(R)-3-Hydroxy-tetradecanoic acid (BioDeep_00000018227)

Main id: BioDeep_00000629014

 

human metabolite Endogenous


代谢物信息卡片


(R)-(-)-3-Hydroxytetradecanoic acid

化学式: C14H28O3 (244.2038)
中文名称: 3-羟基十四酸, 3-羟基十四烷酸, 3-羟基肉豆蔻酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCC(CC(=O)O)O
InChI: InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)

描述信息

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-tetradecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC:2.3.1.41) [HMDB]
In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-tetradecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC:2.3.1.41).

同义名列表

36 个代谢物同义名

(R)-(-)-3-Hydroxytetradecanoic acid; (R)-3-Hydroxy-tetradecanoic acid; (3R)-3-Hydroxytetradecanoic acid; D-(-)-beta-Hydroxymyristic acid; (R)-3-Hydroxytetradecanoic acid; (R)-(-)-3-Hydroxytetradecanoate; beta-Hydroxytetradecanoic acid; D-(-)-Β-hydroxymyristic acid; D-(-)-b-Hydroxymyristic acid; (R)-3-Hydroxy-tetradecanoate; 3-hydroxy-tetradecanoic acid; b-Hydroxytetradecanoic acid; Β-hydroxytetradecanoic acid; 3-HYDROXYTETRADECANOIC ACID; (R)-3-Hydroxytetradecanoate; D-(-)-beta-Hydroxymyristate; (R)-3-Hydroxymyristic acid; (-)-3-Hydroxymyristic acid; beta-Hydroxytetradecanoate; (3R)-Hydroxymyristic acid; beta-Hydroxymyristic acid; D-(-)-Β-hydroxymyristate; D-(-)-b-Hydroxymyristate; Β-hydroxytetradecanoate; b-Hydroxytetradecanoate; (R)-3-Hydroxymyristate; Β-hydroxymyristic acid; 3-HYDROXYMYRISTIC ACID; b-Hydroxymyristic acid; (-)-3-Hydroxymyristate; beta-Hydroxymyristate; (3R)-Hydroxymyristate; Β-hydroxymyristate; b-Hydroxymyristate; UNII:FL8S7F2JJQ; 3-Hydroxytetradecanoic acid



数据库引用编号

17 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)

4 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。

亚细胞结构定位 关联基因列表


文献列表

  • Nicole Reisinger, Caroline Emsenhuber, Barbara Doupovec, Elisabeth Mayer, Gerd Schatzmayr, Veronika Nagl, Bertrand Grenier. Endotoxin Translocation and Gut Inflammation Are Increased in Broiler Chickens Receiving an Oral Lipopolysaccharide (LPS) Bolus during Heat Stress. Toxins. 2020 09; 12(10):. doi: 10.3390/toxins12100622. [PMID: 33003423]
  • Meryem Köse, Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Elisabetta De Filippo, Katharina Sylvester, Trond Ulven, Ivar von Kügelgen, Christa E Müller. An Agonist Radioligand for the Proinflammatory Lipid-Activated G Protein-Coupled Receptor GPR84 Providing Structural Insights. Journal of medicinal chemistry. 2020 03; 63(5):2391-2410. doi: 10.1021/acs.jmedchem.9b01339. [PMID: 31721581]
  • Yumeto Ujita, Megumi Sakata, Ayaka Yoshihara, Yasufumi Hikichi, Kenji Kai. Signal Production and Response Specificity in the phc Quorum Sensing Systems of Ralstonia solanacearum Species Complex. ACS chemical biology. 2019 10; 14(10):2243-2251. doi: 10.1021/acschembio.9b00553. [PMID: 31513382]
  • Chiho Taniguchi, Takehiro Sugawara, Sakura Onoue, Kazuyoshi Kawahara. Structural modification of Escherichia coli lipid A by myristoyltransferase gene from Klebsiella pneumoniae. Microbiology and immunology. 2019 Aug; 63(8):334-337. doi: 10.1111/1348-0421.12722. [PMID: 31218714]
  • Delphine Weil, Jean-Paul Pais de Barros, Guillaume Mourey, Caroline Laheurte, Benoit Cypriani, Nicolas Badet, Eric Delabrousse, Emilie Grandclément, Vincent Di Martino, Philippe Saas, Laurent Lagrost, Thierry Thévenot. Circulating levels of 3-hydroxymyristate, a direct quantification of endotoxaemia in noninfected cirrhotic patients. Liver international : official journal of the International Association for the Study of the Liver. 2019 01; 39(1):106-114. doi: 10.1111/liv.13916. [PMID: 29931819]
  • Clémence Carron, Jean-Paul Pais de Barros, Emilie Gaiffe, Valérie Deckert, Hanane Adda-Rezig, Caroline Roubiou, Caroline Laheurte, David Masson, Dominique Simula-Faivre, Pascale Louvat, Bruno Moulin, Luc Frimat, Philippe Rieu, Christiane Mousson, Antoine Durrbach, Anne-Elisabeth Heng, Philippe Saas, Didier Ducloux, Laurent Lagrost, Jamal Bamoulid. End-Stage Renal Disease-Associated Gut Bacterial Translocation: Evolution and Impact on Chronic Inflammation and Acute Rejection After Renal Transplantation. Frontiers in immunology. 2019; 10(?):1630. doi: 10.3389/fimmu.2019.01630. [PMID: 31474974]
  • Takehiro Sugawara, Sakura Onoue, Hiroaki Takimoto, Kazuyoshi Kawahara. Modification of lipid A structure and activity by the introduction of palmitoyltransferase gene to the acyltransferase-knockout mutant of Escherichia coli. Microbiology and immunology. 2018 Aug; 62(8):497-506. doi: 10.1111/1348-0421.12631. [PMID: 29932223]
  • Lorène J Lebrun, Kaatje Lenaerts, Dorien Kiers, Jean-Paul Pais de Barros, Naig Le Guern, Jiri Plesnik, Charles Thomas, Thibaut Bourgeois, Cornelis H C Dejong, Matthijs Kox, Inca H R Hundscheid, Naim Akhtar Khan, Stéphane Mandard, Valérie Deckert, Peter Pickkers, Daniel J Drucker, Laurent Lagrost, Jacques Grober. Enteroendocrine L Cells Sense LPS after Gut Barrier Injury to Enhance GLP-1 Secretion. Cell reports. 2017 Oct; 21(5):1160-1168. doi: 10.1016/j.celrep.2017.10.008. [PMID: 29091756]
  • Xin Guan, Yozo Okazaki, Andrew Lithio, Ling Li, Xuefeng Zhao, Huanan Jin, Dan Nettleton, Kazuki Saito, Basil J Nikolau. Discovery and Characterization of the 3-Hydroxyacyl-ACP Dehydratase Component of the Plant Mitochondrial Fatty Acid Synthase System. Plant physiology. 2017 04; 173(4):2010-2028. doi: 10.1104/pp.16.01732. [PMID: 28202596]
  • Cristiane Cecatto, Kálita Dos Santos Godoy, Janaína Camacho da Silva, Alexandre Umpierrez Amaral, Moacir Wajner. Disturbance of mitochondrial functions provoked by the major long-chain 3-hydroxylated fatty acids accumulating in MTP and LCHAD deficiencies in skeletal muscle. Toxicology in vitro : an international journal published in association with BIBRA. 2016 Oct; 36(?):1-9. doi: 10.1016/j.tiv.2016.06.007. [PMID: 27371118]
  • Silvio Uhlig, Mariell Negård, Kari K Heldal, Anne Straumfors, Lene Madsø, Berit Bakke, Wijnand Eduard. Profiling of 3-hydroxy fatty acids as environmental markers of endotoxin using liquid chromatography coupled to tandem mass spectrometry. Journal of chromatography. A. 2016 Feb; 1434(?):119-26. doi: 10.1016/j.chroma.2016.01.038. [PMID: 26818235]
  • Cristiane Cecatto, Fernanda H Hickmann, Marília D N Rodrigues, Alexandre U Amaral, Moacir Wajner. Deregulation of mitochondrial functions provoked by long-chain fatty acid accumulating in long-chain 3-hydroxyacyl-CoA dehydrogenase and mitochondrial permeability transition deficiencies in rat heart--mitochondrial permeability transition pore opening as a potential contributing pathomechanism of cardiac alterations in these disorders. The FEBS journal. 2015 Dec; 282(24):4714-26. doi: 10.1111/febs.13526. [PMID: 26408230]
  • Rupesh K Mishra, Fabien Robert-Peillard, Sylvain Ravier, Bruno Coulomb, Jean-Luc Boudenne. Β-hydroxymyristic acid as a chemical marker to detect endotoxins in dialysis water. Analytical biochemistry. 2015 Feb; 470(?):71-7. doi: 10.1016/j.ab.2014.10.013. [PMID: 25449302]
  • Anelise Miotti Tonin, Alexandre Umpierrez Amaral, Estela Natacha Busanello, Juciano Gasparotto, Daniel P Gelain, Niels Gregersen, Moacir Wajner. Mitochondrial bioenergetics deregulation caused by long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies in rat brain: a possible role of mPTP opening as a pathomechanism in these disorders?. Biochimica et biophysica acta. 2014 Sep; 1842(9):1658-67. doi: 10.1016/j.bbadis.2014.06.011. [PMID: 24946182]
  • Yao-Shen Chen, Wun-Ju Shieh, Cynthia S Goldsmith, Maureen G Metcalfe, Patricia W Greer, Sherif R Zaki, Hsin-Hou Chang, Hao Chan, Ya-Lei Chen. Alteration of the phenotypic and pathogenic patterns of Burkholderia pseudomallei that persist in a soil environment. The American journal of tropical medicine and hygiene. 2014 Mar; 90(3):469-79. doi: 10.4269/ajtmh.13-0051. [PMID: 24445207]
  • Rui He, Toshiyuki Wakimoto, Yoko Egami, Hiromichi Kenmoku, Takuya Ito, Yoshinori Asakawa, Ikuro Abe. Heterologously expressed β-hydroxyl fatty acids from a metagenomic library of a marine sponge. Bioorganic & medicinal chemistry letters. 2012 Dec; 22(24):7322-5. doi: 10.1016/j.bmcl.2012.10.082. [PMID: 23127887]
  • Jolanta Lodowska, Daniel Wolny, Marzena Jaworska-Kik, Sławomir Kurkiewicz, Zofia Dzierżewicz, Ludmiła Węglarz. The chemical composition of endotoxin isolated from intestinal strain of Desulfovibrio desulfuricans. TheScientificWorldJournal. 2012; 2012(?):647352. doi: 10.1100/2012/647352. [PMID: 22629175]
  • Jessica V Hankins, James A Madsen, David K Giles, Brandon M Childers, Karl E Klose, Jennifer S Brodbelt, M Stephen Trent. Elucidation of a novel Vibrio cholerae lipid A secondary hydroxy-acyltransferase and its role in innate immune recognition. Molecular microbiology. 2011 Sep; 81(5):1313-29. doi: 10.1111/j.1365-2958.2011.07765.x. [PMID: 21752109]
  • John Badger, Barbara Chie-Leon, Cheyenne Logan, Vandana Sridhar, Banumathi Sankaran, Peter H Zwart, Vicki Nienaber. The structure of LpxD from Pseudomonas aeruginosa at 1.3 Å resolution. Acta crystallographica. Section F, Structural biology and crystallization communications. 2011 Jul; 67(Pt 7):749-52. doi: 10.1107/s1744309111018811. [PMID: 21795786]
  • Gerald Nagahashi, David D Douds. The effects of hydroxy fatty acids on the hyphal branching of germinated spores of AM fungi. Fungal biology. 2011 Apr; 115(4-5):351-8. doi: 10.1016/j.funbio.2011.01.006. [PMID: 21530917]
  • Daniel Wolny, Jolanta Lodowska, Marzena Jaworska-Kik, Sławomir Kurkiewicz, Ludmiła Węglarz, Zofia Dzierżewicz. Chemical composition of Desulfovibrio desulfuricans lipid A. Archives of microbiology. 2011 Jan; 193(1):15-21. doi: 10.1007/s00203-010-0640-2. [PMID: 20978743]
  • M Fodorová, P Vadovič, R Toman. Structural features of lipid A of Rickettsia typhi. Acta virologica. 2011; 55(1):31-44. doi: 10.4149/av_2011_01_31. [PMID: 21434703]
  • Gülsen Tel, Mehmet Oztürk, Mehmet Emin Duru, Mansur Harmandar, Gülaçti Topçu. Chemical composition of the essential oil and hexane extract of Salvia chionantha and their antioxidant and anticholinesterase activities. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2010 Nov; 48(11):3189-93. doi: 10.1016/j.fct.2010.08.020. [PMID: 20732375]
  • Femke I Kraas, Verena Helmetag, Melanie Wittmann, Matthias Strieker, Mohamed A Marahiel. Functional dissection of surfactin synthetase initiation module reveals insights into the mechanism of lipoinitiation. Chemistry & biology. 2010 Aug; 17(8):872-80. doi: 10.1016/j.chembiol.2010.06.015. [PMID: 20797616]
  • Anelise M Tonin, Mateus Grings, Estela N B Busanello, Alana P Moura, Gustavo C Ferreira, Carolina M Viegas, Carolina G Fernandes, Patrícia F Schuck, Moacir Wajner. Long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies induce oxidative stress in rat brain. Neurochemistry international. 2010 Jul; 56(8):930-6. doi: 10.1016/j.neuint.2010.03.025. [PMID: 20381565]
  • L B Skokliuk, L D Varbanets'. [Chemical characterisation of structural components of Rahnella aquatilis lipopolysaccharides]. Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993). 2010 Jan; 72(1):18-24. doi: . [PMID: 20364711]
  • Craig M Bartling, Christian R H Raetz. Crystal structure and acyl chain selectivity of Escherichia coli LpxD, the N-acyltransferase of lipid A biosynthesis. Biochemistry. 2009 Sep; 48(36):8672-83. doi: 10.1021/bi901025v. [PMID: 19655786]
  • Wendy Maury, Jason P Price, Melinda A Brindley, ChoonSeok Oh, Jeffrey D Neighbors, David F Wiemer, Nickolas Wills, Susan Carpenter, Cathy Hauck, Patricia Murphy, Mark P Widrlechner, Kathleen Delate, Ganesh Kumar, George A Kraus, Ludmila Rizshsky, Basil Nikolau. Identification of light-independent inhibition of human immunodeficiency virus-1 infection through bioguided fractionation of Hypericum perforatum. Virology journal. 2009 Jul; 6(?):101. doi: 10.1186/1743-422x-6-101. [PMID: 19594941]
  • David A Six, Sherry M Carty, Ziqiang Guan, Christian R H Raetz. Purification and mutagenesis of LpxL, the lauroyltransferase of Escherichia coli lipid A biosynthesis. Biochemistry. 2008 Aug; 47(33):8623-37. doi: 10.1021/bi800873n. [PMID: 18656959]
  • Wim D'Haeze, Christine Leoff, Glenn Freshour, K Dale Noel, Russell W Carlson. Rhizobium etli CE3 bacteroid lipopolysaccharides are structurally similar but not identical to those produced by cultured CE3 bacteria. The Journal of biological chemistry. 2007 Jun; 282(23):17101-13. doi: 10.1074/jbc.m611669200. [PMID: 17420254]
  • Venkatasubramanian Ulaganathan, Lori Buetow, William N Hunter. Nucleotide substrate recognition by UDP-N-acetylglucosamine acyltransferase (LpxA) in the first step of lipid A biosynthesis. Journal of molecular biology. 2007 Jun; 369(2):305-12. doi: 10.1016/j.jmb.2007.03.039. [PMID: 17434525]
  • P Vadovic, M Fodorová, R Toman. Structural features of lipid A of Piscirickettsia salmonis, the etiological agent of the salmonid rickettsial septicemia. Acta virologica. 2007; 51(4):249-59. doi: ". [PMID: 18197732]
  • Jolanta Lodowska, Daniel Wolny, Ludmiła Weglarz, Zofia Dzierzewicz. [The structural diversity of lipid A from gram-negative bacteria]. Postepy higieny i medycyny doswiadczalnej (Online). 2007; 61(?):106-21. doi: . [PMID: 17369779]
  • Zhan Wang, Jianjun Li, Eleonora Altman. Structural characterization of the lipid A region of Aeromonas salmonicida subsp. salmonicida lipopolysaccharide. Carbohydrate research. 2006 Dec; 341(17):2816-25. doi: 10.1016/j.carres.2006.09.020. [PMID: 17049500]
  • Jolanta Lukasiewicz, Monika Dzieciatkowska, Tomasz Niedziela, Wojciech Jachymek, Anna Augustyniuk, Lennart Kenne, Czeslaw Lugowski. Complete lipopolysaccharide of Plesiomonas shigelloides O74:H5 (strain CNCTC 144/92). 2. Lipid A, its structural variability, the linkage to the core oligosaccharide, and the biological activity of the lipopolysaccharide. Biochemistry. 2006 Sep; 45(35):10434-47. doi: 10.1021/bi060774d. [PMID: 16939196]
  • A S Soydan, H S Dokmetas, M Cetin, A Koyuncu, E Kaptanoglu, H Elden. The evaluation of the role of beta-hydroxy fatty acids on chronic inflammation and insulin resistance. Mediators of inflammation. 2006; 2006(5):64980. doi: 10.1155/mi/2006/64980. [PMID: 17392575]
  • Ivan Mikhail, Håkan H Yildirim, Emma C H Lindahl, Elke K H Schweda. Structural characterization of lipid A from nontypeable and type f Haemophilus influenzae: variability of fatty acid substitution. Analytical biochemistry. 2005 May; 340(2):303-16. doi: 10.1016/j.ab.2005.02.020. [PMID: 15840504]
  • Omita A Trivedi, Pooja Arora, Archana Vats, Mohd Zeeshan Ansari, Rashmi Tickoo, Vijayalakshmi Sridharan, Debasisa Mohanty, Rajesh S Gokhale. Dissecting the mechanism and assembly of a complex virulence mycobacterial lipid. Molecular cell. 2005 Mar; 17(5):631-43. doi: 10.1016/j.molcel.2005.02.009. [PMID: 15749014]
  • A Peter Snyder, Jacek P Dworzanski, Ashish Tripathi, Waleed M Maswadeh, Charles H Wick. Correlation of mass spectrometry identified bacterial biomarkers from a fielded pyrolysis-gas chromatography-ion mobility spectrometry biodetector with the microbiological gram stain classification scheme. Analytical chemistry. 2004 Nov; 76(21):6492-9. doi: 10.1021/ac040099i. [PMID: 15516146]
  • Anthony De Soyza, Charles D Ellis, C M Anjam Khan, Paul A Corris, Raquel Demarco de Hormaeche. Burkholderia cenocepacia lipopolysaccharide, lipid A, and proinflammatory activity. American journal of respiratory and critical care medicine. 2004 Jul; 170(1):70-7. doi: 10.1164/rccm.200304-592oc. [PMID: 15044201]
  • Toshihiro Shinka, Tomiko Kuhara. Quantification of urinary 5-aminolevulinic acid by gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Jun; 806(1):19-23. doi: 10.1016/j.jchromb.2004.02.026. [PMID: 15149606]
  • T I Vakorina, O D Novikova, I N Krasikova, G N Naberezhnykh, T F Solov'eva, Yu S Ovodov. Interaction of porin from Yersinia pseudotuberculosis with different structural forms of endogenous lipopolysaccharide. Biochemistry. Biokhimiia. 2003 Sep; 68(9):976-83. doi: 10.1023/a:1026056411472. [PMID: 14606939]
  • Masaya Ikunaka. A process in need is a process indeed: scalable enantioselective synthesis of chiral compounds for the pharmaceutical industry. Chemistry (Weinheim an der Bergstrasse, Germany). 2003 Jan; 9(2):378-88. doi: 10.1002/chem.200390039. [PMID: 12532286]
  • Benjamin Jeyaretnam, John Glushka, V S Kumar Kolli, Russell W Carlson. Characterization of a novel lipid-A from Rhizobium species Sin-1. A unique lipid-A structure that is devoid of phosphate and has a glycosyl backbone consisting of glucosamine and 2-aminogluconic acid. The Journal of biological chemistry. 2002 Nov; 277(44):41802-10. doi: 10.1074/jbc.m112140200. [PMID: 12193590]
  • R A Buck, J Cai, P D Eleazer, R H Staat, H E Hurst. Detoxification of endotoxin by endodontic irrigants and calcium hydroxide. Journal of endodontics. 2001 May; 27(5):325-7. doi: 10.1097/00004770-200105000-00003. [PMID: 11485249]
  • S I Bakholdina, I N Krasikova, L S Buzoleva, F N Shubin, T F Solov'eva. Effects of culture method and growth phase on free lipid composition of Yersinia pseudotuberculosis. Biochemistry. Biokhimiia. 2001 Apr; 66(4):415-21. doi: 10.1023/a:1010201513188. [PMID: 11403649]
  • M S Trent, W Pabich, C R Raetz, S I Miller. A PhoP/PhoQ-induced Lipase (PagL) that catalyzes 3-O-deacylation of lipid A precursors in membranes of Salmonella typhimurium. The Journal of biological chemistry. 2001 Mar; 276(12):9083-92. doi: 10.1074/jbc.m010730200. [PMID: 11108722]
  • C Oertelt, B Lindner, M Skurnik, O Holst. Isolation and structural characterization of an R-form lipopolysaccharide from Yersinia enterocolitica serotype O:8. European journal of biochemistry. 2001 Feb; 268(3):554-64. doi: 10.1046/j.1432-1327.2001.01891.x. [PMID: 11168394]
  • U Zähringer, R Salvetzki, F Wagner, B Lindner, A J Ulmer. Structural and biological characterisation of a novel tetra-acyl lipid A from Escherichia coli F515 lipopolysaccharide acting as endotoxin antagonist in human monocytes. Journal of endotoxin research. 2001; 7(2):133-46. doi: ". [PMID: 11521094]
  • R D Ashby, D K Solaiman, T A Foglia, C K Liu. Glucose/lipid mixed substrates as a means of controlling the properties of medium chain length poly(hydroxyalkanoates). Biomacromolecules. 2001; 2(1):211-6. doi: 10.1021/bm000098+. [PMID: 11749175]
  • O Holst, S Müller-Loennies, B Lindner, H Brade. Chemical structure of the lipid A of Escherichia coli J-5. European journal of biochemistry. 1993 Jun; 214(3):695-701. doi: 10.1111/j.1432-1033.1993.tb17970.x. [PMID: 8319680]
  • R L Danner, A L Van Dervort, M E Doerfler, P Stuetz, J E Parrillo. Antiendotoxin activity of lipid A analogues: requirements of the chemical structure. Pharmaceutical research. 1990 Mar; 7(3):260-3. doi: 10.1023/a:1015874012484. [PMID: 2160074]
  • K Tanamoto. Development of a new quantitative method for detection of endotoxin by fluorescence labeling of 3-hydroxy fatty acid. Advances in experimental medicine and biology. 1990; 256(?):203-13. doi: 10.1007/978-1-4757-5140-6_18. [PMID: 2109502]
  • I Fukuda, K Tanamoto, S Kanegasaki, Y Yajima, Y Goto. Deacylation of bacterial lipopolysaccharide in rat hepatocytes in vitro. British journal of experimental pathology. 1989 Jun; 70(3):267-74. doi: ". [PMID: 2669923]
  • A Sonesson, L Larsson, J Jimenez. Two-dimensional gas chromatography with electron-capture detection used in the determination of specific peptidoglycan and lipopolysaccharide constituents of gram-negative bacteria in infected human urine. Journal of chromatography. 1989 May; 490(1):71-9. doi: 10.1016/s0378-4347(00)82762-0. [PMID: 2668312]
  • D Kirschner, S S Que Hee, C S Clark. Method for detecting the 3-hydroxymyristic acid component of the endotoxins of gram-negative bacteria in compost samples. American Industrial Hygiene Association journal. 1985 Dec; 46(12):741-6. doi: 10.1080/15298668591395661. [PMID: 3909795]
  • M Impicciatore, D G Hansen, D Rachmilewitz, S K Maitra, G Lugaro, M I Grossman. Comparison of human urine gastric inhibitor (HUGI) and bacterial endotoxin as inhibitors of acid secretion. European journal of pharmacology. 1980 Aug; 65(4):365-8. doi: 10.1016/0014-2999(80)90340-4. [PMID: 6967818]