Arachidate (20:0) (BioDeep_00000001711)

 

Secondary id: BioDeep_00000405519, BioDeep_00000628673, BioDeep_00000859297

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


n-Eicosanoic acid

化学式: C20H40O2 (312.302814)
中文名称: 二十烷酸/花生酸(C20:0), 花生酸, 二十酸
谱图信息: 最多检出来源 Homo sapiens(feces) 0.26%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Arachidate (20:0). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/arachidate_(20:0) (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000001711). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(=O)(O)CCCCCCCCCCCCCCCCCCC
InChI: InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)

描述信息

Arachidic acid, also known as icosanoic acid, is a saturated fatty acid with a 20-carbon chain. It is a minor constituent of butter, perilla oil, peanut oil, corn oil, and cocoa butter. It also constitutes 7.08\\\\% of the fats from the fruit of the durian species Durio graveolens. The salts and esters of arachidic acid are known as arachidates. Its name derives from the Latin arachis that means peanut. It can be formed by the hydrogenation of arachidonic acid. The reduction of arachidic acid yields arachidyl alcohol. Arachidic acid is used for the production of detergents, photographic materials and lubricants. Arachidic acid 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. Arachidic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].
Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

同义名列表

25 个代谢物同义名

n-Eicosanoic acid; CH3-[CH2]18-COOH; Arachidinic acid; n-Eicosanic acid; Eicosanoic acid; C20 fatty acid; Arachidic acid; Icosanoic acid; N-Eicosanoate; Eicosoic acid; Arachinsaeure; Arachic acid; Arachidinate; Eicosanoate; Peanut acid; Icosanoate; Arachidate; Eicosoate; FA(20:0); Arachate; C20:0; C 20; Arachidic Acid; Icosanoic acid; Eicosanoic acid



数据库引用编号

22 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

399 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(397)

PharmGKB(0)

210 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

  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Danni Li, Jeffrey R Misialek, Ma Jing, Michael Y Tsai, John H Eckfeldt, Lyn M Steffen, David Knopman, Lisa Wruck, Rebecca Gottesman, Tom H Mosley, A Richey Sharrett, Alvaro Alonso. Plasma phospholipid very-long-chain SFAs in midlife and 20-year cognitive change in the Atherosclerosis Risk in Communities (ARIC): a cohort study. The American journal of clinical nutrition. 2020 06; 111(6):1252-1258. doi: 10.1093/ajcn/nqaa048. [PMID: 32320012]
  • Tafadzwa Kaseke, Umezuruike Linus Opara, Olaniyi Amos Fawole. Effect of Blanching Pomegranate Seeds on Physicochemical Attributes, Bioactive Compounds and Antioxidant Activity of Extracted Oil. Molecules (Basel, Switzerland). 2020 May; 25(11):. doi: 10.3390/molecules25112554. [PMID: 32486338]
  • Hans Albert Pedersen, Chi Ndi, Susan J Semple, Bevan Buirchell, Birger Lindberg Møller, Dan Staerk. PTP1B-Inhibiting Branched-Chain Fatty Acid Dimers from Eremophila oppositifolia subsp. angustifolia Identified by High-Resolution PTP1B Inhibition Profiling and HPLC-PDA-HRMS-SPE-NMR Analysis. Journal of natural products. 2020 05; 83(5):1598-1610. doi: 10.1021/acs.jnatprod.0c00070. [PMID: 32255628]
  • Ting Zhang, Yinyin Xia, Ting-Li Han, Hua Zhang, Philip N Baker. Five serum fatty acids are associated with subclinical hypothyroidism in a Chinese pregnant population. Scientific reports. 2020 04; 10(1):6743. doi: 10.1038/s41598-020-63513-7. [PMID: 32317737]
  • Shou Tanaka, Noriko Ishihara, Sawako Suzuki, Yasuhiro Watanabe, Daiji Nagayama, Takashi Yamaguchi, Masahiro Ohira, Atsuhito Saiki, Tomoaki Tanaka, Ichiro Tatsuno. Fatty acid desaturase 2 is up-regulated by the treatment with statin through geranylgeranyl pyrophosphate-dependent Rho kinase pathway in HepG2 cells. Scientific reports. 2019 07; 9(1):10009. doi: 10.1038/s41598-019-46461-9. [PMID: 31292513]
  • Rozenn N Lemaitre, Paul N Jensen, Andrew Hoofnagle, Barbara McKnight, Amanda M Fretts, Irena B King, David S Siscovick, Bruce M Psaty, Susan R Heckbert, Dariush Mozaffarian, Nona Sotoodehnia. Plasma Ceramides and Sphingomyelins in Relation to Heart Failure Risk. Circulation. Heart failure. 2019 07; 12(7):e005708. doi: 10.1161/circheartfailure.118.005708. [PMID: 31296099]
  • Rozenn N Lemaitre, Barbara McKnight, Nona Sotoodehnia, Amanda M Fretts, Waqas T Qureshi, Xiaoling Song, Irena B King, Colleen M Sitlani, David S Siscovick, Bruce M Psaty, Dariush Mozaffarian. Circulating Very Long-Chain Saturated Fatty Acids and Heart Failure: The Cardiovascular Health Study. Journal of the American Heart Association. 2018 11; 7(21):e010019. doi: 10.1161/jaha.118.010019. [PMID: 30608197]
  • 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]
  • Tomasz Olszowski, Izabela Gutowska, Irena Baranowska-Bosiacka, Agnieszka Łukomska, Arleta Drozd, Dariusz Chlubek. Cadmium Alters the Concentration of Fatty Acids in THP-1 Macrophages. Biological trace element research. 2018 Mar; 182(1):29-36. doi: 10.1007/s12011-017-1071-6. [PMID: 28600650]
  • Amanda M Fretts, Dariush Mozaffarian, David S Siscovick, Irena B King, Barbara McKnight, Bruce M Psaty, Eric B Rimm, Colleen Sitlani, Frank M Sacks, Xiaoling Song, Nona Sotoodehnia, Donna Spiegelman, Rozenn N Lemaitre. Associations of Plasma Phospholipid SFAs with Total and Cause-Specific Mortality in Older Adults Differ According to SFA Chain Length. The Journal of nutrition. 2016 Feb; 146(2):298-305. doi: 10.3945/jn.115.222117. [PMID: 26701797]
  • Varsha S Thakoersing, Jeroen van Smeden, Walter A Boiten, Gert S Gooris, Aat A Mulder, Rob J Vreeken, Abdoelwaheb El Ghalbzouri, Joke A Bouwstra. Modulation of stratum corneum lipid composition and organization of human skin equivalents by specific medium supplements. Experimental dermatology. 2015 Sep; 24(9):669-74. doi: 10.1111/exd.12740. [PMID: 25939986]
  • Rozenn N Lemaitre, Amanda M Fretts, Colleen M Sitlani, Mary L Biggs, Kenneth Mukamal, Irena B King, Xiaoling Song, Luc Djoussé, David S Siscovick, Barbara McKnight, Nona Sotoodehnia, Jorge R Kizer, Dariush Mozaffarian. Plasma phospholipid very-long-chain saturated fatty acids and incident diabetes in older adults: the Cardiovascular Health Study. The American journal of clinical nutrition. 2015 May; 101(5):1047-54. doi: 10.3945/ajcn.114.101857. [PMID: 25787996]
  • Amanda M Fretts, Dariush Mozaffarian, David S Siscovick, Luc Djousse, Susan R Heckbert, Irena B King, Barbara McKnight, Colleen Sitlani, Frank M Sacks, Xiaoling Song, Nona Sotoodehnia, Donna Spiegelman, Erin R Wallace, Rozenn N Lemaitre. Plasma phospholipid saturated fatty acids and incident atrial fibrillation: the Cardiovascular Health Study. Journal of the American Heart Association. 2014 Jun; 3(3):e000889. doi: 10.1161/jaha.114.000889. [PMID: 24970268]
  • Ubonvan Termsarasab, In-Soo Yoon, Ju-Hwan Park, Hyun Tae Moon, Hyun-Jong Cho, Dae-Duk Kim. Polyethylene glycol-modified arachidyl chitosan-based nanoparticles for prolonged blood circulation of doxorubicin. International journal of pharmaceutics. 2014 Apr; 464(1-2):127-34. doi: 10.1016/j.ijpharm.2014.01.015. [PMID: 24451239]
  • R Ejaz, M S Ansari, B A Rakha, N Ullah, A U Husna, R Iqbal, S Akhter. Arachidic acid in extender improves post-thaw parameters of cryopreserved Nili-Ravi buffalo bull semen. Reproduction in domestic animals = Zuchthygiene. 2014 Feb; 49(1):122-5. doi: 10.1111/rda.12239. [PMID: 24112366]
  • S Khodadoust, A Mohammadzadeh, J Mohammadi, C Irajie, M Ramezani. Identification and determination of the fatty acid composition of Quercus brantii growing in southwestern Iran by GC-MS. Natural product research. 2014; 28(8):573-6. doi: 10.1080/14786419.2014.880915. [PMID: 24499169]
  • Maurice D Awouafack, Lyndy J McGaw, Sebastian Gottfried, Roukayatou Mbouangouere, Pierre Tane, Michael Spiteller, Jacobus N Eloff. Antimicrobial activity and cytotoxicity of the ethanol extract, fractions and eight compounds isolated from Eriosema robustum (Fabaceae). BMC complementary and alternative medicine. 2013 Oct; 13(?):289. doi: 10.1186/1472-6882-13-289. [PMID: 24165199]
  • Xinxin Han, Linlin Yin, Hongwei Xue. Co-expression analysis identifies CRC and AP1 the regulator of Arabidopsis fatty acid biosynthesis. Journal of integrative plant biology. 2012 Jul; 54(7):486-99. doi: 10.1111/j.1744-7909.2012.01132.x. [PMID: 22676405]
  • Lieve M L Laurens, Matthew Quinn, Stefanie Van Wychen, David W Templeton, Edward J Wolfrum. Accurate and reliable quantification of total microalgal fuel potential as fatty acid methyl esters by in situ transesterification. Analytical and bioanalytical chemistry. 2012 Apr; 403(1):167-78. doi: 10.1007/s00216-012-5814-0. [PMID: 22349344]
  • K Ozrenk, I Javidipour, T Yarilgac, F Balta, M Gündogdu. Fatty acids, tocopherols, selenium and total carotene of pistachios (P. vera L.) from Diyarbakir (Southeastern Turkey) and walnuts (J. regia L.) from Erzincan (Eastern Turkey). Food science and technology international = Ciencia y tecnologia de los alimentos internacional. 2012 Feb; 18(1):55-62. doi: 10.1177/1082013211414174. [PMID: 22328120]
  • S Ní Raghallaigh, K Bender, N Lacey, L Brennan, F C Powell. The fatty acid profile of the skin surface lipid layer in papulopustular rosacea. The British journal of dermatology. 2012 Feb; 166(2):279-87. doi: 10.1111/j.1365-2133.2011.10662.x. [PMID: 21967555]
  • Hiroshi Takahashi, Tomohiro Hayakawa, Motohide Murate, Peter Greimel, Yasuko Nagatsuka, Toshihide Kobayashi, Yoshio Hirabayashi. Phosphatidylglucoside: its structure, thermal behavior, and domain formation in plasma membranes. Chemistry and physics of lipids. 2012 Feb; 165(2):197-206. doi: 10.1016/j.chemphyslip.2011.12.010. [PMID: 22227109]
  • C M O'Neill, C Morgan, C Hattori, M Brennan, U Rosas, H Tschoep, P X Deng, D Baker, R Wells, I Bancroft. Towards the genetic architecture of seed lipid biosynthesis and accumulation in Arabidopsis thaliana. Heredity. 2012 Feb; 108(2):115-23. doi: 10.1038/hdy.2011.54. [PMID: 21731053]
  • Junbo Xie, Yanqing Zhang, Lijuan Wang, Wuqin Qi, Mingchun Zhang. Composition of fatty oils from semen ziziphi spinosae and its cardiotonic effect on isolated toad hearts. Natural product research. 2012; 26(5):479-83. doi: 10.1080/14786419.2010.516433. [PMID: 21707231]
  • Faridah Hanim Shakirin, Azrina Azlan, Amin Ismail, Zulkhairi Amom, Lau Cheng Yuon. Protective effect of pulp oil extracted from Canarium odontophyllum Miq. Fruit on blood lipids, lipid peroxidation, and antioxidant status in healthy rabbits. Oxidative medicine and cellular longevity. 2012; 2012(?):840973. doi: 10.1155/2012/840973. [PMID: 22685623]
  • 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]
  • Huawu Jiang, Pingzhi Wu, Sheng Zhang, Chi Song, Yaping Chen, Meiru Li, Yongxia Jia, Xiaohua Fang, Fan Chen, Guojiang Wu. Global analysis of gene expression profiles in developing physic nut (Jatropha curcas L.) seeds. PloS one. 2012; 7(5):e36522. doi: 10.1371/journal.pone.0036522. [PMID: 22574177]
  • Adriano Costa De Camargo, Thais Maria Ferreira de Souza Vieira, Marisa Aparecida Bismara Regitano-D'Arce, Severino Matias De Alencar, Maria Antonia Calori-Domingues, Solange Guidolin Canniatti-Brazaca. Gamma radiation induced oxidation and tocopherols decrease in in-shell, peeled and blanched peanuts. International journal of molecular sciences. 2012; 13(3):2827-2845. doi: 10.3390/ijms13032827. [PMID: 22489128]
  • 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]
  • Lee D Roberts, Andrew J Murray, David Menassa, Tom Ashmore, Andrew W Nicholls, Julian L Griffin. The contrasting roles of PPARδ and PPARγ in regulating the metabolic switch between oxidation and storage of fats in white adipose tissue. Genome biology. 2011 Aug; 12(8):R75. doi: 10.1186/gb-2011-12-8-r75. [PMID: 21843327]
  • Christian Degen, Alfred Lochner, Sylvia Keller, Katrin Kuhnt, Sven Dänicke, Gerhard Jahreis. Influence of in vitro supplementation with lipids from conventional and Alpine milk on fatty acid distribution and cell growth of HT-29 cells. Lipids in health and disease. 2011 Aug; 10(?):131. doi: 10.1186/1476-511x-10-131. [PMID: 21816049]
  • Dong-Mok Lee, Prati Bajracharya, Eun Ju Lee, Ji-Eun Kim, Hyung-Jeong Lee, Taehoon Chun, Jiehoe Kim, Kyung Hyun Cho, Jongsoo Chang, Seongkoo Hong, Inho Choi. Effects of gender-specific adult bovine serum on myogenic satellite cell proliferation, differentiation and lipid accumulation. In vitro cellular & developmental biology. Animal. 2011 Aug; 47(7):438-44. doi: 10.1007/s11626-011-9427-2. [PMID: 21614650]
  • Ooi-Kock Teh, Umi Salamah Ramli. Characterization of a KCS-like KASII from Jessenia bataua that elongates saturated and monounsaturated stearic acids in Arabidopsis thaliana. Molecular biotechnology. 2011 Jun; 48(2):97-108. doi: 10.1007/s12033-010-9350-x. [PMID: 21113689]
  • S Papanikolaou, A Dimou, S Fakas, P Diamantopoulou, A Philippoussis, M Galiotou-Panayotou, G Aggelis. Biotechnological conversion of waste cooking olive oil into lipid-rich biomass using Aspergillus and Penicillium strains. Journal of applied microbiology. 2011 May; 110(5):1138-50. doi: 10.1111/j.1365-2672.2011.04961.x. [PMID: 21281409]
  • Walid Elfalleh, Ma Ying, Nizar Nasri, He Sheng-Hua, Ferdaous Guasmi, Ali Ferchichi. Fatty acids from Tunisian and Chinese pomegranate (Punica granatum L.) seeds. International journal of food sciences and nutrition. 2011 May; 62(3):200-6. doi: 10.3109/09637486.2010.526932. [PMID: 21118055]
  • Nikolaos Psychogios, David D Hau, Jun Peng, An Chi Guo, Rupasri Mandal, Souhaila Bouatra, Igor Sinelnikov, Ramanarayan Krishnamurthy, Roman Eisner, Bijaya Gautam, Nelson Young, Jianguo Xia, Craig Knox, Edison Dong, Paul Huang, Zsuzsanna Hollander, Theresa L Pedersen, Steven R Smith, Fiona Bamforth, Russ Greiner, Bruce McManus, John W Newman, Theodore Goodfriend, David S Wishart. The human serum metabolome. PloS one. 2011 Feb; 6(2):e16957. doi: 10.1371/journal.pone.0016957. [PMID: 21359215]
  • Jaya Aseervatham, Shanthi Palanivelu, Sachdanandam Panchanadham. Semecarpus anacardium (Bhallataka) Alters the Glucose Metabolism and Energy Production in Diabetic Rats. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):. doi: 10.1155/2011/142978. [PMID: 20924498]
  • Caiyan Lu, Andreas Wucher, Nicholas Winograd. Molecular depth profiling of buried lipid bilayers using C(60)-secondary ion mass spectrometry. Analytical chemistry. 2011 Jan; 83(1):351-8. doi: 10.1021/ac102525v. [PMID: 21121691]
  • Santosh Singh Bhadoriya, Aditya Ganeshpurkar, Jitendra Narwaria, Gopal Rai, Alok Pal Jain. Tamarindus indica: Extent of explored potential. Pharmacognosy reviews. 2011 Jan; 5(9):73-81. doi: 10.4103/0973-7847.79102. [PMID: 22096321]
  • Oliver Fiehn, W Timothy Garvey, John W Newman, Kerry H Lok, Charles L Hoppel, Sean H Adams. Plasma metabolomic profiles reflective of glucose homeostasis in non-diabetic and type 2 diabetic obese African-American women. PloS one. 2010 Dec; 5(12):e15234. doi: 10.1371/journal.pone.0015234. [PMID: 21170321]
  • Archan Dey, Paul H H Bomans, Frank A Müller, Julia Will, Peter M Frederik, Gijsbertus de With, Nico A J M Sommerdijk. The role of prenucleation clusters in surface-induced calcium phosphate crystallization. Nature materials. 2010 Dec; 9(12):1010-4. doi: 10.1038/nmat2900. [PMID: 21076415]
  • Guo-Zhang Wu, Hong-Wei Xue. Arabidopsis β-ketoacyl-[acyl carrier protein] synthase i is crucial for fatty acid synthesis and plays a role in chloroplast division and embryo development. The Plant cell. 2010 Nov; 22(11):3726-44. doi: 10.1105/tpc.110.075564. [PMID: 21081696]
  • Franz Lahnsteiner, Nabil Mansour, Stefano Caberlotto. Composition and metabolism of carbohydrates and lipids in Sparus aurata semen and its relation to viability expressed as sperm motility when activated. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2010 Sep; 157(1):39-45. doi: 10.1016/j.cbpb.2010.04.016. [PMID: 20441800]
  • Wei-Yi Hsu, Wei-De Lin, Wuh-Liang Hwu, Chien-Chen Lai, Fuu-Jen Tsai. Screening assay of very long chain fatty acids in human plasma with multiwalled carbon nanotube-based surface-assisted laser desorption/ionization mass spectrometry. Analytical chemistry. 2010 Aug; 82(16):6814-20. doi: 10.1021/ac100772j. [PMID: 20704371]
  • Yunbao Liu, Muraleedharan G Nair. An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds. Journal of natural products. 2010 Jul; 73(7):1193-5. doi: 10.1021/np1000945. [PMID: 20565070]
  • Motohide Murate, Tomohiro Hayakawa, Kumiko Ishii, Hironori Inadome, Peter Greimel, Masaki Watanabe, Yasuko Nagatsuka, Kazuki Ito, Yukishige Ito, Hiroshi Takahashi, Yoshio Hirabayashi, Toshihide Kobayashi. Phosphatidylglucoside forms specific lipid domains on the outer leaflet of the plasma membrane. Biochemistry. 2010 Jun; 49(23):4732-9. doi: 10.1021/bi100007u. [PMID: 20433166]
  • Teigo Asai, Noriyuki Hara, Yoshinori Fujimoto. Fatty acid derivatives and dammarane triterpenes from the glandular trichome exudates of Ibicella lutea and Proboscidea louisiana. Phytochemistry. 2010 Jun; 71(8-9):877-94. doi: 10.1016/j.phytochem.2010.02.013. [PMID: 20381821]
  • Jung-Ae Kim, Chang-Suk Kong, Se-Kwon Kim. Effect of Sargassum thunbergii on ROS mediated oxidative damage and identification of polyunsaturated fatty acid components. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2010 May; 48(5):1243-9. doi: 10.1016/j.fct.2010.02.017. [PMID: 20171254]
  • Joanna Buks, Maciej Wilczak, Pawel Rzymski, Tomasz Opala. Do soluble p55 and p75 TNF-α receptor concentrations play a role in women with primary sterility?. Archives of medical science : AMS. 2010 Apr; 6(2):264-9. doi: 10.5114/aoms.2010.13906. [PMID: 22371757]
  • Robert H Glew, Lu-Te Chuang, Tammy Berry, Henry Okolie, Michael J Crossey, Dorothy J VanderJagt. Lipid profiles and trans fatty acids in serum phospholipids of semi-nomadic Fulani in northern Nigeria. Journal of health, population, and nutrition. 2010 Apr; 28(2):159-66. doi: 10.3329/jhpn.v28i2.4886. [PMID: 20411679]
  • Yvan Vandenplas, Kathleen Plaskie, Bruno Hauser. Safety and adequacy of a semi-elemental formula for children with gastro-intestinal disease. Amino acids. 2010 Mar; 38(3):909-14. doi: 10.1007/s00726-009-0298-8. [PMID: 19408097]
  • 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]
  • Fedai Erler. Efficacy of tree trunk coating materials in the control of the apple clearwing, Synanthedon myopaeformis. Journal of insect science (Online). 2010; 10(?):63. doi: 10.1673/031.010.6301. [PMID: 20672979]
  • Yong-Sung Choi, Gil-Soo Jang, Kyung-Jin Hong, Kyung-Sup Lee. Electrical property of organic thin films for power device. Journal of nanoscience and nanotechnology. 2009 Dec; 9(12):7108-12. doi: 10.1166/jnn.2009.1666. [PMID: 19908738]
  • Biju K Pillai, Ravi Jasuja, Jeffrey R Simard, James A Hamilton. Fast diffusion of very long chain saturated fatty acids across a bilayer membrane and their rapid extraction by cyclodextrins: implications for adrenoleukodystrophy. The Journal of biological chemistry. 2009 Nov; 284(48):33296-304. doi: 10.1074/jbc.m109.043737. [PMID: 19801636]
  • Niko Radulović, Polina Blagojević, Radosav Palić. Composition of diethyl ether flower extracts of Lonicera fragrantissima Lindl. & Paxton (caprifoliaceae). Natural product communications. 2009 Nov; 4(11):1581-4. doi: . [PMID: 19967996]
  • Cevat Aydin, Mehmet Musa Ozcan, Tuncay Gümüş. Nutritional and technological characteristics of olive (Olea europea L.) fruit and oil: two varieties growing in two different locations of Turkey. International journal of food sciences and nutrition. 2009 Aug; 60(5):365-73. doi: 10.1080/09637480701673838. [PMID: 19337877]
  • Gillian Groeger, Ashley M Mackey, Christopher A Pettigrew, Lavinia Bhatt, Thomas G Cotter. Stress-induced activation of Nox contributes to cell survival signalling via production of hydrogen peroxide. Journal of neurochemistry. 2009 Jun; 109(5):1544-54. doi: 10.1111/j.1471-4159.2009.06081.x. [PMID: 19344371]
  • Anna Lytovchenko, Romina Beleggia, Nicolas Schauer, Tal Isaacson, Jan E Leuendorf, Hanjo Hellmann, Jocelyn Kc Rose, Alisdair R Fernie. Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues. Plant methods. 2009 Apr; 5(?):4. doi: 10.1186/1746-4811-5-4. [PMID: 19393072]
  • Congmei Cao, Lijia Xu, Kui Chen, Yong Peng, Peigen Xiao. [Chemical study on petroleum ether portion of Sarcandra hainanensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):1009-10. doi: ". [PMID: 19639789]
  • Helen J Atherton, Melanie K Gulston, Nigel J Bailey, Kian-Kai Cheng, Wen Zhang, Kieran Clarke, Julian L Griffin. Metabolomics of the interaction between PPAR-alpha and age in the PPAR-alpha-null mouse. Molecular systems biology. 2009; 5(?):259. doi: 10.1038/msb.2009.18. [PMID: 19357638]
  • Bassie B Marvey. Extrudate versus powder silica alumina as support for Re₂O₇ catalyst in the metathesis of seed oil-derivatives - a comparison. International journal of molecular sciences. 2009 Jan; 10(1):213-220. doi: 10.3390/ijms10010213. [PMID: 19333442]
  • Sebastien Tindo Djenontin, Valentin D Wotto, Paul Lozano, Daniel Pioch, Dominique K C Sohounhloue. Characterisation of Blighia sapida (Sapindaceae) seed oil and defatted cake from Benin. Natural product research. 2009; 23(6):549-60. doi: 10.1080/14786410802133886. [PMID: 19384732]
  • Philip W Livanec, Robert C Dunn. Single-molecule probes of lipid membrane structure. Langmuir : the ACS journal of surfaces and colloids. 2008 Dec; 24(24):14066-73. doi: 10.1021/la802886c. [PMID: 19053664]
  • Rémi Lasserre, Xiao-Jun Guo, Fabien Conchonaud, Yannick Hamon, Omar Hawchar, Anne-Marie Bernard, Saïdi M'Homa Soudja, Pierre-François Lenne, Hervé Rigneault, Daniel Olive, Georges Bismuth, Jacques A Nunès, Bernard Payrastre, Didier Marguet, Hai-Tao He. Raft nanodomains contribute to Akt/PKB plasma membrane recruitment and activation. Nature chemical biology. 2008 Sep; 4(9):538-47. doi: 10.1038/nchembio.103. [PMID: 18641634]
  • Björn Jüttner, Janina Kröplin, Sina M Coldewey, Lars Witt, Wilhelm A Osthaus, Christian Weilbach, Dirk Scheinichen. Unsaturated long-chain fatty acids induce the respiratory burst of human neutrophils and monocytes in whole blood. Nutrition & metabolism. 2008 Jul; 5(?):19. doi: 10.1186/1743-7075-5-19. [PMID: 18625045]
  • M P Bonham, E M Duffy, J M W Wallace, P J Robson, G J Myers, P W Davidson, T W Clarkson, C F Shamlaye, J J Strain. Habitual fish consumption does not prevent a decrease in LCPUFA status in pregnant women (the Seychelles Child Development Nutrition Study). Prostaglandins, leukotrienes, and essential fatty acids. 2008 Jun; 78(6):343-50. doi: 10.1016/j.plefa.2008.04.005. [PMID: 18585023]
  • M Saiful Islam, M Tamzid Hossain Molla, M T Alam, M Rowshanul Habib. Physico-chemical behaviour of the fish lipid from Lepidocephalus guntea (Hamilton) and variation of lipid profile with size. Pakistan journal of biological sciences : PJBS. 2008 May; 11(10):1342-7. doi: 10.3923/pjbs.2008.1342.1347. [PMID: 18817266]
  • P Mandal, S S Talwar, S S Major, R S Srinivasa. Orange-red luminescence from Cu doped CdS nanophosphor prepared using mixed Langmuir-Blodgett multilayers. The Journal of chemical physics. 2008 Mar; 128(11):114703. doi: 10.1063/1.2888930. [PMID: 18361597]
  • Alicia Leikin-Frenkel, Paolo Parini, Fred M Konikoff, Lisbet Benthin, Diana Leikin-Gobbi, Ilana Goldiner, Curt Einarsson, Tuvia Gilat. Hypocholesterolemic effects of fatty acid bile acid conjugates (FABACs) in mice. Archives of biochemistry and biophysics. 2008 Mar; 471(1):63-71. doi: 10.1016/j.abb.2007.12.005. [PMID: 18167305]
  • Arjun B Chhetri, Martin S Tango, Suzanne M Budge, K Chris Watts, M Rafiqul Islam. Non-edible plant oils as new sources for biodiesel production. International journal of molecular sciences. 2008 Feb; 9(2):169-180. doi: 10.3390/ijms9020169. [PMID: 19325741]
  • Matthew A Sabin, Mark De Hora, Jeff M P Holly, Linda P Hunt, Anna L Ford, Simon R Williams, Julien S Baker, Christopher J Retallick, Elizabeth C Crowne, Julian P H Shield. Fasting nonesterified fatty acid profiles in childhood and their relationship with adiposity, insulin sensitivity, and lipid levels. Pediatrics. 2007 Dec; 120(6):e1426-33. doi: 10.1542/peds.2007-0189. [PMID: 18055661]
  • Yan-Zhi Wang, Wei-Sheng Feng, Ren-Bing Shi, Bin Liu. [A new chemical component of Pueraria lobata (Willd.) Ohwi]. Yao xue xue bao = Acta pharmaceutica Sinica. 2007 Sep; 42(9):964-7. doi: ". [PMID: 18050739]
  • Masataka Kusunoki, Kazuhiko Tsutsumi, Meiho Nakayama, Tsuyoshi Kurokawa, Takao Nakamura, Hitoshi Ogawa, Yoshitaka Fukuzawa, Munehiko Morishita, Tatsuro Koide, Tetsuro Miyata. Relationship between serum concentrations of saturated fatty acids and unsaturated fatty acids and the homeostasis model insulin resistance index in Japanese patients with type 2 diabetes mellitus. The journal of medical investigation : JMI. 2007 Aug; 54(3-4):243-7. doi: 10.2152/jmi.54.243. [PMID: 17878672]
  • Zhe Meng, Dawei Wen, Yiping Liao, Huwei Liu. [Determination of underivatized long-chain fatty acids in edible oils by fast gas chromatography]. Se pu = Chinese journal of chromatography. 2007 Mar; 25(2):254-7. doi: ". [PMID: 17580699]
  • Shun Yao, Renming Liu, Xuefeng Huang, Lingyi Kong. Preparative isolation and purification of chemical constituents from the root of Adenophora tetraphlla by high-speed counter-current chromatography with evaporative light scattering detection. Journal of chromatography. A. 2007 Jan; 1139(2):254-62. doi: 10.1016/j.chroma.2006.11.056. [PMID: 17150224]
  • Jun Chen, Cheng Yao, Li-Ming Xia, Ping-Kai Ouyang. [Determination of fatty acids and organic acids in Ranunculus ternatus Thunb using GC-MS]. Guang pu xue yu guang pu fen xi = Guang pu. 2006 Aug; 26(8):1550-2. doi: ". [PMID: 17058970]
  • Heliana C Salles, Evelyn Cristina F R Volsi, Maurício R Marques, Bibiana M Souza, Lucilene D dos Santos, Cláudio F Tormena, Maria A Mendes, Mario S Palma. The venomous secrets of the web droplets from the viscid spiral of the orb-weaver spider Nephila clavipes (Araneae, Tetragnatidae). Chemistry & biodiversity. 2006 Jul; 3(7):727-41. doi: 10.1002/cbdv.200690075. [PMID: 17193305]
  • Rolf Westerberg, Jan-Erik Månsson, Valeria Golozoubova, Irina G Shabalina, Emma C Backlund, Petr Tvrdik, Kjetil Retterstøl, Mario R Capecchi, Anders Jacobsson. ELOVL3 is an important component for early onset of lipid recruitment in brown adipose tissue. The Journal of biological chemistry. 2006 Feb; 281(8):4958-68. doi: 10.1074/jbc.m511588200. [PMID: 16326704]
  • Laura Botto, Egidio Beretta, Rossella Daffara, Giuseppe Miserocchi, Paola Palestini. Biochemical and morphological changes in endothelial cells in response to hypoxic interstitial edema. Respiratory research. 2006 Jan; 7(?):7. doi: 10.1186/1465-9921-7-7. [PMID: 16412226]
  • Linda Hagfors, Ingela Nilsson, Lars Sköldstam, Gunnar Johansson. Fat intake and composition of fatty acids in serum phospholipids in a randomized, controlled, Mediterranean dietary intervention study on patients with rheumatoid arthritis. Nutrition & metabolism. 2005 Oct; 2(?):26. doi: 10.1186/1743-7075-2-26. [PMID: 16216119]
  • P Avato, I Rosito, P Papadia, F P Fanizzi. Cyanolipid-rich seed oils from Allophylus natalensis and A. dregeanus. Lipids. 2005 Oct; 40(10):1051-6. doi: 10.1007/s11745-005-1468-z. [PMID: 16382577]
  • José-Manuel Fernández-Real, Joan Vendrell, Wifredo Ricart. Circulating adiponectin and plasma fatty acid profile. Clinical chemistry. 2005 Mar; 51(3):603-9. doi: 10.1373/clinchem.2004.041350. [PMID: 15637134]
  • Jessica Erriquez, Alessandra Gilardino, Paolo Ariano, Luca Munaron, Davide Lovisolo, Carla Distasi. Calcium signals activated by arachidonic acid in embryonic chick ciliary ganglion neurons. Neuro-Signals. 2005; 14(5):244-54. doi: 10.1159/000088640. [PMID: 16301839]
  • Javier S Perona, Valentina Ruiz-Gutierrez. Triacylglycerol molecular species are depleted to different extents in the myocardium of spontaneously hypertensive rats fed two oleic acid-rich oils. American journal of hypertension. 2005 Jan; 18(1):72-80. doi: 10.1016/j.amjhyper.2004.11.012. [PMID: 15691620]
  • H Q Xue, T G Isleib, G A Payne, W F Novitzky, G OBrian. Aflatoxin production in peanut lines selected to represent a range of linoleic acid concentrations. Journal of food protection. 2005 Jan; 68(1):126-32. doi: 10.4315/0362-028x-68.1.126. [PMID: 15690813]
  • Alan N Hunt, Alison J Skippen, Grielof Koster, Anthony D Postle, Shamshad Cockcroft. Acyl chain-based molecular selectivity for HL60 cellular phosphatidylinositol and of phosphatidylcholine by phosphatidylinositol transfer protein alpha. Biochimica et biophysica acta. 2004 Nov; 1686(1-2):50-60. doi: 10.1016/j.bbalip.2004.08.003. [PMID: 15522822]
  • Grace Y Sun, Jianfeng Xu, Michael D Jensen, Agnes Simonyi. Phospholipase A2 in the central nervous system: implications for neurodegenerative diseases. Journal of lipid research. 2004 Feb; 45(2):205-13. doi: 10.1194/jlr.r300016-jlr200. [PMID: 14657205]
  • Jose Antonio Chavez, Scott A Summers. Characterizing the effects of saturated fatty acids on insulin signaling and ceramide and diacylglycerol accumulation in 3T3-L1 adipocytes and C2C12 myotubes. Archives of biochemistry and biophysics. 2003 Nov; 419(2):101-9. doi: 10.1016/j.abb.2003.08.020. [PMID: 14592453]
  • Christian Riebeling, Jeremy C Allegood, Elaine Wang, Alfred H Merrill, Anthony H Futerman. Two mammalian longevity assurance gene (LAG1) family members, trh1 and trh4, regulate dihydroceramide synthesis using different fatty acyl-CoA donors. The Journal of biological chemistry. 2003 Oct; 278(44):43452-9. doi: 10.1074/jbc.m307104200. [PMID: 12912983]
  • Farooq Anwar, M I Bhanger. Analytical characterization of Moringa oleifera seed oil grown in temperate regions of Pakistan. Journal of agricultural and food chemistry. 2003 Oct; 51(22):6558-63. doi: 10.1021/jf0209894. [PMID: 14558778]
  • Nianhang Chen, Michael Appell, Janet L Berfield, Maarten E A Reith. Inhibition by arachidonic acid and other fatty acids of dopamine uptake at the human dopamine transporter. European journal of pharmacology. 2003 Oct; 478(2-3):89-95. doi: 10.1016/j.ejphar.2003.08.045. [PMID: 14575792]
  • Christopher Beermann, Anne-Katrin Röhrig, Günther Boehm. Chemical and enzymatic transacylation of amide-linked FA of buttermilk gangliosides. Lipids. 2003 Aug; 38(8):855-64. doi: 10.1007/s11745-003-1136-3. [PMID: 14577665]
  • James S Buckner, Marcia M Hagen. Triacylglycerol and phospholipid fatty acids of the silverleaf whitefly: composition and biosynthesis. Archives of insect biochemistry and physiology. 2003 Jun; 53(2):66-79. doi: 10.1002/arch.10086. [PMID: 12761874]
  • Kening Yao, Roberto G Bacchetto, Katherine M Lockhart, Laurie J Friesen, Derek A Potts, Patrick S Covello, David C Taylor. Expression of the Arabidopsis ADS1 gene in Brassica juncea results in a decreased level of total saturated fatty acids. Plant biotechnology journal. 2003 May; 1(3):221-9. doi: 10.1046/j.1467-7652.2003.00021.x. [PMID: 17156034]
  • G J A Wanten, F P Janssen, A H J Naber. Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length. European journal of clinical investigation. 2002 Apr; 32(4):285-9. doi: 10.1046/j.1365-2362.2002.00959.x. [PMID: 11952815]
  • T Schewe, C Sadik, L O Klotz, T Yoshimoto, H Kühn, H Sies. Polyphenols of cocoa: inhibition of mammalian 15-lipoxygenase. Biological chemistry. 2001 Dec; 382(12):1687-96. doi: 10.1515/bc.2001.204. [PMID: 11843182]
  • P Mancuso, R W McNish, M Peters-Golden, T G Brock. Evaluation of phagocytosis and arachidonate metabolism by alveolar macrophages and recruited neutrophils from F344xBN rats of different ages. Mechanisms of ageing and development. 2001 Oct; 122(15):1899-913. doi: 10.1016/s0047-6374(01)00322-0. [PMID: 11557288]