N-Heptane (BioDeep_00000022643)

 

Secondary id: BioDeep_00000173370, BioDeep_00000616974, BioDeep_00000861223

human metabolite Endogenous BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


N-Heptane, ion (1+)

化学式: C7H16 (100.1251936)
中文名称: 正庚烷, 庚烷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCC
InChI: InChI=1S/C7H16/c1-3-5-7-6-4-2/h3-7H2,1-2H3

描述信息

N-Heptane, also known as heptan or CH3-[CH2]5-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, N-heptane is considered to be a hydrocarbon lipid molecule. N-Heptane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. N-Heptane is a sweet, alkane, and ethereal tasting compound. N-heptane has been detected, but not quantified, in cardamoms and gingers. This could make N-heptane a potential biomarker for the consumption of these foods. This is done by shaking the stained paper in a heptane solution for about half a minute. N-Heptane is a potentially toxic compound. It was originally chosen as the zero point of the scale because of the availability of very high purity n-heptane, unmixed with other isomers of heptane or other alkanes, distilled from the resin of Jeffrey pine and from the fruit of Pittosporum resiniferum. As a liquid, it is ideal for transport and storage. The 2,2-dimethylpentane isomer can be prepared by reacting tert-butyl chloride with n-propyl magnesium bromide. The linear n-heptane can be obtained from Jeffrey pine oil. In water, both bromine and iodine appear brown. n-Heptane is the straight-chain alkane with the chemical formula H3C(CH2)5CH3 or C7H16.
Heptane is an alkane hydrocarbon with the chemical formula CH3(CH2)8CH3. Heptane has 9 isomers, or 11 if enantiomers are counted. N-Heptane is found in cardamom and ginger.

同义名列表

8 个代谢物同义名

N-Heptane, ion (1+); Dipropyl methane; Dipropylmethane; CH3-[CH2]5-CH3; N-Heptane; HEPTANE; Heptan; Heptane



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

14 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

  • Yihang Wu, Zixiu Liu, Zhenxiu He, Jumei Yi, Xingfang Qiao, Chunbin Tan, Yajing Xing, Yaobo Zeng, Dajian Yang, Junlin Yin, Baomin Fan, Guangzhi Zeng. Cantharidin analogue alleviates dextran sulfate sodium-induced colitis in mice by inhibiting the activation of NF-κB signaling. European journal of medicinal chemistry. 2023 Nov; 260(?):115731. doi: 10.1016/j.ejmech.2023.115731. [PMID: 37643546]
  • Keisuke Mitsui, Maria E K Lie, Naoki Saito, Koichi Fujiwara, Mizuki Watanabe, Petrine Wellendorph, Satoshi Shuto. Synthesis of γ-Aminobutyric Acid (GABA) Analogues Conformationally Restricted by Bicyclo[3.1.0]hexane/hexene or [4.1.0]Heptane/heptene Backbones as Potent Betaine/GABA Transporter Inhibitors. Organic letters. 2022 06; 24(23):4151-4154. doi: 10.1021/acs.orglett.2c01346. [PMID: 35674784]
  • M V Osikov, E V Davydova, N V Kaigorodtseva, A A Fedosov, M A Il'inykh, K S Savchuk, L V Vorgova. Influence of Rectal Ozone Application on the Intensity of Free Radical Destruction of Lipids and Intestinal Proteins in the Dynamics of Experimental Colitis. Bulletin of experimental biology and medicine. 2022 May; 173(1):24-27. doi: 10.1007/s10517-022-05485-4. [PMID: 35622259]
  • Ye Ji Koo, Eun Chul Pack, Ye Jin Lee, Hyung Soo Kim, Dae Yong Jang, Seung Ha Lee, Young Soon Kim, Kyung Min Lim, Dal Woong Choi. Determination of toxic metal release from metallic kitchen utensils and their health risks. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Nov; 145(?):111651. doi: 10.1016/j.fct.2020.111651. [PMID: 32763438]
  • Chen Fan, Lijiao Wen, Xueli Cao. A biphasic system based on guanidinium ionic liquid: Preparative separation of eicosapentaenoic acid ethyl ester and docosahexaenoic acid ethyl ester by countercurrent chromatography. Journal of chromatography. A. 2020 May; 1618(?):460872. doi: 10.1016/j.chroma.2020.460872. [PMID: 31959458]
  • Josef Dib, Christina Bosse, Maria Tsivou, Anna-M Glatt, Thomas Geisendorfer, Hans Geyer, Günter Gmeiner, Gerd Sigmund, Mario Thevis. Is heptaminol a (major) metabolite of octodrine?. Drug testing and analysis. 2019 Nov; 11(11-12):1761-1763. doi: 10.1002/dta.2737. [PMID: 31763761]
  • Biyun Sun, Madhu K Sundaraneedi, Hannah M Southam, Robert K Poole, Ian F Musgrave, F Richard Keene, J Grant Collins. Synthesis and biological properties of tetranuclear ruthenium complexes containing the bis[4(4'-methyl-2,2'-bipyridyl)]-1,7-heptane ligand. Dalton transactions (Cambridge, England : 2003). 2019 Oct; 48(38):14505-14515. doi: 10.1039/c9dt03221e. [PMID: 31531475]
  • Youna Moon, Tao Tong, Wesuk Kang, Taesun Park. Filbertone Ameliorates Adiposity in Mice Fed a High-Fat Diet via Activation of cAMP Signaling. Nutrients. 2019 Jul; 11(8):. doi: 10.3390/nu11081749. [PMID: 31366045]
  • Moran Dvela-Levitt, Maria Kost-Alimova, Maheswarareddy Emani, Eva Kohnert, Rebecca Thompson, Eriene-Heidi Sidhom, Ana Rivadeneira, Nareh Sahakian, Julie Roignot, Gregory Papagregoriou, Monica S Montesinos, Abbe R Clark, David McKinney, Juan Gutierrez, Mark Roth, Lucienne Ronco, Esther Elonga, Todd A Carter, Andreas Gnirke, Michelle Melanson, Kate Hartland, Nicolas Wieder, Jane C-H Hsu, Constantinos Deltas, Rebecca Hughey, Anthony J Bleyer, Stanislav Kmoch, Martina Živná, Veronika Barešova, Savithri Kota, Johannes Schlondorff, Myriam Heiman, Seth L Alper, Florence Wagner, Astrid Weins, Todd R Golub, Eric S Lander, Anna Greka. Small Molecule Targets TMED9 and Promotes Lysosomal Degradation to Reverse Proteinopathy. Cell. 2019 07; 178(3):521-535.e23. doi: 10.1016/j.cell.2019.07.002. [PMID: 31348885]
  • Bernd Rossbach, Peter Kegel, Stephan Letzel. Urinary excretion of heptanones, heptanoles and 2,5-heptanedione after controlled acute exposure of volunteers to n-heptane. Toxicology letters. 2018 Dec; 298(?):81-90. doi: 10.1016/j.toxlet.2018.03.031. [PMID: 29601860]
  • D Klein, W Kessler, C Pütz, B Semder, W Kirchinger, A Langsch, W Gries, R Otter, A K E Gallien, X Wurzenberger, J G Filser. Single ingestion of di-(2-propylheptyl) phthalate (DPHP) by male volunteers: DPHP in blood and its metabolites in blood and urine. Toxicology letters. 2018 Sep; 294(?):105-115. doi: 10.1016/j.toxlet.2018.05.010. [PMID: 29758360]
  • Jinghui Zhao, Yu Guo, A Lan, Wenjing Luo, Xiaona Wang, Li Fu, Qing Cai, Yanmin Zhou. The effect of amino plasma-enhanced chemical vapor deposition-treated titanium surface on Schwann cells. Journal of biomedical materials research. Part A. 2018 Jan; 106(1):265-271. doi: 10.1002/jbm.a.36167. [PMID: 28782282]
  • Anna-Sara Claeson, Sandra Gouveia-Figueira, Jenny Häggström, Christopher J Fowler, Malin L Nording. Levels of oxylipins, endocannabinoids and related lipids in plasma before and after low-level exposure to acrolein in healthy individuals and individuals with chemical intolerance. Prostaglandins, leukotrienes, and essential fatty acids. 2017 Jun; 121(?):60-67. doi: 10.1016/j.plefa.2017.06.004. [PMID: 28651699]
  • Marco Müller, Michael Englert, Martyn J Earle, Walter Vetter. Development of solvent systems with room temperature ionic liquids for the countercurrent chromatographic separation of very nonpolar lipid compounds. Journal of chromatography. A. 2017 Mar; 1488(?):68-76. doi: 10.1016/j.chroma.2017.01.074. [PMID: 28179081]
  • Emma C Brace, Abigail S Engelberth. Enhancing silymarin fractionation using the conductor-like screening model for real solvents. Journal of chromatography. A. 2017 Mar; 1487(?):187-193. doi: 10.1016/j.chroma.2017.01.058. [PMID: 28161126]
  • Xiaojie Huang, Genyun Tang, Yumei Liao, Xiaoji Zhuang, Xiao Dong, Hui Liu, Xiao-Jun Huang, Wen-Cai Ye, Ying Wang, Lei Shi. 7-(4-Hydroxyphenyl)-1-phenyl-4E-hepten-3-one, a Diarylheptanoid from Alpinia officinarum, Protects Neurons against Amyloid-β Induced Toxicity. Biological & pharmaceutical bulletin. 2016 Dec; 39(12):1961-1967. doi: 10.1248/bpb.b16-00411. [PMID: 27615431]
  • Tian-Tian Zhang, Chuan-Li Lu, Jian-Guo Jiang. Neuroprotective and Anti-Inflammatory Effects of Diphenylheptanes from the Fruits of Amomum tsaoko, a Chinese Spice. Plant foods for human nutrition (Dordrecht, Netherlands). 2016 Dec; 71(4):450-453. doi: 10.1007/s11130-016-0570-5. [PMID: 27452308]
  • Lars Löfgren, Gun-Britt Forsberg, Marcus Ståhlman. The BUME method: a new rapid and simple chloroform-free method for total lipid extraction of animal tissue. Scientific reports. 2016 06; 6(?):27688. doi: 10.1038/srep27688. [PMID: 27282822]
  • Yuqi She, Qifan Zheng, Xuerong Xiao, Xia Wu, Yifan Feng. An analysis on the suppression of NO and PGE2 by diphenylheptane A and its effect on glycerophospholipids of lipopolysaccharide-induced RAW264.7 cells with UPLC/ESI-QTOF-MS. Analytical and bioanalytical chemistry. 2016 May; 408(12):3185-201. doi: 10.1007/s00216-016-9383-5. [PMID: 27025382]
  • Yun-Fang Hao, Chuan-Li Lu, Dong-Jun Li, Liang Zhu, Jian-Guo Jiang, Jin-Hua Piao. Protective effects of diphenylheptanes from Curcuma phaeocaulis Val. on H2O2 induced cell injury. Food & function. 2014 Jul; 5(7):1369-73. doi: 10.1039/c3fo60687b. [PMID: 24818222]
  • Aurélien S Trivella, Shirin Monadjemi, David R Worrall, Iain Kirkpatrick, Emmanuel Arzoumanian, Claire Richard. Perinaphthenone phototransformation in a model of leaf epicuticular waxes. Journal of photochemistry and photobiology. B, Biology. 2014 Jan; 130(?):93-101. doi: 10.1016/j.jphotobiol.2013.10.009. [PMID: 24300996]
  • Miroslav Novaković, Milica Pešić, Snežana Trifunović, Ivan Vučković, Nina Todorović, Ana Podolski-Renić, Jelena Dinić, Sonja Stojković, Vele Tešević, Vlatka Vajs, Slobodan Milosavljević. Diarylheptanoids from the bark of black alder inhibit the growth of sensitive and multi-drug resistant non-small cell lung carcinoma cells. Phytochemistry. 2014 Jan; 97(?):46-54. doi: 10.1016/j.phytochem.2013.11.001. [PMID: 24290194]
  • Susruta Samanta, Samira Hezaveh, Danilo Roccatano. Theoretical study of binding and permeation of ether-based polymers through interfaces. The journal of physical chemistry. B. 2013 Nov; 117(47):14723-31. doi: 10.1021/jp4028832. [PMID: 24219592]
  • Michal Kielbus, Krystyna Skalicka-Wozniak, Aneta Grabarska, Witold Jeleniewicz, Magdalena Dmoszynska-Graniczka, Andrew Marston, Krzysztof Polberg, Piotr Gawda, Janusz Klatka, Andrzej Stepulak. 7-substituted coumarins inhibit proliferation and migration of laryngeal cancer cells in vitro. Anticancer research. 2013 Oct; 33(10):4347-56. doi: . [PMID: 24123002]
  • A Hamdan, C Noel, F Kosior, G Henrion, T Belmonte. Dynamics of bubbles created by plasma in heptane for micro-gap conditions. The Journal of the Acoustical Society of America. 2013 Aug; 134(2):991-1000. doi: 10.1121/1.4812255. [PMID: 23927098]
  • Mahmoud Hamzaoui, Jean-Hugues Renault, Jean-Marc Nuzillard, Romain Reynaud, Jane Hubert. Stepwise elution of a three-phase solvent system in centrifugal partition extraction: a new strategy for the fractionation and phytochemical screening of a crude bark extract. Phytochemical analysis : PCA. 2013 Jul; 24(4):367-73. doi: 10.1002/pca.2418. [PMID: 23427023]
  • Yusuke Sawai, Shunsuke Nishimoto, Yoshikazu Kameshima, Eiji Fujii, Michihiro Miyake. Photoinduced underwater superoleophobicity of TiO2 thin films. Langmuir : the ACS journal of surfaces and colloids. 2013 Jun; 29(23):6784-9. doi: 10.1021/la401382g. [PMID: 23701360]
  • María V Gallegos, Lorena R Falco, Miguel A Peluso, Jorge E Sambeth, Horacio J Thomas. Recovery of manganese oxides from spent alkaline and zinc-carbon batteries. An application as catalysts for VOCs elimination. Waste management (New York, N.Y.). 2013 Jun; 33(6):1483-90. doi: 10.1016/j.wasman.2013.03.006. [PMID: 23562448]
  • Irmtraud Horst, Brenda M Parker, John S Dennis, Christopher J Howe, Stuart A Scott, Alison G Smith. Treatment of Phaeodactylum tricornutum cells with papain facilitates lipid extraction. Journal of biotechnology. 2012 Nov; 162(1):40-9. doi: 10.1016/j.jbiotec.2012.06.033. [PMID: 22789479]
  • Mizuki Takashima, Mototada Shichiri, Yoshihisa Hagihara, Yasukazu Yoshida, Etsuo Niki. Capacity of fucoxanthin for scavenging peroxyl radicals and inhibition of lipid peroxidation in model systems. Free radical research. 2012 Nov; 46(11):1406-12. doi: 10.3109/10715762.2012.721542. [PMID: 22900899]
  • Mizuki Takashima, Mototada Shichiri, Yoshihisa Hagihara, Yasukazu Yoshida, Etsuo Niki. Capacity of peroxyl radical scavenging and inhibition of lipid peroxidation by β-carotene, lycopene, and commercial tomato juice. Food & function. 2012 Nov; 3(11):1153-60. doi: 10.1039/c2fo30119a. [PMID: 22875157]
  • Annina Steinbach, Andrea Tautzenberger, Andreas Schaller, Andreas Kalytta-Mewes, Sebastian Tränkle, Anita Ignatius, Dirk Volkmer. Plasma-enhanced chemical vapor deposition of n-heptane and methyl methacrylate for potential cell alignment applications. ACS applied materials & interfaces. 2012 Oct; 4(10):5196-203. doi: 10.1021/am301124b. [PMID: 22992135]
  • Frank A Momany, Udo Schnupf. DFTr studies of five- and six-residue cyclic-β(1→4) cellulosic molecules. Biopolymers. 2012 Jul; 97(7):568-76. doi: 10.1002/bip.22039. [PMID: 22354541]
  • Susruta Samanta, Samira Hezaveh, Giuseppe Milano, Danilo Roccatano. Diffusion of 1,2-dimethoxyethane and 1,2-dimethoxypropane through phosphatidycholine bilayers: a molecular dynamics study. The journal of physical chemistry. B. 2012 May; 116(17):5141-51. doi: 10.1021/jp211564x. [PMID: 22409229]
  • I A Volchegorskiĭ, L M Rassokhina, M I Koliadich, M N Alekseev. [The metabolic predictors of depression under diabetes mellitus]. Klinicheskaia laboratornaia diagnostika. 2012 May; ?(5):28-31. doi: ". [PMID: 22834155]
  • Riccardo Rossi, Fabio Suadoni, Ludovica Pieroni, Fabio De-Giorgio, Massimo Lancia. Two cases of acute propane/butane poisoning in prison. Journal of forensic sciences. 2012 May; 57(3):832-4. doi: 10.1111/j.1556-4029.2011.02003.x. [PMID: 22150071]
  • Bernd Rossbach, Peter Kegel, Stephan Letzel. Application of headspace solid phase dynamic extraction gas chromatography/mass spectrometry (HS-SPDE-GC/MS) for biomonitoring of n-heptane and its metabolites in blood. Toxicology letters. 2012 Apr; 210(2):232-9. doi: 10.1016/j.toxlet.2011.07.033. [PMID: 21903155]
  • A M Tarola, A M Girelli, S Lorusso. High performance liquid chromatography determination of fatty acids in drying oils following lipase action. Journal of chromatographic science. 2012 Apr; 50(4):294-300. doi: 10.1093/chromsci/bms005. [PMID: 22368115]
  • Joakim P M Jämbeck, Alexander P Lyubartsev. Derivation and systematic validation of a refined all-atom force field for phosphatidylcholine lipids. The journal of physical chemistry. B. 2012 Mar; 116(10):3164-79. doi: 10.1021/jp212503e. [PMID: 22352995]
  • Axel Tiessen, Annika Nerlich, Benjamin Faix, Christine Hümmer, Simon Fox, Kay Trafford, Hans Weber, Winfriede Weschke, Peter Geigenberger. Subcellular analysis of starch metabolism in developing barley seeds using a non-aqueous fractionation method. Journal of experimental botany. 2012 Mar; 63(5):2071-87. doi: 10.1093/jxb/err408. [PMID: 22200665]
  • Ng Mei Han, Choo Yuen May. Chromatographic analyses of tocopherols and tocotrienols in palm oil. Journal of chromatographic science. 2012 Mar; 50(3):283-6. doi: 10.1093/chromsci/bms002. [PMID: 22337806]
  • Anna Woźniak, Roman Paduch. Aloe vera extract activity on human corneal cells. Pharmaceutical biology. 2012 Feb; 50(2):147-54. doi: 10.3109/13880209.2011.579980. [PMID: 22338121]
  • Aline S Borer, Paul Wassmann, Margit Schmidt, Donald R Hoffman, Jing-Jiang Zhou, Christine Wright, Tilman Schirmer, Zora Marković-Housley. Crystal structure of Sol I 2: a major allergen from fire ant venom. Journal of molecular biology. 2012 Jan; 415(4):635-48. doi: 10.1016/j.jmb.2011.10.009. [PMID: 22100449]
  • Joseph B Lim, Brent Rogaski, Jeffery B Klauda. Update of the cholesterol force field parameters in CHARMM. The journal of physical chemistry. B. 2012 Jan; 116(1):203-10. doi: 10.1021/jp207925m. [PMID: 22136112]
  • Emeline Van Goethem, Elizabeth A Silva, Hui Xiao, Nathalie C Franc. The Drosophila TRPP cation channel, PKD2 and Dmel/Ced-12 act in genetically distinct pathways during apoptotic cell clearance. PloS one. 2012; 7(2):e31488. doi: 10.1371/journal.pone.0031488. [PMID: 22347485]
  • Aakash Chawade, Pernilla Lindén, Marcus Bräutigam, Rickard Jonsson, Anders Jonsson, Thomas Moritz, Olof Olsson. Development of a model system to identify differences in spring and winter oat. PloS one. 2012; 7(1):e29792. doi: 10.1371/journal.pone.0029792. [PMID: 22253782]
  • Sabrina Klem, Mario Klingler, Hans Demmelmair, Berthold Koletzko. Efficient and specific analysis of red blood cell glycerophospholipid fatty acid composition. PloS one. 2012; 7(3):e33874. doi: 10.1371/journal.pone.0033874. [PMID: 22479463]
  • Miroslaw A Hawrył, Renata Nowak, Monika Waksmundzka-Hajnos, Ryszard Swieboda, Monika Robak. Two-dimensional thin layer chromatographic separation of phenolic compounds from Eupatorium cannabinum extracts and their antioxidant activity. Medicinal chemistry (Shariqah (United Arab Emirates)). 2012 Jan; 8(1):118-31. doi: 10.2174/157340612799278270. [PMID: 22420560]
  • Sara KoohiKamali, Chin Ping Tan, Tau Chuan Ling. Optimization of sunflower oil transesterification process using sodium methoxide. TheScientificWorldJournal. 2012; 2012(?):475027. doi: 10.1100/2012/475027. [PMID: 22593688]
  • Md Jelas Haron, Hossein Jahangirian, Sidik Silong, Nor Azah Yusof, Anuar Kassim, Roshanak Rafiee-Moghaddam, Behnam Mahdavi, Mazyar Peyda, Yadollah Abdollahi, Jamileh Amin. Benzyl and methyl fatty hydroxamic acids based on palm kernel oil as chelating agent for liquid-liquid iron(III) extraction. International journal of molecular sciences. 2012; 13(2):2148-2159. doi: 10.3390/ijms13022148. [PMID: 22408444]
  • Petter Olsson, Jan Holmbäck, Bengt Herslöf. Separation of lipid classes by HPLC on a cyanopropyl column. Lipids. 2012 Jan; 47(1):93-9. doi: 10.1007/s11745-011-3627-0. [PMID: 22101922]
  • Zhen-Fang Li, Yan-Qiu Yang, Dong-Feng Xie, Lan-Fang Zhu, Zi-Guan Zhang, Wen-Xiong Lin. Identification of autotoxic compounds in fibrous roots of Rehmannia (Rehmannia glutinosa Libosch.). PloS one. 2012; 7(1):e28806. doi: 10.1371/journal.pone.0028806. [PMID: 22235251]
  • 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]
  • S Monadjemi, M El Roz, C Richard, A Ter Halle. Photoreduction of chlorothalonil fungicide on plant leaf models. Environmental science & technology. 2011 Nov; 45(22):9582-9. doi: 10.1021/es202400s. [PMID: 21950599]
  • Aftab Ahamed, Birgitte K Ahring. Production of hydrocarbon compounds by endophytic fungi Gliocladium species grown on cellulose. Bioresource technology. 2011 Oct; 102(20):9718-22. doi: 10.1016/j.biortech.2011.07.073. [PMID: 21852119]
  • Sebastian Peter, Matthias Kinne, Xiaoshi Wang, René Ullrich, Gernot Kayser, John T Groves, Martin Hofrichter. Selective hydroxylation of alkanes by an extracellular fungal peroxygenase. The FEBS journal. 2011 Oct; 278(19):3667-75. doi: 10.1111/j.1742-4658.2011.08285.x. [PMID: 21812933]
  • Frans J Jongeneelen, Wil F Ten Berge. A generic, cross-chemical predictive PBTK model with multiple entry routes running as application in MS Excel; design of the model and comparison of predictions with experimental results. The Annals of occupational hygiene. 2011 Oct; 55(8):841-64. doi: 10.1093/annhyg/mer075. [PMID: 21998005]
  • Nora C Lawo, Georg J F Weingart, Rainer Schuhmacher, Astrid Forneck. The volatile metabolome of grapevine roots: first insights into the metabolic response upon phylloxera attack. Plant physiology and biochemistry : PPB. 2011 Sep; 49(9):1059-63. doi: 10.1016/j.plaphy.2011.06.008. [PMID: 21764593]
  • Kishore Kamaraju, Jacqueline Smith, Jingxin Wang, Varnika Roy, Herman O Sintim, William E Bentley, Sergei Sukharev. Effects on membrane lateral pressure suggest permeation mechanisms for bacterial quorum signaling molecules. Biochemistry. 2011 Aug; 50(32):6983-93. doi: 10.1021/bi200684z. [PMID: 21736305]
  • Ting Zhang, Ying Cui. [Determination of propofol in human plasma by microemulsion liquid chromatography]. Se pu = Chinese journal of chromatography. 2011 Aug; 29(8):768-72. doi: NULL. [PMID: 22128741]
  • Alvaro Aragón, José M Cortés, Rosa M Toledano, Jesús Villén, Ana Vázquez. Analysis of wax esters in edible oils by automated on-line coupling liquid chromatography-gas chromatography using the through oven transfer adsorption desorption (TOTAD) interface. Journal of chromatography. A. 2011 Jul; 1218(30):4960-5. doi: 10.1016/j.chroma.2010.12.042. [PMID: 21256496]
  • Kyung Jin Kwak, Su Jung Park, Ji Hoon Han, Min Kyung Kim, Seung Han Oh, Yeon Soo Han, Hunseung Kang. Structural determinants crucial to the RNA chaperone activity of glycine-rich RNA-binding proteins 4 and 7 in Arabidopsis thaliana during the cold adaptation process. Journal of experimental botany. 2011 Jul; 62(11):4003-11. doi: 10.1093/jxb/err101. [PMID: 21511907]
  • Mark J Arcario, Y Zenmei Ohkubo, Emad Tajkhorshid. Capturing spontaneous partitioning of peripheral proteins using a biphasic membrane-mimetic model. The journal of physical chemistry. B. 2011 Jun; 115(21):7029-37. doi: 10.1021/jp109631y. [PMID: 21561114]
  • Ogbevire L Aberare, Patrick Okuonghae, Nathaniel Mukoro, John O Dirisu, Favour Osazuwa, Elvis Odigie, Richard Omoregie. Triglycerides, total cholesterol, high density lipoprotein cholesterol and low density lipoprotein cholesterol in rats exposed to premium motor spirit fumes. North American journal of medical sciences. 2011 Jun; 3(6):277-80. doi: 10.4297/najms.2011.3277. [PMID: 22540098]
  • Fabrizio Micheli, Paolo Cavanni, Michela Bettati, Giorgio Bonanomi, Romano Di Fabio, Elettra Fazzolari, Carla Marchioro, Maja Roscic, Luca Tarsi, Filippo Visentini, Laura Zonzini, Angela Worby. 1-Heteroaryl-6-(3,4-dichlorophenyl)-3-azabicyclo[4.1.0]heptane: further insights into a class of triple re-uptake inhibitors. Bioorganic & medicinal chemistry. 2011 Jun; 19(11):3451-61. doi: 10.1016/j.bmc.2011.04.032. [PMID: 21550808]
  • Mohar Chattopadhyay, Elzbieta S Selinger, Lisa M Ballou, Richard Z Lin. Ablation of PI3K p110-α prevents high-fat diet-induced liver steatosis. Diabetes. 2011 May; 60(5):1483-92. doi: 10.2337/db10-0869. [PMID: 21464441]
  • Thunchnok Jitsanong, Kornnika Khanobdee, Pawinee Piyachaturawat, Kanokpan Wongprasert. Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death. Toxicology in vitro : an international journal published in association with BIBRA. 2011 Feb; 25(1):167-76. doi: 10.1016/j.tiv.2010.10.014. [PMID: 21044678]
  • Nur Fariza Abd Rahman, Mahiran Basri, Mohd Basyaruddin Abdul Rahman, Raja Noor Zaliha Raja Abdul Rahman, Abu Bakar Salleh. High yield lipase-catalyzed synthesis of Engkabang fat esters for the cosmetic industry. Bioresource technology. 2011 Feb; 102(3):2168-76. doi: 10.1016/j.biortech.2010.10.034. [PMID: 21050749]
  • Changting Xiao, Mirjana Pavlic, Linda Szeto, Bruce W Patterson, Gary F Lewis. Effects of acute hyperglucagonemia on hepatic and intestinal lipoprotein production and clearance in healthy humans. Diabetes. 2011 Feb; 60(2):383-90. doi: 10.2337/db10-0763. [PMID: 20980459]
  • Muhammad Zia-Ul-Haq, Sanja Cavar, Mughal Qayum, Imran Imran, Vincenzo de Feo. Compositional studies: antioxidant and antidiabetic activities of Capparis decidua (Forsk.) Edgew. International journal of molecular sciences. 2011; 12(12):8846-61. doi: 10.3390/ijms12128846. [PMID: 22272107]
  • Anahita Khoramnia, Afshin Ebrahimpour, Boon Kee Beh, Oi Ming Lai. Production of a solvent, detergent, and thermotolerant lipase by a newly isolated Acinetobacter sp. in submerged and solid-state fermentations. Journal of biomedicine & biotechnology. 2011; 2011(?):702179. doi: 10.1155/2011/702179. [PMID: 21960739]
  • Lishuang Yu, Hongzhi Ye, Lili Zheng, Lidian Chen, Kedan Chu, Xianxiang Liu, Xueqin Xu, Guonan Chen. Determination of the epimerization rate constant of amygdalin by microemulsion electrokinetic chromatography. Electrophoresis. 2011 Jan; 32(2):218-22. doi: 10.1002/elps.201000287. [PMID: 21254118]
  • Pia Marlene Nissen, Caroline Nebel, Niels Oksbjerg, Hanne Christine Bertram. Metabolomics reveals relationship between plasma inositols and birth weight: possible markers for fetal programming of type 2 diabetes. Journal of biomedicine & biotechnology. 2011; 2011(?):. doi: 10.1155/2011/378268. [PMID: 20814537]
  • Mihaela Marilena Stancu, Magdalena Grifoll. Multidrug resistance in hydrocarbon-tolerant Gram-positive and Gram-negative bacteria. The Journal of general and applied microbiology. 2011; 57(1):1-18. doi: 10.2323/jgam.57.1. [PMID: 21478643]
  • Barbara D Pachikian, Ahmed Essaghir, Jean-Baptiste Demoulin, Audrey M Neyrinck, Emilie Catry, Fabienne C De Backer, Nicolas Dejeans, Evelyne M Dewulf, Florence M Sohet, Laurence Portois, Louise Deldicque, Olivier Molendi-Coste, Isabelle A Leclercq, Marc Francaux, Yvon A Carpentier, Fabienne Foufelle, Giulio G Muccioli, Patrice D Cani, Nathalie M Delzenne. Hepatic n-3 polyunsaturated fatty acid depletion promotes steatosis and insulin resistance in mice: genomic analysis of cellular targets. PloS one. 2011; 6(8):e23365. doi: 10.1371/journal.pone.0023365. [PMID: 21853118]
  • Diana M Lee, Kenneth W Jackson, Nicholas Knowlton, Joshua Wages, Petar Alaupovic, Ola Samuelsson, Aso Saeed, Michael Centola, Per-Ola Attman. Oxidative stress and inflammation in renal patients and healthy subjects. PloS one. 2011; 6(7):e22360. doi: 10.1371/journal.pone.0022360. [PMID: 21829457]
  • Yuguang Lin, Mario A Vermeer, Elke A Trautwein. Triterpenic Acids Present in Hawthorn Lower Plasma Cholesterol by Inhibiting Intestinal ACAT Activity in Hamsters. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):801272. doi: 10.1093/ecam/nep007. [PMID: 19228775]
  • Dong Chang, Qian Sha, Xuefei Zhang, Peipei Liu, Shengzhong Rong, Tao Han, Ping Liu, Hongzhi Pan. The evaluation of the oxidative stress parameters in patients with primary angle-closure glaucoma. PloS one. 2011; 6(11):e27218. doi: 10.1371/journal.pone.0027218. [PMID: 22096540]
  • Miyako Kusano, Pär Jonsson, Atsushi Fukushima, Jonas Gullberg, Michael Sjöström, Johan Trygg, Thomas Moritz. Metabolite Signature during Short-Day Induced Growth Cessation in Populus. Frontiers in plant science. 2011; 2(?):29. doi: 10.3389/fpls.2011.00029. [PMID: 22629261]
  • Julia Krammer, Margarete Digel, Friedrich Ehehalt, Wolfgang Stremmel, Joachim Füllekrug, Robert Ehehalt. Overexpression of CD36 and acyl-CoA synthetases FATP2, FATP4 and ACSL1 increases fatty acid uptake in human hepatoma cells. International journal of medical sciences. 2011; 8(7):599-614. doi: 10.7150/ijms.8.599. [PMID: 22022213]
  • Mark A McElwain, Dennis C Ko, Michael D Gordon, Henrik Fyrst, Julie D Saba, Roel Nusse. A suppressor/enhancer screen in Drosophila reveals a role for wnt-mediated lipid metabolism in primordial germ cell migration. PloS one. 2011; 6(11):e26993. doi: 10.1371/journal.pone.0026993. [PMID: 22069480]
  • Hugo Germain, Na Qu, Yu Ti Cheng, Eunkyoung Lee, Yan Huang, Oliver Xiaoou Dong, Patrick Gannon, Shuai Huang, Pingtao Ding, Yingzhong Li, Fred Sack, Yuelin Zhang, Xin Li. MOS11: a new component in the mRNA export pathway. PLoS genetics. 2010 Dec; 6(12):e1001250. doi: 10.1371/journal.pgen.1001250. [PMID: 21203492]
  • Shinzo Kagabu, Ikuya Ohno, Motohiro Tomizawa, Kathleen A Durkin, Ryota Matsuura, Daiki Uchiyama, Nozomi Nagae, Satoru Kumazawa. Furan-2,5-dimethylene-tethered bis-imidacloprid insecticide conferring high potency. Journal of agricultural and food chemistry. 2010 Nov; 58(22):11832-6. doi: 10.1021/jf102819n. [PMID: 20973548]
  • Matthew D Rand, Alison L Kearney, Julie Dao, Todd Clason. Permeabilization of Drosophila embryos for introduction of small molecules. Insect biochemistry and molecular biology. 2010 Nov; 40(11):792-804. doi: 10.1016/j.ibmb.2010.07.007. [PMID: 20727969]
  • Amel Nakbi, Wafa Tayeb, Abir Grissa, Manel Issaoui, Samia Dabbou, Issam Chargui, Meriem Ellouz, Abdelhedi Miled, Mohamed Hammami. Effects of olive oil and its fractions on oxidative stress and the liver's fatty acid composition in 2,4-Dichlorophenoxyacetic acid-treated rats. Nutrition & metabolism. 2010 Oct; 7(?):80. doi: 10.1186/1743-7075-7-80. [PMID: 21034436]
  • Bei-Bei Zhang, Yuan Dai, Zhi-Xin Liao, Li-Sheng Ding. Three new antibacterial active diarylheptanoids from Alpinia officinarum. Fitoterapia. 2010 Oct; 81(7):948-52. doi: 10.1016/j.fitote.2010.06.015. [PMID: 20600688]
  • Chatchawan Changtam, Poonpilas Hongmanee, Apichart Suksamrarn. Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity. European journal of medicinal chemistry. 2010 Oct; 45(10):4446-57. doi: 10.1016/j.ejmech.2010.07.003. [PMID: 20691508]
  • Gavin M George, Margaretha J van der Merwe, Adriano Nunes-Nesi, Rolene Bauer, Alisdair R Fernie, Jens Kossmann, James R Lloyd. Virus-induced gene silencing of plastidial soluble inorganic pyrophosphatase impairs essential leaf anabolic pathways and reduces drought stress tolerance in Nicotiana benthamiana. Plant physiology. 2010 Sep; 154(1):55-66. doi: 10.1104/pp.110.157776. [PMID: 20605913]
  • Amel Nakbi, Wafa Tayeb, Samia Dabbou, Manel Issaoui, Abir K Grissa, Nabil Attia, Mohamed Hammami. Dietary olive oil effect on antioxidant status and fatty acid profile in the erythrocyte of 2,4-D- exposed rats. Lipids in health and disease. 2010 Aug; 9(?):89. doi: 10.1186/1476-511x-9-89. [PMID: 20738870]
  • Plamen P Christov, Katya V Petrova, Ganesh Shanmugam, Ivan D Kozekov, Albena Kozekova, F Peter Guengerich, Michael P Stone, Carmelo J Rizzo. Comparison of the in vitro replication of the 7-(2-oxoheptyl)-1,N2-etheno-2'-deoxyguanosine and 1,N2-etheno-2'-deoxyguanosine lesions by Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4). Chemical research in toxicology. 2010 Aug; 23(8):1330-41. doi: 10.1021/tx100082e. [PMID: 20578729]
  • Hyun Lyung Jung, Ho Youl Kang. Effects of endurance exercise and high-fat diet on insulin resistance and ceramide contents of skeletal muscle in sprague-dawley rats. Korean diabetes journal. 2010 Aug; 34(4):244-52. doi: 10.4093/kdj.2010.34.4.244. [PMID: 20835342]
  • Andrew Mroczka, Peter D Roberts, Joanne J Fillatti, B Elizabeth Wiggins, Tim Ulmasov, Toni Voelker. An intron sense suppression construct targeting soybean FAD2-1 requires a double-stranded RNA-producing inverted repeat T-DNA insert. Plant physiology. 2010 Jun; 153(2):882-91. doi: 10.1104/pp.110.154351. [PMID: 20424004]
  • Teresa Domínguez, M Luisa Hernández, Joyce C Pennycooke, Pedro Jiménez, José Manuel Martínez-Rivas, Carlos Sanz, Eric J Stockinger, José J Sánchez-Serrano, Maite Sanmartín. Increasing omega-3 desaturase expression in tomato results in altered aroma profile and enhanced resistance to cold stress. Plant physiology. 2010 Jun; 153(2):655-65. doi: 10.1104/pp.110.154815. [PMID: 20382895]
  • Yow-Jiun Jeng, Mikhail Kochukov, Dhananjaya Nauduri, Bhupendra S Kaphalia, Cheryl S Watson. Subchronic exposure to phytoestrogens alone and in combination with diethylstilbestrol - pituitary tumor induction in Fischer 344 rats. Nutrition & metabolism. 2010 May; 7(?):40. doi: 10.1186/1743-7075-7-40. [PMID: 20459739]
  • Joo Yeol Kim, Won Yong Kim, Kyung Jin Kwak, Seung Han Oh, Yeon Soo Han, Hunseung Kang. Glycine-rich RNA-binding proteins are functionally conserved in Arabidopsis thaliana and Oryza sativa during cold adaptation process. Journal of experimental botany. 2010 May; 61(9):2317-25. doi: 10.1093/jxb/erq058. [PMID: 20231330]
  • Eric Soupene, Nghi Phuong Dinh, Melvin Siliakus, Frans A Kuypers. Activity of the acyl-CoA synthetase ACSL6 isoforms: role of the fatty acid Gate-domains. BMC biochemistry. 2010 Apr; 11(?):18. doi: 10.1186/1471-2091-11-18. [PMID: 20429931]
  • Ela Eroglu, Anastasios Melis. Extracellular terpenoid hydrocarbon extraction and quantitation from the green microalgae Botryococcus braunii var. Showa. Bioresource technology. 2010 Apr; 101(7):2359-66. doi: 10.1016/j.biortech.2009.11.043. [PMID: 20005092]
  • Qixuan Chen, Heidi Gruber, Eleonora Swist, Kara Coville, Catherine Pakenham, Walisundera Mn Ratnayake, Kylie A Scoggan. Dietary phytosterols and phytostanols decrease cholesterol levels but increase blood pressure in WKY inbred rats in the absence of salt-loading. Nutrition & metabolism. 2010 Feb; 7(?):11. doi: 10.1186/1743-7075-7-11. [PMID: 20637058]
  • Koichi Matsumura, Maryanne Opiekun, Hiroaki Oka, Anil Vachani, Steven M Albelda, Kunio Yamazaki, Gary K Beauchamp. Urinary volatile compounds as biomarkers for lung cancer: a proof of principle study using odor signatures in mouse models of lung cancer. PloS one. 2010 Jan; 5(1):e8819. doi: 10.1371/journal.pone.0008819. [PMID: 20111698]