Tricaprilin (BioDeep_00000858401)

Main id: BioDeep_00000009417

 

PANOMIX_OTCML-2023


代谢物信息卡片


Trioctanoylglycerol

化学式: C27H50O6 (470.3607)
中文名称: 三辛酸甘油酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCC(=O)OCC(COC(=O)CCCCCCC)OC(=O)CCCCCCC
InChI: InChI=1S/C27H50O6/c1-4-7-10-13-16-19-25(28)31-22-24(33-27(30)21-18-15-12-9-6-3)23-32-26(29)20-17-14-11-8-5-2/h24H,4-23H2,1-3H3

描述信息

D010592 - Pharmaceutic Aids > D014677 - Pharmaceutical Vehicles > D005079 - Excipients
Same as: D01587
Tricaprilin (Trioctanoin) is used in study for patients with mild to moderate Alzheimer's disease and has a role as an anticonvulsant and a plant metabolite[1][2].

同义名列表

6 个代谢物同义名

Trioctanoylglycerol; Tricaprilin; Tricaprylin; Trioctanoin; Glyceryl trioctanoate; Tricaprilin



数据库引用编号

13 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)

0 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
Cytoplasm 5 ALB, APOE, HPGDS, NLRP3, PLA2G12A
Peripheral membrane protein 5 ACHE, CPT2, LPL, MGLL, PNLIPRP2
Endoplasmic reticulum membrane 1 MGLL
Nucleus 4 ACHE, ALB, APOE, NLRP3
cytosol 6 AGPS, ALB, HPGDS, LIPE, MGLL, NLRP3
dendrite 1 APOE
centrosome 1 ALB
nucleoplasm 2 CPT2, HPGDS
Cell membrane 3 ACHE, LIPE, LPL
Golgi apparatus membrane 1 NLRP3
Synapse 1 ACHE
cell surface 2 ACHE, LPL
glutamatergic synapse 1 APOE
Golgi apparatus 3 ACHE, ALB, APOE
Golgi membrane 1 NLRP3
mitochondrial inner membrane 2 CPT2, HADHA
neuromuscular junction 1 ACHE
neuronal cell body 2 APOE, GIP
Cytoplasm, cytosol 3 LIPE, MGLL, NLRP3
plasma membrane 5 ACHE, APOE, GCG, LPL, MGLL
Membrane 6 ACHE, AGPS, APOE, LIPE, MGLL, NLRP3
axon 1 CCK
caveola 1 LIPE
extracellular exosome 2 ALB, APOE
endoplasmic reticulum 3 ALB, APOE, NLRP3
extracellular space 11 ACHE, ALB, APOE, CCK, GCG, GIP, LPL, PNLIP, PNLIPRP2, PYY, SCT
perinuclear region of cytoplasm 1 ACHE
mitochondrion 4 AGPS, CPT2, HADHA, NLRP3
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 1 HPGDS
Secreted 11 ACHE, ALB, APOE, CCK, CLPS, GCG, LPL, NLRP3, PLA2G12A, PNLIP, PNLIPRP2
extracellular region 14 ACHE, ALB, APOE, CCK, CLPS, GCG, GIP, LPL, NLRP3, PLA2G12A, PNLIP, PNLIPRP2, PYY, SCT
Extracellular side 2 ACHE, LPL
anchoring junction 1 ALB
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 2 APOE, LPL
chylomicron 2 APOE, LPL
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 2 APOE, LPL
nucleolus 1 CPT2
Early endosome 1 APOE
Mitochondrion inner membrane 2 CPT2, HADHA
Matrix side 1 CPT2
extracellular matrix 1 APOE
mitochondrial nucleoid 1 HADHA
Peroxisome 1 AGPS
basement membrane 1 ACHE
peroxisomal matrix 1 AGPS
peroxisomal membrane 1 AGPS
collagen-containing extracellular matrix 1 APOE
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Cell projection, neuron projection 1 PNLIPRP2
Zymogen granule membrane 1 PNLIPRP2
neuron projection 1 PNLIPRP2
ciliary basal body 1 ALB
centriole 1 ALB
Secreted, extracellular space 1 APOE
spindle pole 1 ALB
blood microparticle 2 ALB, APOE
Lipid-anchor, GPI-anchor 1 ACHE
Endomembrane system 2 NLRP3, PNLIPRP2
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
microtubule organizing center 1 NLRP3
Melanosome 1 APOE
side of membrane 1 ACHE
Peroxisome membrane 1 AGPS
secretory granule lumen 2 GCG, GIP
endoplasmic reticulum lumen 4 ALB, APOE, GCG, GIP
platelet alpha granule lumen 1 ALB
mitochondrial fatty acid beta-oxidation multienzyme complex 1 HADHA
clathrin-coated endocytic vesicle membrane 1 APOE
synaptic cleft 2 ACHE, APOE
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
[Glucagon-like peptide 1]: Secreted 1 GCG
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
catalytic complex 1 LPL
[Isoform H]: Cell membrane 1 ACHE
ciliary transition fiber 1 ALB


文献列表

  • Rui Li, Zhaozhao He, Wenyong Yan, He Yu, Xudong Yi, Yiwen Sha, Qiming Zhang, Rui Cai, Weijun Pang. Tricaprylin, a medium-chain triglyceride, aggravates high-fat diet-induced fat deposition but improves intestinal health. Food & function. 2023 Sep; ?(?):. doi: 10.1039/d3fo01749d. [PMID: 37675852]
  • Ann-Christin Jacobsen, Aleksei Kabedev, Patrick D Sinko, Johan E Palm, Christel A S Bergström, Alexandra Teleki. Intrinsic lipolysis rate for systematic design of lipid-based formulations. Drug delivery and translational research. 2022 Oct; ?(?):. doi: 10.1007/s13346-022-01246-y. [PMID: 36209313]
  • Chiho Kataoka-Hamai, Kohsaku Kawakami. Determining the Dependence of Interfacial Tension on Molecular Area for Phospholipid Monolayers Formed at Silicone Oil-Water and Tricaprylin-Water Interfaces by Vesicle Fusion. Langmuir : the ACS journal of surfaces and colloids. 2021 06; 37(24):7527-7535. doi: 10.1021/acs.langmuir.1c01021. [PMID: 34115510]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Suzan J G Knottnerus, Dewi van Harskamp, Henk Schierbeek, Jeannette C Bleeker, Loek L Crefcoeur, Sacha Ferdinandusse, Johannes B van Goudoever, Riekelt H Houtkooper, Lodewijk IJlst, Mirjam Langeveld, Ronald J A Wanders, Frédéric M Vaz, Frits A Wijburg, Gepke Visser. Exploring the metabolic fate of medium-chain triglycerides in healthy individuals using a stable isotope tracer. Clinical nutrition (Edinburgh, Scotland). 2021 03; 40(3):1396-1404. doi: 10.1016/j.clnu.2020.08.032. [PMID: 32948349]
  • Joscha Brinkmann, Isabel Becker, Peter Kroll, Christian Luebbert, Gabriele Sadowski. Predicting the API partitioning between lipid-based drug delivery systems and water. International journal of pharmaceutics. 2021 Feb; 595(?):120266. doi: 10.1016/j.ijpharm.2021.120266. [PMID: 33486017]
  • Supandeep Singh Hallan, Maddalena Sguizzato, Gabriella Pavoni, Anna Baldisserotto, Markus Drechsler, Paolo Mariani, Elisabetta Esposito, Rita Cortesi. Ellagic Acid Containing Nanostructured Lipid Carriers for Topical Application: A Preliminary Study. Molecules (Basel, Switzerland). 2020 Mar; 25(6):. doi: 10.3390/molecules25061449. [PMID: 32210106]
  • Shen-Zhi Wang, Hui-Qian Dai, Ke-Xian Chen, Juan Li, Zhong-Xiu Chen. Synergistic interaction between exogenous and endogenous emulsifiers and its impact on in vitro digestion of lipid in crowded medium. Food chemistry. 2019 Nov; 299(?):125164. doi: 10.1016/j.foodchem.2019.125164. [PMID: 31319345]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • John M Shoffner. Concerning 'Triheptanoin vs trioctanoin for long-chain fatty acid oxidation disorders: A double blinded, randomized controlled trial' by Gillingham et al. Journal of inherited metabolic disease. 2019 05; 42(3):394-395. doi: 10.1002/jimd.12078. [PMID: 30838661]
  • Weishuai Lian, Weifei Wang, Chin Ping Tan, Jianrong Wang, Yonghua Wang. Immobilized Talaromyces thermophilus lipase as an efficient catalyst for the production of LML-type structured lipids. Bioprocess and biosystems engineering. 2019 Feb; 42(2):321-329. doi: 10.1007/s00449-018-2036-7. [PMID: 30421172]
  • Ankita Shah, Prajwal Thool, Komal Sorathiya, Hetal Prajapati, Damon Dalrymple, Abu T M Serajuddin. Effect of different polysorbates on development of self-microemulsifying drug delivery systems using medium chain lipids. Drug development and industrial pharmacy. 2018 Feb; 44(2):215-223. doi: 10.1080/03639045.2017.1386202. [PMID: 29057677]
  • Melanie B Gillingham, Stephen B Heitner, Julie Martin, Sarah Rose, Amy Goldstein, Areeg Hassan El-Gharbawy, Stephanie Deward, Michael R Lasarev, Jim Pollaro, James P DeLany, Luke J Burchill, Bret Goodpaster, James Shoemaker, Dietrich Matern, Cary O Harding, Jerry Vockley. Triheptanoin versus trioctanoin for long-chain fatty acid oxidation disorders: a double blinded, randomized controlled trial. Journal of inherited metabolic disease. 2017 11; 40(6):831-843. doi: 10.1007/s10545-017-0085-8. [PMID: 28871440]
  • Bernard P Binks, Ioannis Marinopoulos. Ultra-stable self-foaming oils. Food research international (Ottawa, Ont.). 2017 05; 95(?):28-37. doi: 10.1016/j.foodres.2017.02.020. [PMID: 28395822]
  • Ismael Saifudeen, Lakshmi Subhadra, Remani Konnottil, R Renuka Nair. Metabolic Modulation by Medium-Chain Triglycerides Reduces Oxidative Stress and Ameliorates CD36-Mediated Cardiac Remodeling in Spontaneously Hypertensive Rat in the Initial and Established Stages of Hypertrophy. Journal of cardiac failure. 2017 Mar; 23(3):240-251. doi: 10.1016/j.cardfail.2016.08.001. [PMID: 27530817]
  • Yura Jang, Hye Jin Chung, Jung Wan Hong, Cheol-Won Yun, Hesson Chung. Absorption mechanism of DHP107, an oral paclitaxel formulation that forms a hydrated lipidic sponge phase. Acta pharmacologica Sinica. 2017 Jan; 38(1):133-145. doi: 10.1038/aps.2016.105. [PMID: 27867185]
  • Nicolas Gautschi, Christel A S Bergström, Martin Kuentz. Rapid determination of drug solubilization versus supersaturation in natural and digested lipids. International journal of pharmaceutics. 2016 Nov; 513(1-2):164-174. doi: 10.1016/j.ijpharm.2016.09.015. [PMID: 27609663]
  • Vesselin Kolev, Anela Ivanova, Galia Madjarova, Abraham Aserin, Nissim Garti. Unit cell structure of water-filled monoolein in inverted hexagonal mesophase in the presence of incorporated tricaprylin and entrapped lysozyme. European biophysics journal : EBJ. 2016 Mar; 45(2):99-112. doi: 10.1007/s00249-015-1080-3. [PMID: 26424533]
  • Yoshihiro Kadota, Takanari Toyoda, Mayumi Hayashi-Kato, Yasuyuki Kitaura, Yoshiharu Shimomura. Octanoic acid promotes branched-chain amino acid catabolisms via the inhibition of hepatic branched-chain alpha-keto acid dehydrogenase kinase in rats. Metabolism: clinical and experimental. 2015 Sep; 64(9):1157-64. doi: 10.1016/j.metabol.2015.05.014. [PMID: 26104959]
  • María de Los Angeles Camacho-Ruiz, Juan Carlos Mateos-Díaz, Frédéric Carrière, Jorge A Rodriguez. A broad pH range indicator-based spectrophotometric assay for true lipases using tributyrin and tricaprylin. Journal of lipid research. 2015 May; 56(5):1057-67. doi: 10.1194/jlr.d052837. [PMID: 25748441]
  • Stephanie Phan, Stefan Salentinig, Adrian Hawley, Ben J Boyd. Immobilised lipase for in vitro lipolysis experiments. Journal of pharmaceutical sciences. 2015 Apr; 104(4):1311-8. doi: 10.1002/jps.24327. [PMID: 25630824]
  • Ying Yang, Eric Andrew Decker, Hang Xiao, David Julian McClements. Enhancing vitamin E bioaccessibility: factors impacting solubilization and hydrolysis of α-tocopherol acetate encapsulated in emulsion-based delivery systems. Food & function. 2015 Jan; 6(1):84-97. doi: 10.1039/c4fo00725e. [PMID: 25312787]
  • Ning Liu, Junfeng Shi, Ying Xiao, Misato Yasue, Yoshinori Takei, Hayato Sanefuji, Gozoh Tsujimoto, Akira Hirasawa. Effects of a Tricaprylin Emulsion on Anti-glomerular Basement Membrane Glomerulonephritis in Rats: In Vivo and in Silico Studies. Biological & pharmaceutical bulletin. 2015; 38(8):1175-84. doi: 10.1248/bpb.b15-00124. [PMID: 26235580]
  • Konstantin Golemanov, Slavka Tcholakova, Nikolai Denkov, Eddie Pelan, Simeon D Stoyanov. The role of the hydrophobic phase in the unique rheological properties of saponin adsorption layers. Soft matter. 2014 Sep; 10(36):7034-44. doi: 10.1039/c4sm00406j. [PMID: 24945943]
  • Liron Bitan-Cherbakovsky, Dima Libster, Dietmar Appelhans, Brigitte Voit, Abraham Aserin, Nissim Garti. Reversed hexagonal lyotropic liquid-crystal and open-shell glycodendrimers as potential vehicles for sustained release of sodium diclofenac. The journal of physical chemistry. B. 2014 Apr; 118(14):4016-24. doi: 10.1021/jp4125974. [PMID: 24617448]
  • Yihui Yang, Alessandro Corona, Beth Schubert, Robert Reeder, Michael A Henson. The effect of oil type on the aggregation stability of nanostructured lipid carriers. Journal of colloid and interface science. 2014 Mar; 418(?):261-72. doi: 10.1016/j.jcis.2013.12.024. [PMID: 24461844]
  • A Speranza, M G Corradini, T G Hartman, D Ribnicky, A Oren, M A Rogers. Influence of emulsifier structure on lipid bioaccessibility in oil-water nanoemulsions. Journal of agricultural and food chemistry. 2013 Jul; 61(26):6505-15. doi: 10.1021/jf401548r. [PMID: 23758276]
  • Alexandre Courchesne-Loyer, Mélanie Fortier, Jennifer Tremblay-Mercier, Raphaël Chouinard-Watkins, Maggie Roy, Scott Nugent, Christian-Alexandre Castellano, Stephen C Cunnane. Stimulation of mild, sustained ketonemia by medium-chain triacylglycerols in healthy humans: estimated potential contribution to brain energy metabolism. Nutrition (Burbank, Los Angeles County, Calif.). 2013 Apr; 29(4):635-40. doi: 10.1016/j.nut.2012.09.009. [PMID: 23274095]
  • Masahiro Okajima, Yuko Wada, Takashi Hosoya, Fumio Hino, Yoshiyasu Kitahara, Ken-ichi Shimokawa, Fumiyoshi Ishii. Preparation and physicochemical properties of surfactant-free emulsions using electrolytic-reduction ion water containing lithium magnesium sodium silicate. Drug discoveries & therapeutics. 2013 Apr; 7(2):90-4. doi: 10.5582/ddt.2013.v7.2.90. [PMID: 23715508]
  • Larissa DeDea. Can coconut oil replace caprylidene for Alzheimer disease?. JAAPA : official journal of the American Academy of Physician Assistants. 2012 Aug; 25(8):19. doi: 10.1097/01720610-201208000-00002. [PMID: 22928270]
  • Emmanuelle Jeannot, Gary A Boorman, Oksana Kosyk, Blair U Bradford, Svitlana Shymoniak, Batbayar Tumurbaatar, Steven A Weinman, Stepan B Melnyk, Volodymyr Tryndyak, Igor P Pogribny, Ivan Rusyn. Increased incidence of aflatoxin B1-induced liver tumors in hepatitis virus C transgenic mice. International journal of cancer. 2012 Mar; 130(6):1347-56. doi: 10.1002/ijc.26140. [PMID: 21500192]
  • Hetal N Prajapati, Damon M Dalrymple, Abu T M Serajuddin. A comparative evaluation of mono-, di- and triglyceride of medium chain fatty acids by lipid/surfactant/water phase diagram, solubility determination and dispersion testing for application in pharmaceutical dosage form development. Pharmaceutical research. 2012 Jan; 29(1):285-305. doi: 10.1007/s11095-011-0541-3. [PMID: 21861203]
  • 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]
  • Ben Achrai, Dima Libster, Abraham Aserin, Nissim Garti. Solubilization of gabapentin into HII mesophases. The journal of physical chemistry. B. 2011 Feb; 115(5):825-35. doi: 10.1021/jp108801d. [PMID: 21182317]
  • Mark A Tetrick, Frank R Greer, Norlin J Benevenga. Blood D-(-)-3-hydroxybutyrate concentrations after oral administration of trioctanoin, trinonanoin, or tridecanoin to newborn rhesus monkeys (Macaca mulatta). Comparative medicine. 2010 Dec; 60(6):486-90. doi: . [PMID: 21262136]
  • I K Latif, A J Karim, A B Z Zuki, M Zamri-Saad, J P Niu, M M Noordin. Pulmonary modulation of benzo[a]pyrene-induced hemato- and hepatotoxicity in broilers. Poultry science. 2010 Jul; 89(7):1379-88. doi: 10.3382/ps.2009-00622. [PMID: 20548065]
  • Samuel T Henderson, Janet L Vogel, Linda J Barr, Fiona Garvin, Julie J Jones, Lauren C Costantini. Study of the ketogenic agent AC-1202 in mild to moderate Alzheimer's disease: a randomized, double-blind, placebo-controlled, multicenter trial. Nutrition & metabolism. 2009 Aug; 6(?):31. doi: 10.1186/1743-7075-6-31. [PMID: 19664276]
  • Jun-Ichi Ashitani, Nobuhiro Matsumoto, Masamitsu Nakazato. Effect of octanoic acid-rich formula on plasma ghrelin levels in cachectic patients with chronic respiratory disease. Nutrition journal. 2009 Jun; 8(?):25. doi: 10.1186/1475-2891-8-25. [PMID: 19527531]
  • Stefan Balaz. Modeling kinetics of subcellular disposition of chemicals. Chemical reviews. 2009 May; 109(5):1793-899. doi: 10.1021/cr030440j. [PMID: 19265398]
  • David J Castro, Christiane V Löhr, Kay A Fischer, Katrina M Waters, Bobbie-Jo M Webb-Robertson, Roderick H Dashwood, George S Bailey, David E Williams. Identifying efficacious approaches to chemoprevention with chlorophyllin, purified chlorophylls and freeze-dried spinach in a mouse model of transplacental carcinogenesis. Carcinogenesis. 2009 Feb; 30(2):315-20. doi: 10.1093/carcin/bgn280. [PMID: 19073876]
  • H Chahinian, L Sarda. Distinction between esterases and lipases: comparative biochemical properties of sequence-related carboxylesterases. Protein and peptide letters. 2009; 16(10):1149-61. doi: 10.2174/092986609789071333. [PMID: 19508178]
  • Jeong Ho Jeon, Jun-Tae Kim, Yun Jae Kim, Hyung-Kwoun Kim, Hyun Sook Lee, Sung Gyun Kang, Sang-Jin Kim, Jung-Hyun Lee. Cloning and characterization of a new cold-active lipase from a deep-sea sediment metagenome. Applied microbiology and biotechnology. 2009 Jan; 81(5):865-74. doi: 10.1007/s00253-008-1656-2. [PMID: 18773201]
  • Sagar S Rane, Bradley D Anderson. Molecular dynamics simulations of functional group effects on solvation thermodynamics of model solutes in decane and tricaprylin. Molecular pharmaceutics. 2008 Nov; 5(6):1023-36. doi: 10.1021/mp8000606. [PMID: 19434921]
  • Sagar S Rane, Yichen Cao, Bradley D Anderson. Quantitative solubility relationships and the effect of water uptake in triglyceride/monoglyceride microemulsions. Pharmaceutical research. 2008 May; 25(5):1158-74. doi: 10.1007/s11095-007-9500-4. [PMID: 18095145]
  • Deacqunita L Harris, Darry B Hood, Aramandla Ramesh. Vehicle-dependent disposition kinetics of fluoranthene in Fisher-344 rats. International journal of environmental research and public health. 2008 Mar; 5(1):41-8. doi: 10.3390/ijerph5010041. [PMID: 18441404]
  • Dong-zhi Hou, Chang-sheng Xie, Xiang-liang Yang, Hui-bi Xu, Qi-neng Ping. [Microstructure of novel solid lipid nanoparticle loaded triptolide]. Yao xue xue bao = Acta pharmaceutica Sinica. 2007 Apr; 42(4):429-33. doi: ". [PMID: 17633214]
  • Gerrit A van Koningsveld, Pieter Walstra, Alphons G J Voragen, Ireneus J Kuijpers, Martinus A J S van Boekel, Harry Gruppen. Effects of protein composition and enzymatic activity on formation and properties of potato protein stabilized emulsions. Journal of agricultural and food chemistry. 2006 Aug; 54(17):6419-27. doi: 10.1021/jf061278z. [PMID: 16910739]
  • 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]
  • 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]
  • Idit Amar-Yuli, Nissim Garti. Transitions induced by solubilized fat into reverse hexagonal mesophases. Colloids and surfaces. B, Biointerfaces. 2005 Jun; 43(2):72-82. doi: 10.1016/j.colsurfb.2005.03.011. [PMID: 15921902]
  • Tomoko Nii, Fumiyoshi Ishii. Dialkylphosphatidylcholine and egg yolk lecithin for emulsification of various triglycerides. Colloids and surfaces. B, Biointerfaces. 2005 Apr; 41(4):305-11. doi: 10.1016/j.colsurfb.2004.12.017. [PMID: 15748826]
  • Yassine Ben Ali, Henri Chahinian, Stefan Petry, Günter Muller, Frédéric Carrière, Robert Verger, Abdelkarim Abousalham. Might the kinetic behavior of hormone-sensitive lipase reflect the absence of the lid domain?. Biochemistry. 2004 Jul; 43(29):9298-306. doi: 10.1021/bi049479o. [PMID: 15260473]
  • I Kladnícková, T Klein, M Dittrich. [Effect of triester glycerol type of plasticizers on release of albumin from biodegradable polymer matrices]. Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti. 2004 Jan; 53(1):27-30. doi: . [PMID: 15065393]
  • Mysore P Ramprasad, Arjang Amini, Tugrul Kararli, Nandini V Katre. The sustained granulopoietic effect of progenipoietin encapsulated in multivesicular liposomes. International journal of pharmaceutics. 2003 Aug; 261(1-2):93-103. doi: 10.1016/s0378-5173(03)00291-6. [PMID: 12878398]
  • Shuji Adachi, Hanaho Imaoka, Yuri Hasegawa, Ryuichi Matsuno. Preparation of a water-in-oil-in-water (W/O/W) type microcapsules by a single-droplet-drying method and change in encapsulation efficiency of a hydrophilic substance during storage. Bioscience, biotechnology, and biochemistry. 2003 Jun; 67(6):1376-81. doi: 10.1271/bbb.67.1376. [PMID: 12843667]
  • Makoto Takase, Yoshinobu Sumiyama, Jiro Nagao. Quantitative evaluation of reconstruction methods after gastrectomy using a new type of examination: digestion and absorption test with stable isotope 13C-labeled lipid compound. Gastric cancer : official journal of the International Gastric Cancer Association and the Japanese Gastric Cancer Association. 2003; 6(3):134-41. doi: 10.1007/s10120-003-0238-3. [PMID: 14520525]
  • Henri Chahinian, Sofiane Bezzine, Francine Ferrato, Margarita G Ivanova, Barbara Perez, Mark E Lowe, Frédéric Carrière. The beta 5' loop of the pancreatic lipase C2-like domain plays a critical role in the lipase-lipid interactions. Biochemistry. 2002 Nov; 41(46):13725-35. doi: 10.1021/bi0257944. [PMID: 12427035]
  • Hiroshi Fujikawa, Akihiro Ibe, Tomoaki Wauke, Satoshi Morozumi, Haruhiko Mori. Flavor production from edible oils and their constituents by Penicillium corylophilum. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2002 Jun; 43(3):160-4. doi: 10.3358/shokueishi.43.160. [PMID: 12238154]
  • Indira Chandrasekhar, Wilfred F van Gunsteren. A comparison of the potential energy parameters of aliphatic alkanes: molecular dynamics simulations of triacylglycerols in the alpha phase. European biophysics journal : EBJ. 2002 May; 31(2):89-101. doi: 10.1007/s00249-001-0196-9. [PMID: 12012112]
  • 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]
  • L Sek, C J Porter, W N Charman. Characterisation and quantification of medium chain and long chain triglycerides and their in vitro digestion products, by HPTLC coupled with in situ densitometric analysis. Journal of pharmaceutical and biomedical analysis. 2001 Jun; 25(3-4):651-61. doi: 10.1016/s0731-7085(00)00528-8. [PMID: 11377046]
  • K T Lee, C C Akoh, W P Flatt, J H Lee. Nutritional effects of enzymatically modified soybean oil with caprylic acid versus physical mixture analogue in obese Zucker rats. Journal of agricultural and food chemistry. 2000 Nov; 48(11):5696-701. doi: 10.1021/jf000072+. [PMID: 11087541]
  • S Miyakawa, N Niwamoto, A Horiguchi, T Hanai, K Mizuno, S Ishihara, K Miura. Fat absorption after pylorus-preserving pancreatoduodenectomy reconstructed with Billroth II pancreaticojejunostomy or Billroth I pancreaticogastrostomy. Hepato-gastroenterology. 2000 Jan; 47(31):264-8. doi: ". [PMID: 10690619]
  • P McClean, M Harding, W A Coward, A Prentice, S Austin, L T Weaver. Bile salt-stimulated lipase and digestion of non-breast milk fat. Journal of pediatric gastroenterology and nutrition. 1998 Jan; 26(1):39-42. doi: 10.1097/00005176-199801000-00007. [PMID: 9443118]
  • A Ohkawa, N Sato, K Hatakeyama. Effect of medium-chain triglyceride emulsion in total parenteral nutrition on experimental hepatic metastasis in the rat. JPEN. Journal of parenteral and enteral nutrition. 1997 Jul; 21(4):220-3. doi: 10.1177/0148607197021004220. [PMID: 9252948]
  • S Miyakawa, M Hayakawa, A Horiguchi, K Mizuno, S Ishihara, N Niwamoto, K Miura. Estimation of fat absorption with the 13C-trioctanoin breath test after pancreatoduodenectomy or pancreatic head resection. World journal of surgery. 1996 Oct; 20(8):1024-8; discussion 1028. doi: 10.1007/s002689900156. [PMID: 8798360]
  • J A Hamilton, J M Vural, Y A Carpentier, R J Deckelbaum. Incorporation of medium chain triacylglycerols into phospholipid bilayers: effect of long chain triacylglycerols, cholesterol, and cholesteryl esters. Journal of lipid research. 1996 Apr; 37(4):773-82. doi: 10.1016/s0022-2275(20)37575-1. [PMID: 8732777]
  • S A Christ, E J Read, J A Stober, M K Smith. Developmental effects of trichloroacetonitrile administered in corn oil to pregnant Long-Evans rats. Journal of toxicology and environmental health. 1996 Feb; 47(3):233-47. doi: 10.1080/009841096161762. [PMID: 8604148]
  • H Fukui, K Akiyoshi, J Sunamoto. 0/w-emulsion of alpha-linolenic acid stabilized with hydrophobized polysaccharide. Its effect on the growth of human colon cancer cells. Journal of biomaterials science. Polymer edition. 1996; 7(10):829-38. doi: 10.1163/156856296x00011. [PMID: 8836830]
  • S R Craig, D M Gatlin. Coconut oil and beef tallow, but not tricaprylin, can replace menhaden oil in the diet of red drum (Sciaenops ocellatus) without adversely affecting growth or fatty acid composition. The Journal of nutrition. 1995 Dec; 125(12):3041-8. doi: 10.1093/jn/125.12.3041. [PMID: 7500182]
  • A Dutta, H Pedersen, C K Chin. Two-phase culture system for plant cells. Annals of the New York Academy of Sciences. 1994 Nov; 745(?):251-60. doi: 10.1111/j.1749-6632.1994.tb44379.x. [PMID: 7832515]
  • H Sato. Plasma ketone levels in neonatal calves fed medium chain triglycerides in milk. The Journal of veterinary medical science. 1994 Aug; 56(4):781-2. doi: 10.1292/jvms.56.781. [PMID: 7999911]
  • R D Joerger, M J Haas. Alteration of chain length selectivity of a Rhizopus delemar lipase through site-directed mutagenesis. Lipids. 1994 Jun; 29(6):377-84. doi: 10.1007/bf02537305. [PMID: 8090057]
  • H Kato, A Nakao, W Kishimoto, T Nonami, A Harada, T Hayakawa, H Takagi. 13C-labeled trioctanoin breath test for exocrine pancreatic function test in patients after pancreatoduodenectomy. The American journal of gastroenterology. 1993 Jan; 88(1):64-9. doi: . [PMID: 8093586]
  • R T Mabayo, M Furuse, S I Yang, J Okumura. Medium-chain triacylglycerols enhance release of cholecystokinin in chicks. The Journal of nutrition. 1992 Aug; 122(8):1702-5. doi: 10.1093/jn/122.8.1702. [PMID: 1640264]
  • Y Moriyoshi, T Takeuchi. [Exocrine pancreatic function tests]. Rinsho byori. The Japanese journal of clinical pathology. 1991 Jun; Suppl 89(?):49-57. doi: NULL. [PMID: 1716705]
  • J M Miles, M Cattalini, F W Sharbrough, L E Wold, R E Wharen, J E Gerich, M W Haymond. Metabolic and neurologic effects of an intravenous medium-chain triglyceride emulsion. JPEN. Journal of parenteral and enteral nutrition. 1991 Jan; 15(1):37-41. doi: 10.1177/014860719101500137. [PMID: 1901106]
  • R C Johnson, S K Young, R Cotter, L Lin, W B Rowe. Medium-chain-triglyceride lipid emulsion: metabolism and tissue distribution. The American journal of clinical nutrition. 1990 Sep; 52(3):502-8. doi: 10.1093/ajcn/52.3.502. [PMID: 2118303]
  • S H Chiang, J E Pettigrew, S D Clarke, S G Cornelius. Limits of medium-chain and long-chain triacylglycerol utilization by neonatal piglets. Journal of animal science. 1990 Jun; 68(6):1632-8. doi: 10.2527/1990.6861632x. [PMID: 2384363]
  • Y Iwasa, S Ogoshi, M Iwasa, T Tamiya. The effect of tricaprylin emulsion on protein turnover in scald burn rats. Nutrition (Burbank, Los Angeles County, Calif.). 1990 Jan; 6(1):107-13. doi: . [PMID: 2135747]
  • N Rodriguez, W F Schwenk, B Beaufrere, J M Miles, M W Haymond. Trioctanoin infusion increases in vivo leucine oxidation: a lesson in isotope modeling. The American journal of physiology. 1986 Sep; 251(3 Pt 1):E343-8. doi: 10.1152/ajpendo.1986.251.3.e343. [PMID: 3752242]
  • B A Diwan, J M Rice, M Ohshima, J M Ward. Interstrain differences in susceptibility to liver carcinogenesis initiated by N-nitrosodiethylamine and its promotion by phenobarbital in C57BL/6NCr, C3H/HeNCrMTV- and DBA/2NCr mice. Carcinogenesis. 1986 Feb; 7(2):215-20. doi: 10.1093/carcin/7.2.215. [PMID: 3948311]
  • B Beaufrere, P Tessari, M Cattalini, J Miles, M W Haymond. Apparent decreased oxidation and turnover of leucine during infusion of medium-chain triglycerides. The American journal of physiology. 1985 Aug; 249(2 Pt 1):E175-82. doi: 10.1152/ajpendo.1985.249.2.e175. [PMID: 3895976]
  • A Ohneda, T Kobayashi, J Nihei. Characterization of response of gut GLI to fat ingestion in dogs. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 1984 Dec; 16 Suppl 1(?):105-9. doi: 10.1055/s-2007-1014910. [PMID: 6398248]
  • A Ohneda, T Kobayashi, J Nihei. Response of gastric inhibitory polypeptide to fat ingestion in normal dogs. Regulatory peptides. 1984 Mar; 8(2):123-30. doi: 10.1016/0167-0115(84)90167-8. [PMID: 6729150]
  • B Aurousseau, M Vermorel, J C Bouvier. [Effect of the replacement of a part of the tallow in a milk supply with tricaprylin or coconut oil on the use of energy and nitrogen by the preruminant calf]. Reproduction, nutrition, developpement. 1984; 24(3):265-79. doi: ". [PMID: 6729239]
  • J B Watkins, P D Klein, D A Schoeller, B S Kirschner, R Park, J A Perman. Diagnosis and differentiation of fat malabsorption in children using 13C-labeled lipids: trioctanoin, triolein, and palmitic acid breath tests. Gastroenterology. 1982 May; 82(5 Pt 1):911-7. doi: . [PMID: 7060913]
  • J B Watkins, D A Schoeller, P D Klein, D G Ott, A D Newcomer, A F Hofmann. 13C-trioctanoin: a nonradioactive breath test to detect fat malabsorption. The Journal of laboratory and clinical medicine. 1977 Sep; 90(3):422-30. doi: . [PMID: 894098]