide variety of bacteria, a number of protozoa, and Myriapoda. Little is known about cyclopropane FA in mammal, especially in human tissues. The present study deals with the identification of cyclopropane FA in adipose tissue and serum of humans and rats. Fatty acids extracted from the adipose tissue and serum obtained from obese women during bariatric surgery were methylated and analyzed on GC-MS. We have identified: cyclopropaneoctanoic acid 2-hexyl, cyclopropaneoctanoic acid 2-octyl, cyclopropanenonanoic acid, and 2-[[2-[(2-ethylcyclopropyl)methyl]cyclopropyl]methyl] acid in human adipose tissue. We confirmed the presence of cyclopropaneoctanoic acid 2-hexyl by derivatization of FA extracted from human adipose tissue to picolinyl esters. Cyclopropaneoctanoic acid 2-hexyl was the main cyclopropane FA (approximately 0.4 % of total fatty acids in human adipose tissue, and about 0.2 % of total fatty acids in the serum). In adipose tissue cyclopropaneoctanoic acid 2-hexyl was found mainly in triacylglycerols, whereas in serum in phospholipids and triacylglycerols. The cyclopropaneoctanoic acid 2-hexyl has also been found in serum, and adipose tissue of rats in amounts comparable to humans. The content of cyclopropaneoctanoic acid 2-hexyl decreased in adipose tissue of rats maintained on a restricted diet for 1 month. In conclusion, we demonstrated that cyclopropaneoctanoic acid 2-hexyl is present in human adipose tissue and serum. Adipose tissue cyclopropaneoctanoic acid 2-hexyl is stored mainly in triacylglycerols and the storage of this cyclopropane FA is affected by food restriction.
结构中含有环丙烷环的脂肪酸（环丙烷脂肪酸）已在多种细菌、一些原生动物和多足纲动物中被发现。关于哺乳动物尤其是人体组织中的环丙烷脂肪酸，人们了解甚少。本研究旨在鉴定人体和大鼠脂肪组织及血清中的环丙烷脂肪酸。对肥胖女性在减肥手术期间获取的脂肪组织和血清中提取的脂肪酸进行甲基化处理，并通过气相色谱 - 质谱联用仪进行分析。我们在人体脂肪组织中鉴定出：2 - 己基环丙烷辛酸、2 - 辛基环丙烷辛酸、环丙烷壬酸以及2 - [[2 - [(2 - 乙基环丙基)甲基]环丙基]甲基]酸。通过将从人体脂肪组织中提取的脂肪酸衍生化为吡啶酯，我们证实了2 - 己基环丙烷辛酸的存在。2 - 己基环丙烷辛酸是主要的环丙烷脂肪酸（约占人体脂肪组织中总脂肪酸的0.4%，血清中总脂肪酸的约0.2%）。在脂肪组织中，2 - 己基环丙烷辛酸主要存在于三酰甘油中，而在血清中则存在于磷脂和三酰甘油中。在大鼠的血清和脂肪组织中也发现了含量与人类相当的2 - 己基环丙烷辛酸。在限制饮食1个月的大鼠脂肪组织中，2 - 己基环丙烷辛酸的含量下降。总之，我们证明了2 - 己基环丙烷辛酸存在于人体脂肪组织和血清中。脂肪组织中的2 - 己基环丙烷辛酸主要储存于三酰甘油中，并且这种环丙烷脂肪酸的储存受到食物限制的影响。
