1,1,1-Tri(butyryloxy)propane (BioDeep_00000183419)
human metabolite blood metabolite
代谢物信息卡片
1,1-Bis(butanoyloxy)propyl butanoic acid
化学式: C15H26O6 (302.1729)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 50%
分子结构信息
SMILES: CCCC(=O)OC(CC)(OC(=O)CCC)OC(=O)CCC
InChI: InChI=1S/C15H26O6/c1-5-9-12(16)19-15(8-4,20-13(17)10-6-2)21-14(18)11-7-3/h5-11H2,1-4H3
数据库引用编号
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)
1 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 |
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文献列表
- Sawsan Amara, Vincent Delorme, Michel Record, Frédéric Carrière. Inhibition of phospholipase A1, lipase and galactolipase activities of pancreatic lipase-related protein 2 by methyl arachidonyl fluorophosphonate (MAFP).
Biochimica et biophysica acta.
2012 Nov; 1821(11):1379-85. doi:
10.1016/j.bbalip.2012.07.014. [PMID: 22835523] - Marco Aurélio Ramirez Vinolo, Hosana G Rodrigues, William T Festuccia, Amanda R Crisma, Vitor S Alves, Amanda R Martins, Catia L Amaral, Jarlei Fiamoncini, Sandro M Hirabara, Fabio T Sato, Ricardo A Fock, Gabriella Malheiros, Marinilce F dos Santos, Rui Curi. Tributyrin attenuates obesity-associated inflammation and insulin resistance in high-fat-fed mice.
American journal of physiology. Endocrinology and metabolism.
2012 Jul; 303(2):E272-82. doi:
10.1152/ajpendo.00053.2012. [PMID: 22621868] - Maria Vardakou, Frank Sainsbury, Neil Rigby, Francis Mulholland, George P Lomonossoff. Expression of active recombinant human gastric lipase in Nicotiana benthamiana using the CPMV-HT transient expression system.
Protein expression and purification.
2012 Jan; 81(1):69-74. doi:
10.1016/j.pep.2011.09.005. [PMID: 21945702] - Julie M Clarke, Graeme P Young, David L Topping, Anthony R Bird, Lynne Cobiac, Benjamin L Scherer, Jessica G Winkler, Trevor J Lockett. Butyrate delivered by butyrylated starch increases distal colonic epithelial apoptosis in carcinogen-treated rats.
Carcinogenesis.
2012 Jan; 33(1):197-202. doi:
10.1093/carcin/bgr254. [PMID: 22080572] - Habib Horchani, Ahmed Fendri, Hanen Louati, Adel Sayari, Youssef Gargouri, Robert Verger. Purification, biochemical and kinetic properties of recombinant Staphylococcus aureus lipase.
Methods in molecular biology (Clifton, N.J.).
2012; 861(?):267-82. doi:
10.1007/978-1-61779-600-5_16. [PMID: 22426724] - Xianyi Sha, Juan Wu, Yanzuo Chen, Xiaoling Fang. Self-microemulsifying drug-delivery system for improved oral bioavailability of probucol: preparation and evaluation.
International journal of nanomedicine.
2012; 7(?):705-12. doi:
10.2147/ijn.s28052. [PMID: 22359449] - Lu Han, Zijian Xu, Jianhua Huang, Zong Meng, Yuanfa Liu, Xingguo Wang. Enzymatically catalyzed synthesis of low-calorie structured lipid in a solvent-free system: optimization by response surface methodology.
Journal of agricultural and food chemistry.
2011 Dec; 59(23):12635-42. doi:
10.1021/jf2029658. [PMID: 22082136] - Slim Cherif, Sami Mnif, Fatma Hadrich, Slim Abdelkafi, Sami Sayadi. Strategy for improving extracellular lipolytic activities by a novel thermotolerant Staphylococcus sp. strain.
Lipids in health and disease.
2011 Nov; 10(?):209. doi:
10.1186/1476-511x-10-209. [PMID: 22078466] - Arnaldo Glogauer, Viviane P Martini, Helisson Faoro, Gustavo H Couto, Marcelo Müller-Santos, Rose A Monteiro, David A Mitchell, Emanuel M de Souza, Fabio O Pedrosa, Nadia Krieger. Identification and characterization of a new true lipase isolated through metagenomic approach.
Microbial cell factories.
2011 Jul; 10(?):54. doi:
10.1186/1475-2859-10-54. [PMID: 21762508] - E Mobarak-Qamsari, R Kasra-Kermanshahi, Z Moosavi-Nejad. Isolation and identification of a novel, lipase-producing bacterium, Pseudomnas aeruginosa KM110.
Iranian journal of microbiology.
2011 Jun; 3(2):92-8. doi:
". [PMID: 22347589] - Guy C J Abell, Claus T Christophersen, Alexandra L McOrist, Julie M Clarke. Dietary resistant and butyrylated starches have different effects on the faecal bacterial flora of azoxymethane-treated rats.
The British journal of nutrition.
2011 May; 105(10):1480-5. doi:
10.1017/s0007114510005349. [PMID: 21255474] - Makoto Miyoshi, Hiroe Sakaki, Makoto Usami, Norihito Iizuka, Katsuhito Shuno, Michiko Aoyama, Yu Usami. Oral administration of tributyrin increases concentration of butyrate in the portal vein and prevents lipopolysaccharide-induced liver injury in rats.
Clinical nutrition (Edinburgh, Scotland).
2011 Apr; 30(2):252-8. doi:
10.1016/j.clnu.2010.09.012. [PMID: 21051124] - Slim Abdelkafi, Nathalie Barouh, Benjamin Fouquet, Imen Fendri, Michel Pina, Frantz Scheirlinckx, Pierre Villeneuve, Frédéric Carrière. Carica papaya lipase: a naturally immobilized enzyme with interesting biochemical properties.
Plant foods for human nutrition (Dordrecht, Netherlands).
2011 Mar; 66(1):34-40. doi:
10.1007/s11130-010-0206-0. [PMID: 21267783] - Diana Martín, María I Morán-Valero, Francisco J Señoráns, Guillermo Reglero, Carlos F Torres. In vitro intestinal bioaccessibility of alkylglycerols versus triacylglycerols as vehicles of butyric acid.
Lipids.
2011 Mar; 46(3):277-85. doi:
10.1007/s11745-010-3520-2. [PMID: 21225371] - Sung Nam Kang, Eunmyong Lee, Mi-Kyung Lee, Soo-Jeong Lim. Preparation and evaluation of tributyrin emulsion as a potent anti-cancer agent against melanoma.
Drug delivery.
2011 Feb; 18(2):143-9. doi:
10.3109/10717544.2010.522610. [PMID: 20946006] - Protim Sarker, Sultan Ahmed, Snigdha Tiash, Rokeya Sultana Rekha, Roger Stromberg, Jan Andersson, Peter Bergman, Gudmundur H Gudmundsson, Birgitta Agerberth, Rubhana Raqib. Phenylbutyrate counteracts Shigella mediated downregulation of cathelicidin in rabbit lung and intestinal epithelia: a potential therapeutic strategy.
PloS one.
2011; 6(6):e20637. doi:
10.1371/journal.pone.0020637. [PMID: 21673991] - Abdelmonaem Messaoudi, Hatem Belguith, Jeannette Ben Hamida. Three-Dimensional Structure of Arabidopsis thaliana Lipase Predicted by Homology Modeling Method.
Evolutionary bioinformatics online.
2011; 7(?):99-105. doi:
10.4137/ebo.s7122. [PMID: 21792274] - Dolores Pérez, Sara Martín, Gloria Fernández-Lorente, Marco Filice, José Manuel Guisán, Antonio Ventosa, María Teresa García, Encarnación Mellado. A novel halophilic lipase, LipBL, showing high efficiency in the production of eicosapentaenoic acid (EPA).
PloS one.
2011; 6(8):e23325. doi:
10.1371/journal.pone.0023325. [PMID: 21853111] - Dongming Lan, Shulin Hou, Ning Yang, Chris Whiteley, Bo Yang, Yonghua Wang. Optimal production and biochemical properties of a lipase from Candida albicans.
International journal of molecular sciences.
2011; 12(10):7216-37. doi:
10.3390/ijms12107216. [PMID: 22072943] - Henri Chahinian, Jacques Fantini, Nicolas Garmy, Giuseppe Manco, Louis Sarda. Non-lipolytic and lipolytic sequence-related carboxylesterases: a comparative study of the structure-function relationships of rabbit liver esterase 1 and bovine pancreatic bile-salt-activated lipase.
Biochimica et biophysica acta.
2010 Nov; 1801(11):1195-204. doi:
10.1016/j.bbalip.2010.07.002. [PMID: 20655391] - Thomas Desfougères, Ramdane Haddouche, Franck Fudalej, Cécile Neuvéglise, Jean-Marc Nicaud. SOA genes encode proteins controlling lipase expression in response to triacylglycerol utilization in the yeast Yarrowia lipolytica.
FEMS yeast research.
2010 Feb; 10(1):93-103. doi:
10.1111/j.1567-1364.2009.00590.x. [PMID: 19922427] - David Julian McClements. Design of nano-laminated coatings to control bioavailability of lipophilic food components.
Journal of food science.
2010 Jan; 75(1):R30-42. doi:
10.1111/j.1750-3841.2009.01452.x. [PMID: 20492193] - Yan Li, Solene Le Maux, Hang Xiao, David Julian McClements. Emulsion-based delivery systems for tributyrin, a potential colon cancer preventative agent.
Journal of agricultural and food chemistry.
2009 Oct; 57(19):9243-9. doi:
10.1021/jf901836f. [PMID: 19731938] - S Santini, J M Crowet, A Thomas, M Paquot, M Vandenbol, P Thonart, J P Wathelet, C Blecker, G Lognay, R Brasseur, L Lins, B Charloteaux. Study of Thermomyces lanuginosa lipase in the presence of tributyrylglycerol and water.
Biophysical journal.
2009 Jun; 96(12):4814-25. doi:
10.1016/j.bpj.2009.03.040. [PMID: 19527641] - Tan-Yao Li, Ke-Guo Deng, Bo Chen, Shou-Zhuo Yao. [Determination of lipase activity by gas chromatography].
Yao xue xue bao = Acta pharmaceutica Sinica.
2009 Jun; 44(6):628-31. doi:
". [PMID: 19806895] - Ikram Jemel, Ahmed Fendri, Youssef Gargouri, Sofiane Bezzine. Kinetic properties of dromedary pancreatic lipase: a comparative study on emulsified and monomolecular substrate.
Colloids and surfaces. B, Biointerfaces.
2009 May; 70(2):238-42. doi:
10.1016/j.colsurfb.2008.12.035. [PMID: 19195852] - Valeria Tigini, Valeria Prigione, Sara Di Toro, Fabio Fava, Giovanna C Varese. Isolation and characterisation of polychlorinated biphenyl (PCB) degrading fungi from a historically contaminated soil.
Microbial cell factories.
2009 Jan; 8(?):5. doi:
10.1186/1475-2859-8-5. [PMID: 19138404] - Sarbani Ghoshal, Jassir Witta, Jian Zhong, Willem de Villiers, Erik Eckhardt. Chylomicrons promote intestinal absorption of lipopolysaccharides.
Journal of lipid research.
2009 Jan; 50(1):90-7. doi:
10.1194/jlr.m800156-jlr200. [PMID: 18815435] - Sung Hun Lee, Doo Hyun Park. Isolation and physiological characterization of Bacillus clausii SKAL-16 isolated from wastewater.
Journal of microbiology and biotechnology.
2008 Dec; 18(12):1908-14. doi:
. [PMID: 19131692] - Marie Zarevúcka, Zdeněk Wimmer. Plant products for pharmacology: application of enzymes in their transformations.
International journal of molecular sciences.
2008 Dec; 9(12):2447-2473. doi:
10.3390/ijms9122447. [PMID: 19330086] - Julie M Clarke, David L Topping, Anthony R Bird, Graeme P Young, Lynne Cobiac. Effects of high-amylose maize starch and butyrylated high-amylose maize starch on azoxymethane-induced intestinal cancer in rats.
Carcinogenesis.
2008 Nov; 29(11):2190-4. doi:
10.1093/carcin/bgn192. [PMID: 18701436] - Wenshan Liu, Li Xu, Heyun Zhao, Jiangke Yang, Yunjun Yan. [Cell surface display of Yarrowia lipolytica lipase Lip2 in Saccharomyces cerevisiae with a-agglutinin as carrier protein].
Wei sheng wu xue bao = Acta microbiologica Sinica.
2008 Nov; 48(11):1543-8. doi:
. [PMID: 19149173] - A Piva, E Grilli, L Fabbri, V Pizzamiglio, P P Gatta, F Galvano, M Bognanno, L Fiorentini, J Woliński, R Zabielski, J A Patterson. Intestinal metabolism of weaned piglets fed a typical United States or European diet with or without supplementation of tributyrin and lactitol.
Journal of animal science.
2008 Nov; 86(11):2952-61. doi:
10.2527/jas.2007-0402. [PMID: 18502885] - Jie Su, Ningning Zhang, Paul C Ho. Evaluation of the pharmacokinetics of all-trans-retinoic acid (ATRA) in Wistar rats after intravenous administration of ATRA loaded into tributyrin submicron emulsion and its cellular activity on caco-2 and HepG2 cell lines.
Journal of pharmaceutical sciences.
2008 Jul; 97(7):2844-53. doi:
10.1002/jps.21193. [PMID: 17879972] - Sang-Cheol Lee, Seung-Jin Lee, Sun-Hee Kim, In-Hye Park, Yong-Seok Lee, Soo-Yeol Chung, Yong-Lark Choi. Characterization of new biosurfactant produced by Klebsiella sp. Y6-1 isolated from waste soybean oil.
Bioresource technology.
2008 May; 99(7):2288-92. doi:
10.1016/j.biortech.2007.05.020. [PMID: 17596933] - Katarzyna Janda-Ulfig, Krzysztof Ulfig, Josep Cano, Josep Guarro. A study of the growth of Pseudallescheria boydii isolates from sewage sludge and clinical sources on tributyrin, rapeseed oil, biodiesel oil and diesel oil.
Annals of agricultural and environmental medicine : AAEM.
2008; 15(1):45-9. doi:
". [PMID: 18581978] - Robert J Manning, Steve D Waters, Arthur A Callaghan. Saprotrophy of Conidiobolus and Basidiobolus in leaf litter.
Mycological research.
2007 Dec; 111(Pt 12):1437-49. doi:
10.1016/j.mycres.2007.08.019. [PMID: 18035528] - Abir Ben Bacha, Ahmed Fendri, Youssef Gargouri, Hafedh Mejdoub, Nabil Miled. Proteolytic cleavage of ostrich and turkey pancreatic lipases: production of an active N-terminal domain.
Pancreas.
2007 Oct; 35(3):e55-61. doi:
10.1097/mpa.0b013e31811f450f. [PMID: 17895836] - Gudlur Aparna, Avradip Chatterjee, Gopaljee Jha, Ramesh V Sonti, Rajan Sankaranarayanan. Crystallization and preliminary crystallographic studies of LipA, a secretory lipase/esterase from Xanthomonas oryzae pv. oryzae.
Acta crystallographica. Section F, Structural biology and crystallization communications.
2007 Aug; 63(Pt 8):708-10. doi:
10.1107/s1744309107034367. [PMID: 17671374] - Delphine Paillard, Nest McKain, Lal C Chaudhary, Nicola D Walker, Florian Pizette, Ingrid Koppova, Neil R McEwan, Jan Kopecný, Philip E Vercoe, Petra Louis, R John Wallace. Relation between phylogenetic position, lipid metabolism and butyrate production by different Butyrivibrio-like bacteria from the rumen.
Antonie van Leeuwenhoek.
2007 May; 91(4):417-22. doi:
10.1007/s10482-006-9121-7. [PMID: 17077990] - Nacim Zouari, Nabil Miled, Souad Rouis, Youssef Gargouri. Scorpion digestive lipase: a member of a new invertebrate's lipase group presenting novel characteristics.
Biochimie.
2007 Mar; 89(3):403-9. doi:
10.1016/j.biochi.2006.11.008. [PMID: 17212975] - Abir Ben Bacha, Fakher Frikha, Ikram Djemal, Ahmed Fendri, Nabil Miled, Youssef Gargouri, Hafedh Mejdoub. Biochemical and structural comparative study between bird and mammal pancreatic colipases.
Journal of lipid research.
2006 Dec; 47(12):2701-11. doi:
10.1194/jlr.m600242-jlr200. [PMID: 16957180] - Ahmed Fendri, Fakher Frikha, Habib Mosbah, Nabil Miled, Nacim Zouari, Abir Ben Bacha, Adel Sayari, Hafedh Mejdoub, Youssef Gargouri. Biochemical characterization, cloning, and molecular modelling of chicken pancreatic lipase.
Archives of biochemistry and biophysics.
2006 Jul; 451(2):149-59. doi:
10.1016/j.abb.2006.04.018. [PMID: 16780787] - Heung-Chae Jung, Seok-Joon Kwon, Jae-Gu Pan. Display of a thermostable lipase on the surface of a solvent-resistant bacterium, Pseudomonas putida GM730, and its applications in whole-cell biocatalysis.
BMC biotechnology.
2006 Apr; 6(?):23. doi:
10.1186/1472-6750-6-23. [PMID: 16620394] - Shweta Shah, Aparna Sharma, Munishwar N Gupta. Preparation of cross-linked enzyme aggregates by using bovine serum albumin as a proteic feeder.
Analytical biochemistry.
2006 Apr; 351(2):207-13. doi:
10.1016/j.ab.2006.01.028. [PMID: 16500610] - Angela Bourbon Freie, Francine Ferrato, Frédéric Carrière, Mark E Lowe. Val-407 and Ile-408 in the beta5'-loop of pancreatic lipase mediate lipase-colipase interactions in the presence of bile salt micelles.
The Journal of biological chemistry.
2006 Mar; 281(12):7793-800. doi:
10.1074/jbc.m512984200. [PMID: 16431912] - Wei-ning Niu, Zhao-peng Li, Tianwei Tan. Secretion of pro- and mature Rhizopus arrhizus lipases by Pichia pastoris and properties of the proteins.
Molecular biotechnology.
2006 Jan; 32(1):73-81. doi:
10.1385/mb:32:1:073. [PMID: 16382184] - Jie Su, Li He, Ningning Zhang, Paul C Ho. Evaluation of tributyrin lipid emulsion with affinity to low-density lipoprotein: pharmacokinetics in adult male Wistar rats and cellular activity on Caco-2 and HepG2 cell lines.
The Journal of pharmacology and experimental therapeutics.
2006 Jan; 316(1):62-70. doi:
10.1124/jpet.105.090464. [PMID: 16188956] - Henri Chahinian, Yassine Ben Ali, Abdelkarim Abousalham, Stefan Petry, Luigi Mandrich, Guiseppe Manco, Stephane Canaan, Louis Sarda. Substrate specificity and kinetic properties of enzymes belonging to the hormone-sensitive lipase family: comparison with non-lipolytic and lipolytic carboxylesterases.
Biochimica et biophysica acta.
2005 Dec; 1738(1-3):29-36. doi:
10.1016/j.bbalip.2005.11.003. [PMID: 16325466] - Annick Thomas, Maya Allouche, Frédéric Basyn, Robert Brasseur, Brigitte Kerfelec. Role of the lid hydrophobicity pattern in pancreatic lipase activity.
The Journal of biological chemistry.
2005 Dec; 280(48):40074-83. doi:
10.1074/jbc.m502123200. [PMID: 16179352] - Ravi Ranjan, Amit Grover, Raj Kishor Kapardar, Rakesh Sharma. Isolation of novel lipolytic genes from uncultured bacteria of pond water.
Biochemical and biophysical research communications.
2005 Sep; 335(1):57-65. doi:
10.1016/j.bbrc.2005.07.046. [PMID: 16054111] - Hye Young Kim, Mun Hui Kang. Screening of Korean medicinal plants for lipase inhibitory activity.
Phytotherapy research : PTR.
2005 Apr; 19(4):359-61. doi:
10.1002/ptr.1592. [PMID: 16041737] - Katarzyna Janda. Lipolytic activity and radial daily growth rate changes during incubation of thermomyces lanuginosus on natural and synthetic fatty substrates.
Roczniki Panstwowego Zakladu Higieny.
2005; 56(4):347-53. doi:
". [PMID: 16610671] - Younghee Kim. Cloning and expression of a lipase gene from rice (Oryza sativa cv. Dongjin).
Molecules and cells.
2004 Aug; 18(1):40-5. doi:
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Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti.
2004 Jan; 53(1):27-30. doi:
. [PMID: 15065393] - Jie Su, Ningning Zhang, Paul C Ho. Determination of tributyrin and its metabolite butyrate in Wistar rat plasma samples by gas chromatography/mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2004; 18(19):2217-22. doi:
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Journal of nutritional science and vitaminology.
2003 Oct; 49(5):340-5. doi:
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Biotechnology letters.
2003 Sep; 25(17):1403-6. doi:
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Journal of lipid research.
2003 Jul; 44(7):1306-14. doi:
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Journal of applied microbiology.
2003; 95(4):868-73. doi:
10.1046/j.1365-2672.2003.02063.x. [PMID: 12969303] - Marina L Chiarappa-Zucca, Karen H Dingley, Mark L Roberts, Carol A Velsko, Adam H Love. Sample preparation for quantitation of tritium by accelerator mass spectrometry.
Analytical chemistry.
2002 Dec; 74(24):6285-90. doi:
10.1021/ac020295u. [PMID: 12510750] - Henri Chahinian, Lylia Nini, Elisabeth Boitard, Jean-Paul Dubès, Louis-Claude Comeau, Louis Sarda. Distinction between esterases and lipases: a kinetic study with vinyl esters and TAG.
Lipids.
2002 Jul; 37(7):653-62. doi:
10.1007/s11745-002-0946-7. [PMID: 12216836] - M A Pernas, C López, L Pastrana, M L Rúa. Purification and characterization of Lip2 and Lip3 isoenzymes from a Candida rugosa pilot-plant scale fed-batch fermentation.
Journal of biotechnology.
2001 Nov; 84(2):163-74. doi:
10.1016/s0168-1656(00)00351-5. [PMID: 11090688] - T Keiper, J G Schneider, K A Dugi. Novel site in lipoprotein lipase (LPL415;-438) essential for substrate interaction and dimer stability.
Journal of lipid research.
2001 Aug; 42(8):1180-6. doi:
. [PMID: 11483618] - T Gaschott, C U Maassen, J Stein. Tributyrin, a butyrate precursor, impairs growth and induces apoptosis and differentiation in pancreatic cancer cells.
Anticancer research.
2001 Jul; 21(4A):2815-9. doi:
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Archives of biochemistry and biophysics.
2001 Mar; 387(1):93-8. doi:
10.1006/abbi.2000.2235. [PMID: 11368188] - N Weber, P Weitkamp, K D Mukherjee. Fatty acid steryl, stanyl, and steroid esters by esterification and transesterification in vacuo using Candida rugosa lipase as catalyst.
Journal of agricultural and food chemistry.
2001 Jan; 49(1):67-71. doi:
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