Pentadecanoic acid (BioDeep_00000002398)

 

Secondary id: BioDeep_00000400542, BioDeep_00000860526

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite PANOMIX LipidSearch BioNovoGene_Lab2019 Volatile Flavor Compounds natural product


代谢物信息卡片


n-Pentadecanoic acid

化学式: C15H30O2 (242.224568)
中文名称: 十五烷酸, 十五酸
谱图信息: 最多检出来源 Homo sapiens(feces) 0.43%

Reviewed

Last reviewed on 2024-09-27.

Cite this Page

Pentadecanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/pentadecanoic_acid (retrieved 2024-11-24) (BioDeep RN: BioDeep_00000002398). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CCCCC)CCCCCCCCC(=O)O
InChI: InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)

描述信息

Pentadecanoic acid, also known as pentadecylic acid or C15:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Pentadecanoic acid (its ester is called pentadecanoate) is a saturated fatty acid that has 15 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. Pentadecanoic acid is found in plants and ruminants. Many "odd" length long-chain fatty acids, such as pentadecanoic acid, are derived from the consumption of cattle fats (milk and meat). Pentadecanoic acid constitutes 1.05\\\\% of milk fat and 0.43\\\\% of ruminant meat fat. The content of pentadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID: 9701185; PMID: 11238766).
A fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Pentadecanoic acid constitutes 1.05\\\\% of milk fat and 0.43\\\\% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185; PMID 11238766). Pentadecanoic acid is found in many foods, some of which are common bean, coriander, pepper (c. annuum), and hamburger.
CONFIDENCE standard compound; INTERNAL_ID 248
Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone.
Pentadecylic acid is a saturated fatty acid with a 15-carbon backbone.

同义名列表

18 个代谢物同义名

n-Pentadecanoic acid; N-Pentadecylic acid; Pentadecyclic acid; PENTADECANOIC ACID; Pentadecylic acid; N-Pentadecanoate; N-Pentadecylate; Pentadecanoate; Pentadecyclate; Pentadecylate; FA(15:0); FA 15:0; C15:0; 15:00; 14FA; C15; Pentadecanoic acid; Pentadecanoic acid



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

397 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Yu Chung Chooi, Qinze Arthur Zhang, Faidon Magkos, Maisie Ng, Navin Michael, Xiaorong Wu, Vera Sergeyevna Brok Volchanskaya, Xianning Lai, Elvy Riani Wanjaya, Untzizu Elejalde, Chew Chan Goh, Clara Poh Lian Yap, Long Hui Wong, Kevin Junliang Lim, S Sendhil Velan, Jadegoud Yaligar, Mark Dhinesh Muthiah, Yap Seng Chong, Evelyn Xiu Ling Loo, Johan G Eriksson. Effect of an Asian-adapted Mediterranean diet and pentadecanoic acid on fatty liver disease: the TANGO randomized controlled trial. The American journal of clinical nutrition. 2023 Nov; ?(?):. doi: 10.1016/j.ajcnut.2023.11.013. [PMID: 38035997]
  • Chetan Kumar, Sabiyah Akhter, Naresh Kumar Satti, Vivek Kumar Gupta, Siya Ram Meena, Ram Vishwakarma, Qazi Parvaiz Hassan, Mahendra Kumar Verma. Dereplication approach for the first time isolation of tatarinowin a and pentadecanoic acid from Acorus calamus L. by using GC-MS. Natural product research. 2023 Jul; 37(15):2632-2637. doi: 10.1080/14786419.2022.2061482. [PMID: 35382654]
  • Xiao Gai, Peng Qian, Benqiong Guo, Yixin Zheng, Zhihao Fu, Decai Yang, Chunmei Zhu, Yang Cao, Jingbin Niu, Jianghong Ling, Jin Zhao, Hailian Shi, Guoping Liu. Heptadecanoic acid and pentadecanoic acid crosstalk with fecal-derived gut microbiota are potential non-invasive biomarkers for chronic atrophic gastritis. Frontiers in cellular and infection microbiology. 2022; 12(?):1064737. doi: 10.3389/fcimb.2022.1064737. [PMID: 36699724]
  • Jinyoung Kim, Kathryn J Burton-Pimentel, Charlotte Fleuti, Carola Blaser, Valentin Scherz, René Badertscher, Corinne Marmonier, Noëlle Lyon-Belgy, Aurélie Caille, Véronique Pidou, Adeline Blot, Claire Bertelli, Jérémie David, Ueli Bütikofer, Gilbert Greub, Dominique Dardevet, Sergio Polakof, Guy Vergères. Microbiota and Metabolite Modifications after Dietary Exclusion of Dairy Products and Reduced Consumption of Fermented Food in Young and Older Men. Nutrients. 2021 Jun; 13(6):. doi: 10.3390/nu13061905. [PMID: 34205926]
  • Mary Catherine Sawh, Martina Wallace, Emma Shapiro, Nidhi P Goyal, Kimberly P Newton, Elizabeth L Yu, Craig Bross, Janis Durelle, Cynthia Knott, Jon A Gangoiti, Bruce A Barshop, Jivani M Gengatharan, Noah Meurs, Alexandra Schlein, Michael S Middleton, Claude B Sirlin, Christian M Metallo, Jeffrey B Schwimmer. Dairy Fat Intake, Plasma Pentadecanoic Acid, and Plasma Iso-heptadecanoic Acid Are Inversely Associated With Liver Fat in Children. Journal of pediatric gastroenterology and nutrition. 2021 04; 72(4):e90-e96. doi: 10.1097/mpg.0000000000003040. [PMID: 33399331]
  • Linda E T Vissers, Sabita S Soedamah-Muthu, Yvonne T van der Schouw, Nicolaas P A Zuithoff, Johanna M Geleijnse, Ivonne Sluijs. Consumption of a diet high in dairy leads to higher 15:0 in cholesteryl esters of healthy people when compared to diets high in meat and grain. Nutrition, metabolism, and cardiovascular diseases : NMCD. 2020 05; 30(5):804-809. doi: 10.1016/j.numecd.2020.01.006. [PMID: 32139254]
  • Chuanhui Xu, Chuanshang Cheng, Xiu Zhang, Jian Peng. Inclusion of Soluble Fiber in the Gestation Diet Changes the Gut Microbiota, Affects Plasma Propionate and Odd-Chain Fatty Acids Levels, and Improves Insulin Sensitivity in Sows. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020635. [PMID: 31963640]
  • M Slim, C Ha, C A Vanstone, S N Morin, E Rahme, H A Weiler. Evaluation of plasma and erythrocyte fatty acids C15:0, t-C16:1n-7 and C17:0 as biomarkers of dairy fat consumption in adolescents. Prostaglandins, leukotrienes, and essential fatty acids. 2019 10; 149(?):24-29. doi: 10.1016/j.plefa.2019.07.007. [PMID: 31421524]
  • Lianshuai Ding, Wenbin Guo, Xinhua Chen. Exogenous addition of alkanoic acids enhanced production of antifungal lipopeptides in Bacillus amyloliquefaciens Pc3. Applied microbiology and biotechnology. 2019 Jul; 103(13):5367-5377. doi: 10.1007/s00253-019-09792-1. [PMID: 31053917]
  • Guy Schleyer, Nir Shahaf, Carmit Ziv, Yonghui Dong, Roy A Meoded, Eric J N Helfrich, Daniella Schatz, Shilo Rosenwasser, Ilana Rogachev, Asaph Aharoni, Jörn Piel, Assaf Vardi. In plaque-mass spectrometry imaging of a bloom-forming alga during viral infection reveals a metabolic shift towards odd-chain fatty acid lipids. Nature microbiology. 2019 03; 4(3):527-538. doi: 10.1038/s41564-018-0336-y. [PMID: 30718847]
  • Fumiaki Imamura, Amanda Fretts, Matti Marklund, Andres V Ardisson Korat, Wei-Sin Yang, Maria Lankinen, Waqas Qureshi, Catherine Helmer, Tzu-An Chen, Kerry Wong, Julie K Bassett, Rachel Murphy, Nathan Tintle, Chaoyu Ian Yu, Ingeborg A Brouwer, Kuo-Liong Chien, Alexis C Frazier-Wood, Liana C Del Gobbo, Luc Djoussé, Johanna M Geleijnse, Graham G Giles, Janette de Goede, Vilmundur Gudnason, William S Harris, Allison Hodge, Frank Hu, Albert Koulman, Markku Laakso, Lars Lind, Hung-Ju Lin, Barbara McKnight, Kalina Rajaobelina, Ulf Risérus, Jennifer G Robinson, Cécilia Samieri, David S Siscovick, Sabita S Soedamah-Muthu, Nona Sotoodehnia, Qi Sun, Michael Y Tsai, Matti Uusitupa, Lynne E Wagenknecht, Nick J Wareham, Jason Hy Wu, Renata Micha, Nita G Forouhi, Rozenn N Lemaitre, Dariush Mozaffarian. Fatty acid biomarkers of dairy fat consumption and incidence of type 2 diabetes: A pooled analysis of prospective cohort studies. PLoS medicine. 2018 10; 15(10):e1002670. doi: 10.1371/journal.pmed.1002670. [PMID: 30303968]
  • Eduardo Villamor, Luis A Villar, Anyela Lozano-Parra, Víctor M Herrera, Oscar F Herrán. Serum fatty acids and progression from dengue fever to dengue haemorrhagic fever/dengue shock syndrome. The British journal of nutrition. 2018 10; 120(7):787-796. doi: 10.1017/s0007114518002039. [PMID: 30105961]
  • Marcia C de Oliveira Otto, Rozenn N Lemaitre, Xiaoling Song, Irena B King, David S Siscovick, Dariush Mozaffarian. Serial measures of circulating biomarkers of dairy fat and total and cause-specific mortality in older adults: the Cardiovascular Health Study. The American journal of clinical nutrition. 2018 09; 108(3):476-484. doi: 10.1093/ajcn/nqy117. [PMID: 30007304]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Amit, Uttam Kumar Ghosh. An approach for phycoremediation of different wastewaters and biodiesel production using microalgae. Environmental science and pollution research international. 2018 Jul; 25(19):18673-18681. doi: 10.1007/s11356-018-1967-5. [PMID: 29705901]
  • Kayo Kurotani, Palitha Karunapema, Kapila Jayaratne, Masao Sato, Takuya Hayashi, Hiroshi Kajio, Shoji Fukuda, Hisao Hara, Osamu Okazaki, Achala Upendra Jayatilleke, Daisuke Nonaka, Mitsuhiko Noda, Tetsuya Mizoue. Circulating odd-chain saturated fatty acids were associated with arteriosclerosis among patients with diabetes, dyslipidemia, or hypertension in Sri Lanka but not Japan. Nutrition research (New York, N.Y.). 2018 02; 50(?):82-93. doi: 10.1016/j.nutres.2017.12.004. [PMID: 29540275]
  • Ana Paula Simões-Wüst, Carolina Moltó-Puigmartí, Eugene Hjm Jansen, Martien Cjm van Dongen, Pieter C Dagnelie, Carel Thijs. Organic food consumption during pregnancy and its association with health-related characteristics: the KOALA Birth Cohort Study. Public health nutrition. 2017 Aug; 20(12):2145-2156. doi: 10.1017/s1368980017001215. [PMID: 28625206]
  • Karolin Weitkunat, Sara Schumann, Daniela Nickel, Silke Hornemann, Klaus J Petzke, Matthias B Schulze, Andreas Fh Pfeiffer, Susanne Klaus. Odd-chain fatty acids as a biomarker for dietary fiber intake: a novel pathway for endogenous production from propionate. The American journal of clinical nutrition. 2017 06; 105(6):1544-1551. doi: 10.3945/ajcn.117.152702. [PMID: 28424190]
  • Wonbeak Yoo, Donjeta Gjuka, Heather L Stevenson, Xiaoling Song, Hong Shen, Suk Young Yoo, Jing Wang, Michael Fallon, George N Ioannou, Stephen A Harrison, Laura Beretta. Fatty acids in non-alcoholic steatohepatitis: Focus on pentadecanoic acid. PloS one. 2017; 12(12):e0189965. doi: 10.1371/journal.pone.0189965. [PMID: 29244873]
  • Die Gao, Yong-lan Zhang, Pan Xu, Ye-xin Lin, Feng-qing Yang, Jian-hui Liu, Hai-wen Zhu, Zhi-ning Xia. In vitro evaluation of dual agonists for PPARγ/β from the flower of Edgeworthia gardneri (wall.) Meisn. Journal of ethnopharmacology. 2015 Mar; 162(?):14-9. doi: 10.1016/j.jep.2014.12.034. [PMID: 25557029]
  • Benjamin Jenkins, James A West, Albert Koulman. A review of odd-chain fatty acid metabolism and the role of pentadecanoic Acid (c15:0) and heptadecanoic Acid (c17:0) in health and disease. Molecules (Basel, Switzerland). 2015 Jan; 20(2):2425-44. doi: 10.3390/molecules20022425. [PMID: 25647578]
  • Ingrid D Santaren, Steven M Watkins, Angela D Liese, Lynne E Wagenknecht, Marian J Rewers, Steven M Haffner, Carlos Lorenzo, Anthony J Hanley. Serum pentadecanoic acid (15:0), a short-term marker of dairy food intake, is inversely associated with incident type 2 diabetes and its underlying disorders. The American journal of clinical nutrition. 2014 Dec; 100(6):1532-40. doi: 10.3945/ajcn.114.092544. [PMID: 25411288]
  • Mohammad Y Yakoob, Peilin Shi, Frank B Hu, Hannia Campos, Kathryn M Rexrode, E John Orav, Walter C Willett, Dariush Mozaffarian. Circulating biomarkers of dairy fat and risk of incident stroke in U.S. men and women in 2 large prospective cohorts. The American journal of clinical nutrition. 2014 Dec; 100(6):1437-47. doi: 10.3945/ajcn.114.083097. [PMID: 25411278]
  • Matti Marklund, Ola K Magnusdottir, Fredrik Rosqvist, Lieselotte Cloetens, Rikard Landberg, Marjukka Kolehmainen, Lea Brader, Kjeld Hermansen, Kaisa S Poutanen, Karl-Heinz Herzig, Janne Hukkanen, Markku J Savolainen, Lars O Dragsted, Ursula Schwab, Jussi Paananen, Matti Uusitupa, Björn Åkesson, Inga Thorsdottir, Ulf Risérus. A dietary biomarker approach captures compliance and cardiometabolic effects of a healthy Nordic diet in individuals with metabolic syndrome. The Journal of nutrition. 2014 Oct; 144(10):1642-9. doi: 10.3945/jn.114.193771. [PMID: 25080537]
  • Mario Kratz, Santica Marcovina, James E Nelson, Matthew M Yeh, Kris V Kowdley, Holly S Callahan, Xiaoling Song, Chongzhi Di, Kristina M Utzschneider. Dairy fat intake is associated with glucose tolerance, hepatic and systemic insulin sensitivity, and liver fat but not β-cell function in humans. The American journal of clinical nutrition. 2014 Jun; 99(6):1385-96. doi: 10.3945/ajcn.113.075457. [PMID: 24740208]
  • Xiao-Kai Chen, Fa-Huan Ge. [Chemical components from essential oil of Pandanus amaryllifolius leaves]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Apr; 37(4):616-20. doi: . [PMID: 25345137]
  • Moufida Oueslati Arfaoui, Justin Renaud, Hanen Ghazghazi, Sadok Boukhchina, Paul Mayer. Variation in oil content, fatty acid and phytosterols profile of Onopordum acanthium L. during seed development. Natural product research. 2014; 28(24):2293-300. doi: 10.1080/14786419.2014.940944. [PMID: 25103576]
  • Leanne Hodson, Helen C Eyles, Kirsten J McLachlan, Melanie L Bell, Timothy J Green, C Murray Skeaff. Plasma and erythrocyte fatty acids reflect intakes of saturated and n-6 PUFA within a similar time frame. The Journal of nutrition. 2014 Jan; 144(1):33-41. doi: 10.3945/jn.113.183749. [PMID: 24225449]
  • Xiao-Mei Gong, Shuo Wang, Xiao-Lei Zhou, Dan-Dan Zhou, Hang Dai, Jia-Gang Deng. [Study on chemical constituents of Citrullus vulgaris Schrad vine (II)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Oct; 36(10):1614-6. doi: ". [PMID: 24761671]
  • Ai-hua Zhang, Hui Sun, Shi Qiu, Xi-jun Wang. Metabolomics in noninvasive breast cancer. Clinica chimica acta; international journal of clinical chemistry. 2013 Sep; 424(?):3-7. doi: 10.1016/j.cca.2013.05.003. [PMID: 23669185]
  • Liisa Uusitalo, Jaakko Nevalainen, Irma Salminen, Marja-Leena Ovaskainen, Carina Kronberg-Kippilä, Suvi Ahonen, Sari Niinistö, Georg Alfthan, Olli Simell, Jorma Ilonen, Riitta Veijola, Mikael Knip, Suvi M Virtanen. Fatty acids in serum and diet--a canonical correlation analysis among toddlers. Maternal & child nutrition. 2013 Jul; 9(3):381-95. doi: 10.1111/j.1740-8709.2011.00374.x. [PMID: 22066932]
  • Virginia A Stallings, John T Mondick, Joan I Schall, Jeffrey S Barrett, Martha Wilson, Maria R Mascarenhas. Diagnosing malabsorption with systemic lipid profiling: pharmacokinetics of pentadecanoic acid and triheptadecanoic acid following oral administration in healthy subjects and subjects with cystic fibrosis. International journal of clinical pharmacology and therapeutics. 2013 Apr; 51(4):263-73. doi: 10.5414/cp201793. [PMID: 23357842]
  • Giovanna Fragneto, Stéphane Alexandre, Jean-Marc Valleton, Francis Rondelez. Competition for space between a protein and lipid monolayers. Colloids and surfaces. B, Biointerfaces. 2013 Mar; 103(?):416-21. doi: 10.1016/j.colsurfb.2012.10.057. [PMID: 23261561]
  • Stephen L Pinkosky, Sergey Filippov, Rai Ajit K Srivastava, Jeffrey C Hanselman, Cheryl D Bradshaw, Timothy R Hurley, Clay T Cramer, Mark A Spahr, Ashley F Brant, Jacob L Houghton, Chris Baker, Mark Naples, Khosrow Adeli, Roger S Newton. AMP-activated protein kinase and ATP-citrate lyase are two distinct molecular targets for ETC-1002, a novel small molecule regulator of lipid and carbohydrate metabolism. Journal of lipid research. 2013 Jan; 54(1):134-51. doi: 10.1194/jlr.m030528. [PMID: 23118444]
  • Indira Sriram, Burapol Singhana, T Randall Lee, Daniel K Schwartz. Line tension and line activity in mixed monolayers composed of aliphatic and terphenyl-containing surfactants. Langmuir : the ACS journal of surfaces and colloids. 2012 Nov; 28(47):16294-9. doi: 10.1021/la303735r. [PMID: 23101697]
  • M M Hernández-Villegas, R Borges-Argáez, R I Rodríguez-Vivas, J F J Torres-Acosta, M Méndez-González, M Cáceres-Farfán. In vivo anthelmintic activity of Phytolacca icosandra against Haemonchus contortus in goats. Veterinary parasitology. 2012 Oct; 189(2-4):284-90. doi: 10.1016/j.vetpar.2012.04.017. [PMID: 22579554]
  • Urs Florian Benning, Banita Tamot, Brandon Scott Guelette, Susanne Hoffmann-Benning. New aspects of Phloem-mediated long-distance lipid signaling in plants. Frontiers in plant science. 2012; 3(?):53. doi: 10.3389/fpls.2012.00053. [PMID: 22639651]
  • Eriko Harada, Jun Nakagawa, Tsunaki Asano, Masato Taoka, Hiroyuki Sorimachi, Yoshihiro Ito, Toshiro Aigaki, Takashi Matsuo. Functional evolution of duplicated odorant-binding protein genes, Obp57d and Obp57e, in Drosophila. PloS one. 2012; 7(1):e29710. doi: 10.1371/journal.pone.0029710. [PMID: 22238638]
  • E Rozema, A G Atanasov, N Fakhrudin, J Singhuber, U Namduang, E H Heiss, G Reznicek, C W Huck, G K Bonn, V M Dirsch, B Kopp. Selected Extracts of Chinese Herbal Medicines: Their Effect on NF-κB, PPARα and PPARγ and the Respective Bioactive Compounds. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):983023. doi: 10.1155/2012/983023. [PMID: 22675394]
  • Piyachat Chansela, Naoko Goto-Inoue, Nobuhiro Zaima, Takahiro Hayasaka, Morakot Sroyraya, Napamanee Kornthong, Attakorn Engsusophon, Montakan Tamtin, Chatchawalee Chaisri, Prasert Sobhon, Mitsutoshi Setou. Composition and localization of lipids in Penaeus merguiensis ovaries during the ovarian maturation cycle as revealed by imaging mass spectrometry. PloS one. 2012; 7(3):e33154. doi: 10.1371/journal.pone.0033154. [PMID: 22432001]
  • Saki Kakutani, Yoshiyuki Ishikura, Norifumi Tateishi, Chika Horikawa, Hisanori Tokuda, Masanori Kontani, Hiroshi Kawashima, Yutaka Sakakibara, Yoshinobu Kiso, Hiroshi Shibata, Ikuo Morita. Supplementation of arachidonic acid-enriched oil increases arachidonic acid contents in plasma phospholipids, but does not increase their metabolites and clinical parameters in Japanese healthy elderly individuals: a randomized controlled study. Lipids in health and disease. 2011 Dec; 10(?):241. doi: 10.1186/1476-511x-10-241. [PMID: 22188761]
  • Janine Hellenbrand, Eva-Maria Biester, Jens Gruber, Mats Hamberg, Margrit Frentzen. Fatty acyl-CoA reductases of birds. BMC biochemistry. 2011 Dec; 12(?):64. doi: 10.1186/1471-2091-12-64. [PMID: 22151413]
  • Huifen Wang, Lyn M Steffen, Bengt Vessby, Samar Basu, Julia Steinberger, Antoinette Moran, David R Jacobs, Ching-Ping Hong, Alan R Sinaiko. Obesity modifies the relations between serum markers of dairy fats and inflammation and oxidative stress among adolescents. Obesity (Silver Spring, Md.). 2011 Dec; 19(12):2404-10. doi: 10.1038/oby.2011.234. [PMID: 21779090]
  • Kuan-Chung Chen, Kai-Wei Chang, Hsin-Yi Chen, Calvin Yu-Chian Chen. Traditional Chinese medicine, a solution for reducing dual stroke risk factors at once?. Molecular bioSystems. 2011 Sep; 7(9):2711-9. doi: 10.1039/c1mb05164d. [PMID: 21796302]
  • Jason W Holder, Jil C Ulrich, Anthony C DeBono, Paul A Godfrey, Christopher A Desjardins, Jeremy Zucker, Qiandong Zeng, Alex L B Leach, Ion Ghiviriga, Christine Dancel, Thomas Abeel, Dirk Gevers, Chinnappa D Kodira, Brian Desany, Jason P Affourtit, Bruce W Birren, Anthony J Sinskey. Comparative and functional genomics of Rhodococcus opacus PD630 for biofuels development. PLoS genetics. 2011 Sep; 7(9):e1002219. doi: 10.1371/journal.pgen.1002219. [PMID: 21931557]
  • Otávio P Rocha, Rafael De Felício, Ana Helena B Rodrigues, Daniela L Ambrósio, Regina Maria B Cicarelli, Sérgio De Albuquerque, Maria Claudia M Young, Nair S Yokoya, Hosana M Debonsi. Chemical profile and biological potential of non-polar fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta). Molecules (Basel, Switzerland). 2011 Aug; 16(8):7105-14. doi: 10.3390/molecules16087105. [PMID: 21857543]
  • F D Popescu, K Hackländer, W Arnold, T Ruf. Effects of season and reproductive state on lipid intake and fatty acid composition of gastrointestinal tract contents in the European hare. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology. 2011 Jul; 181(5):681-9. doi: 10.1007/s00360-011-0559-1. [PMID: 21328065]
  • Louise B Werner, Lars I Hellgren, Marianne Raff, Søren K Jensen, Rikke A Petersen, Tue Drachmann, Tine Tholstrup. Effect of dairy fat on plasma phytanic acid in healthy volunteers - a randomized controlled study. Lipids in health and disease. 2011 Jun; 10(?):95. doi: 10.1186/1476-511x-10-95. [PMID: 21663648]
  • Gilly A Hendrie, Rebecca K Golley. Changing from regular-fat to low-fat dairy foods reduces saturated fat intake but not energy intake in 4-13-y-old children. The American journal of clinical nutrition. 2011 May; 93(5):1117-27. doi: 10.3945/ajcn.110.010694. [PMID: 21430121]
  • Rebeca Muñoz, Francisca Vilaró, Jordi Eras, Joan Estany, Marc Tor. Fast determination of oleic acid in pork by flow injection analysis/mass spectrometry. Rapid communications in mass spectrometry : RCM. 2011 Apr; 25(8):1082-8. doi: 10.1002/rcm.4958. [PMID: 21452386]
  • Zhen Wang, Christoph Benning. Arabidopsis thaliana polar glycerolipid profiling by thin layer chromatography (TLC) coupled with gas-liquid chromatography (GLC). Journal of visualized experiments : JoVE. 2011 Mar; ?(49):. doi: 10.3791/2518. [PMID: 21445048]
  • Nagara Tamaki, Keiichiro Yoshinaga. Novel iodinated tracers, MIBG and BMIPP, for nuclear cardiology. Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology. 2011 Feb; 18(1):135-43. doi: 10.1007/s12350-010-9305-4. [PMID: 21082300]
  • Irina Guschina, Steve Millership, Valerie O'Donnell, Natalia Ninkina, John Harwood, Vladimir Buchman. Lipid classes and fatty acid patterns are altered in the brain of γ-synuclein null mutant mice. Lipids. 2011 Feb; 46(2):121-30. doi: 10.1007/s11745-010-3486-0. [PMID: 20963507]
  • Magdalena Zuk, Anna Kulma, Lucyna Dymińska, Katarzyna Szołtysek, Anna Prescha, Jerzy Hanuza, Jan Szopa. Flavonoid engineering of flax potentiate its biotechnological application. BMC biotechnology. 2011 Jan; 11(?):10. doi: 10.1186/1472-6750-11-10. [PMID: 21276227]
  • Birgit Waltenberger, Daniela Schuster, Sompol Paramapojn, Wandee Gritsanapan, Gerhard Wolber, Judith M Rollinger, Hermann Stuppner. Predicting cyclooxygenase inhibition by three-dimensional pharmacophoric profiling. Part II: Identification of enzyme inhibitors from Prasaplai, a Thai traditional medicine. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Jan; 18(2-3):119-33. doi: 10.1016/j.phymed.2010.08.002. [PMID: 20851587]
  • Fatma Hümeyra Yerlikaya, Idris Mehmetoglu, Sevil Kurban, Zeki Tonbul. Plasma fatty acid composition in continuous ambulatory peritoneal dialysis patients: an increased omega-6/omega-3 ratio and deficiency of essential fatty acids. Renal failure. 2011; 33(8):819-23. doi: 10.3109/0886022x.2011.601831. [PMID: 21793790]
  • Kathryn E Bradbury, Clark Murray Skeaff, Francesca L Crowe, Timothy J Green, Leanne Hodson. Serum fatty acid reference ranges: percentiles from a New Zealand national nutrition survey. Nutrients. 2011 01; 3(1):152-63. doi: 10.3390/nu3010152. [PMID: 22254080]
  • Lei Wang, Wei Chen, Yun Feng, Yan Ren, Zhennan Gu, Haiqin Chen, Hongchao Wang, Michael J Thomas, Baixi Zhang, Isabelle M Berquin, Yang Li, Jiansheng Wu, Huanxin Zhang, Yuanda Song, Xiang Liu, James S Norris, Suriguga Wang, Peng Du, Junguo Shen, Na Wang, Yanlin Yang, Wei Wang, Lu Feng, Colin Ratledge, Hao Zhang, Yong Q Chen. Genome characterization of the oleaginous fungus Mortierella alpina. PloS one. 2011; 6(12):e28319. doi: 10.1371/journal.pone.0028319. [PMID: 22174787]
  • Zhude Tu, Shihong Li, Terry L Sharp, Pilar Herrero, Carmen S Dence, Robert J Gropler, Robert H Mach. Synthesis and evaluation of 15-(4-(2-[¹⁸F]Fluoroethoxy)phenyl)pentadecanoic acid: a potential PET tracer for studying myocardial fatty acid metabolism. Bioconjugate chemistry. 2010 Dec; 21(12):2313-9. doi: 10.1021/bc100343h. [PMID: 21070001]
  • Claudia Glaser, Hans Demmelmair, Berthold Koletzko. High-throughput analysis of total plasma fatty acid composition with direct in situ transesterification. PloS one. 2010 Aug; 5(8):e12045. doi: 10.1371/journal.pone.0012045. [PMID: 20711501]
  • S M Virtanen, S Niinistö, J Nevalainen, I Salminen, H-M Takkinen, S Kääriä, L Uusitalo, G Alfthan, M G Kenward, R Veijola, O Simell, J Ilonen, M Knip. Serum fatty acids and risk of advanced beta-cell autoimmunity: a nested case-control study among children with HLA-conferred susceptibility to type I diabetes. European journal of clinical nutrition. 2010 Aug; 64(8):792-9. doi: 10.1038/ejcn.2010.75. [PMID: 20502469]
  • Ahmed Hassan El-Ghorab, Muhammad Nauman, Faqir Muhammad Anjum, Shahzad Hussain, Muhammad Nadeem. A comparative study on chemical composition and antioxidant activity of ginger (Zingiber officinale) and cumin (Cuminum cyminum). Journal of agricultural and food chemistry. 2010 Jul; 58(14):8231-7. doi: 10.1021/jf101202x. [PMID: 20590154]
  • Makiko Kojima, Nobuhiko Tachibana, Takashi Yamahira, Satoshi Seino, Ayako Izumisawa, Nobuo Sagi, Toshiharu Arishima, Mitsutaka Kohno, Kiyoharu Takamatsu, Motohiko Hirotsuka, Ikuo Ikeda. Structured triacylglycerol containing behenic and oleic acids suppresses triacylglycerol absorption and prevents obesity in rats. Lipids in health and disease. 2010 Jul; 9(?):77. doi: 10.1186/1476-511x-9-77. [PMID: 20653972]
  • Claire L Waterman, Richard A Currie, Lisa A Cottrell, Jacky Dow, Jayne Wright, Catherine J Waterfield, Julian L Griffin. An integrated functional genomic study of acute phenobarbital exposure in the rat. BMC genomics. 2010 Jan; 11(?):9. doi: 10.1186/1471-2164-11-9. [PMID: 20053287]
  • Lee D Roberts, David G Hassall, Deborah A Winegar, John N Haselden, Andrew W Nicholls, Julian L Griffin. Increased hepatic oxidative metabolism distinguishes the action of Peroxisome proliferator-activated receptor delta from Peroxisome proliferator-activated receptor gamma in the ob/ob mouse. Genome medicine. 2009 Dec; 1(12):115. doi: 10.1186/gm115. [PMID: 19968882]
  • Hua Wei Liu, Francesco Gai, Laura Gasco, Alberto Brugiapaglia, Carola Lussiana, Kai Jun Guo, Jian Ming Tong, Ivo Zoccarato. Effects of chestnut tannins on carcass characteristics, meat quality, lipid oxidation and fatty acid composition of rabbits. Meat science. 2009 Dec; 83(4):678-83. doi: 10.1016/j.meatsci.2009.08.003. [PMID: 20416639]
  • Guihao Yin, Huicai Zeng, Mingjun He, Mingyue Wang. Extraction of Teucrium manghuaense and evaluation of the bioactivity of its extract. International journal of molecular sciences. 2009 Nov; 10(10):4330-41. doi: 10.3390/ijms10104330. [PMID: 20057948]
  • Norman R Pallas, Brian A Pethica. Intermolecular forces in lipid monolayers. Two-dimensional virial coefficients for pentadecanoic acid from micromanometry on spread monolayers at the air/water interface. Physical chemistry chemical physics : PCCP. 2009 Jul; 11(25):5028-34. doi: 10.1039/b820460h. [PMID: 19562132]
  • Ilkka J Miinalainen, Werner Schmitz, Anne Huotari, Kaija J Autio, Raija Soininen, Emiel Ver Loren van Themaat, Myriam Baes, Karl-Heinz Herzig, Ernst Conzelmann, J Kalervo Hiltunen. Mitochondrial 2,4-dienoyl-CoA reductase deficiency in mice results in severe hypoglycemia with stress intolerance and unimpaired ketogenesis. PLoS genetics. 2009 Jul; 5(7):e1000543. doi: 10.1371/journal.pgen.1000543. [PMID: 19578400]
  • Chenxi Zhao, Yingxu Zeng, Mingzhu Wan, Rongxi Li, Yizeng Liang, Chengyong Li, Zhongda Zeng, Foo-Tim Chau. Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods. Journal of separation science. 2009 Feb; 32(4):660-70. doi: 10.1002/jssc.200800484. [PMID: 19212980]
  • Anne C M Thiébaut, Maxime Rotival, Estelle Gauthier, Gilbert M Lenoir, Marie-Christine Boutron-Ruault, Virginie Joulin, Françoise Clavel-Chapelon, Véronique Chajès. Correlation between serum phospholipid fatty acids and dietary intakes assessed a few years earlier. Nutrition and cancer. 2009; 61(4):500-9. doi: 10.1080/01635580802710717. [PMID: 19838922]
  • O Carvajal-Zarrabal, P M Hayward-Jones, Z Orta-Flores, C Nolasco-Hipólito, D M Barradas-Dermitz, M G Aguilar-Uscanga, M F Pedroza-Hernández. Effect of Hibiscus sabdariffa L. dried calyx ethanol extract on fat absorption-excretion, and body weight implication in rats. Journal of biomedicine & biotechnology. 2009; 2009(?):394592. doi: 10.1155/2009/394592. [PMID: 19756159]
  • Chizuko Maruyama, Megumi Yoneyama, Noriko Suyama, Kasuya Yoshimi, Ai Teramoto, Yuka Sakaki, Yasuyo Suto, Kei Takahashi, Risa Araki, Yuko Ishizaka, Minoru Yamakado, Tamio Teramoto. Differences in serum phospholipid fatty acid compositions and estimated desaturase activities between Japanese men with and without metabolic syndrome. Journal of atherosclerosis and thrombosis. 2008 Dec; 15(6):306-13. doi: 10.5551/jat.e564. [PMID: 19060426]
  • Silke Koslowsky, Heike Riegler, Eveline Bergmüller, Rita Zrenner. Higher biomass accumulation by increasing phosphoribosylpyrophosphate synthetase activity in Arabidopsis thaliana and Nicotiana tabacum. Plant biotechnology journal. 2008 Apr; 6(3):281-94. doi: 10.1111/j.1467-7652.2007.00314.x. [PMID: 18086232]
  • Naomi E Allen, Philip B Grace, Annette Ginn, Ruth C Travis, Andrew W Roddam, Paul N Appleby, Timothy Key. Phytanic acid: measurement of plasma concentrations by gas-liquid chromatography-mass spectrometry analysis and associations with diet and other plasma fatty acids. The British journal of nutrition. 2008 Mar; 99(3):653-9. doi: 10.1017/s000711450782407x. [PMID: 17868488]
  • Masato Nishimura, Kazumasa Tsukamoto, Naoyuki Hasebe, Nagara Tamaki, Kenjiro Kikuchi, Toshihiko Ono. Prediction of cardiac death in hemodialysis patients by myocardial fatty acid imaging. Journal of the American College of Cardiology. 2008 Jan; 51(2):139-45. doi: 10.1016/j.jacc.2007.08.057. [PMID: 18191738]
  • Vasken Dilsizian, Jeffrey C Fink. Deleterious effect of altered myocardial fatty acid metabolism in kidney disease. Journal of the American College of Cardiology. 2008 Jan; 51(2):146-8. doi: 10.1016/j.jacc.2007.09.032. [PMID: 18191739]
  • Byung Chul Lee, Dong Hyun Kim, Jae Hak Lee, Hyun Ju Sung, Yearn Seong Choe, Dae Yoon Chi, Kyung-Han Lee, Yong Choi, Byung-Tae Kim. 99mTc(CO)3-15-[N-(Acetyloxy)-2-picolylamino]pentadecanoic acid: a potential radiotracer for evaluation of fatty acid metabolism. Bioconjugate chemistry. 2007 Jul; 18(4):1332-7. doi: 10.1021/bc060299w. [PMID: 17503760]
  • Erica Hernández-Galicia, Fernando Calzada, Rubén Roman-Ramos, Francisco J Alarcón-Aguilar. Monoglycerides and fatty acids from Ibervillea sonorae root: isolation and hypoglycemic activity. Planta medica. 2007 Mar; 73(3):236-40. doi: 10.1055/s-2007-967117. [PMID: 17318782]
  • Iveta Garaiova, Irina A Guschina, Sue F Plummer, James Tang, Duolao Wang, Nigel T Plummer. A randomised cross-over trial in healthy adults indicating improved absorption of omega-3 fatty acids by pre-emulsification. Nutrition journal. 2007 Jan; 6(?):4. doi: 10.1186/1475-2891-6-4. [PMID: 17254329]
  • Marcy J Balunas, Bin Su, Serena Landini, Robert W Brueggemeier, A Douglas Kinghorn. Interference by naturally occurring fatty acids in a noncellular enzyme-based aromatase bioassay. Journal of natural products. 2006 Apr; 69(4):700-3. doi: 10.1021/np050513p. [PMID: 16643058]
  • A Brevik, M B Veierød, C A Drevon, L F Andersen. Evaluation of the odd fatty acids 15:0 and 17:0 in serum and adipose tissue as markers of intake of milk and dairy fat. European journal of clinical nutrition. 2005 Dec; 59(12):1417-22. doi: 10.1038/sj.ejcn.1602256. [PMID: 16118654]
  • Ilya R Bederman, Takhar Kasumov, Aneta E Reszko, France David, Henri Brunengraber, Joanne K Kelleher. In vitro modeling of fatty acid synthesis under conditions simulating the zonation of lipogenic [13C]acetyl-CoA enrichment in the liver. The Journal of biological chemistry. 2004 Oct; 279(41):43217-26. doi: 10.1074/jbc.m403837200. [PMID: 15284243]
  • Eva Warensjö, Jan-Håkan Jansson, Lars Berglund, Kurt Boman, Bo Ahrén, Lars Weinehall, Bernt Lindahl, Göran Hallmans, Bengt Vessby. Estimated intake of milk fat is negatively associated with cardiovascular risk factors and does not increase the risk of a first acute myocardial infarction. A prospective case-control study. The British journal of nutrition. 2004 Apr; 91(4):635-42. doi: 10.1079/bjn20041080. [PMID: 15035691]
  • Ewa Madey, Linda M Nowack, John E Thompson. Isolation and characterization of lipid in phloem sap of canola. Planta. 2002 Feb; 214(4):625-34. doi: 10.1007/s004250100649. [PMID: 11925046]
  • L Byberg, A Smedman, B Vessby, H Lithell. Plasminogen activator inhibitor-1 and relations to fatty acid composition in the diet and in serum cholesterol esters. Arteriosclerosis, thrombosis, and vascular biology. 2001 Dec; 21(12):2086-92. doi: 10.1161/hq1201.100224. [PMID: 11742889]
  • N Mohan, A Mahadevan. Effect of phenol on lipid and fatty acid profile of Xanthomonas oryzae pv. oryzae. Indian journal of experimental biology. 2001 Oct; 39(10):1062-4. doi: ". [PMID: 11883516]
  • T Ringbom, U Huss, A Stenholm , S Flock, L Skattebøl, P Perera, L Bohlin. Cox-2 inhibitory effects of naturally occurring and modified fatty acids. Journal of natural products. 2001 Jun; 64(6):745-9. doi: 10.1021/np000620d. [PMID: 11421736]
  • A Wolk, M Furuheim, B Vessby. Fatty acid composition of adipose tissue and serum lipids are valid biological markers of dairy fat intake in men. The Journal of nutrition. 2001 Mar; 131(3):828-33. doi: 10.1093/jn/131.3.828. [PMID: 11238766]
  • L Allenbach, Y Poirier. Analysis of the alternative pathways for the beta-oxidation of unsaturated fatty acids using transgenic plants synthesizing polyhydroxyalkanoates in peroxisomes. Plant physiology. 2000 Nov; 124(3):1159-68. doi: 10.1104/pp.124.3.1159. [PMID: 11080293]
  • A E Smedman, I B Gustafsson, L G Berglund, B O Vessby. Pentadecanoic acid in serum as a marker for intake of milk fat: relations between intake of milk fat and metabolic risk factors. The American journal of clinical nutrition. 1999 Jan; 69(1):22-9. doi: 10.1093/ajcn/69.1.22. [PMID: 9925119]
  • J A CROOM, J J MCNEILL, S B TOVE. BIOTIN DEFICIENCY AND THE FATTY ACIDS OF CERTAIN BIOTIN-REQUIRING BACTERIA. Journal of bacteriology. 1964 Aug; 88(?):389-94. doi: 10.1128/jb.88.2.389-394.1964. [PMID: 14203355]