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(2R)-4,4-Difluoro-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester | CAS:647857-74-7
(2R)-4,4-Difluoro-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester
  • Name:(2R)-4,4-Difluoro-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester
  • CAS:647857-74-7
  • Synonyms:
  • Molecular Formula:C11H17F2NO4
  • Molecular Weight:265.25
  • EINESC:

Description

Properties

Boiling point 292.7±40.0 ºC (760 Tor
Flash point 130.8±27.3 ºC, 计算值*
Density 1.22±0.1 g/cm3 (20 ºC

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Peer-Reviewed Papers
Novel gut-based pharmacology of metformin in patients with type 2 diabetes mellitus.Antonella Napolitano et al.PloS one, 9(7), e100778-e100778 (2014-07-06) Regulation of apoptosis in HL-1 cardiomyocytes by phosphorylation of the receptor tyrosine kinase EphA2 and protection by lithocholic acid.J Jehle et al.British journal of pharmacology, 167(7), 1563-1572 (2012-08-01) Lithocholic Acid Hydroxyamide Destabilizes Cyclin D1 and Induces G0/G1 Arrest by Inhibiting Deubiquitinase USP2a.Katarzyna Magiera et al.Cell chemical biology, 24(4), 458-470 (2017-03-28) Development and validation of a sensitive LC-MS-MS method for the simultaneous determination of multicomponent contents in artificial Calculus Bovis.Can Peng et al.Journal of chromatographic science, 52(2), 128-136 (2013-01-15) Ginsenoside metabolite compound K stimulates glucagon-like peptide-1 secretion in NCI-H716 cells via bile acid receptor activation.Kyong Kim et al.Archives of pharmacal research, 37(9), 1193-1200 (2014-03-05) Proteome Profiling by Label-Free Mass Spectrometry Reveals Differentiated Response of Campylobacter jejuni 81-176 to Sublethal Concentrations of Bile Acids.Wycliffe O Masanta et al.Proteomics. Clinical applications, 13(3), e1800083-e1800083 (2018-09-25) Lithocholic acid feeding results in direct hepato-toxicity independent of neutrophil function in mice.Benjamin L Woolbright et al.Toxicology letters, 228(1), 56-66 (2014-04-20) Galactosylated poly(ethyleneglycol)-lithocholic Acid selectively kills hepatoma cells, while sparing normal liver cells.Nomundelger Gankhuyag et al.Macromolecular bioscience, 15(6), 777-787 (2015-02-07) Persistent Organic Pollutants Modify Gut Microbiota-Host Metabolic Homeostasis in Mice Through Aryl Hydrocarbon Receptor Activation.Limin Zhang et al.Environmental health perspectives, 123(7), 679-688 (2015-03-15) Metabolomics of Ramadan fasting: an opportunity for the controlled study of physiological responses to food intake.Sweety Mathew et al.Journal of translational medicine, 12, 161-161 (2014-06-08) Amino acid conjugates of lithocholic acid as antagonists of the EphA2 receptor.Matteo Incerti et al.Journal of medicinal chemistry, 56(7), 2936-2947 (2013-03-16) Regulation of host weight gain and lipid metabolism by bacterial bile acid modification in the gut.Susan A Joyce et al.Proceedings of the National Academy of Sciences of the United States of America, 111(20), 7421-7426 (2014-05-07) Crosstalk between the hepatologist and the cardiologist: a future place for the lithocholic acid as a coronary atheroma risk factor?Henri Duboc et al.Hepatology (Baltimore, Md.), 56(6), 2426-2426 (2012-05-19) Lithocholic acid is an endogenous inhibitor of MDM4 and MDM2.Simon M Vogel et al.Proceedings of the National Academy of Sciences of the United States of America, 109(42), 16906-16910 (2012-10-05) The receptor TGR5 mediates the prokinetic actions of intestinal bile acids and is required for normal defecation in mice.Farzad Alemi et al.Gastroenterology, 144(1), 145-154 (2012-10-09) Effect of ursodeoxycholic acid treatment on the altered progesterone and bile acid homeostasis in the mother-placenta-foetus trio during cholestasis of pregnancy.Maria C Estiú et al.British journal of clinical pharmacology, 79(2), 316-329 (2014-08-08) TGF-β-SMAD3 signaling mediates hepatic bile acid and phospholipid metabolism following lithocholic acid-induced liver injury.Tsutomu Matsubara et al.Journal of lipid research, 53(12), 2698-2707 (2012-10-05) Hydrogels Triggered by Metal Ions as Precursors of Network CuS for DNA Detection.Haiqiao Wang et al.Chemistry (Weinheim an der Bergstrasse, Germany), 21(34), 12194-12201 (2015-07-17) Pregnane X receptor mediated-transcription regulation of CYP3A by glycyrrhizin: a possible mechanism for its hepatoprotective property against lithocholic acid-induced injury.Yu-Guang Wang et al.Chemico-biological interactions, 200(1), 11-20 (2012-09-18) Ursodeoxycholic acid accelerates bile acid enterohepatic circulation.Yunjing Zhang et al.British journal of pharmacology, 176(16), 2848-2863 (2019-05-12) Non-invasive monitoring of immunization progress in mice via IgG from feces.José João Carvalho et al.In vivo (Athens, Greece), 26(1), 63-69 (2012-01-03) Self-assembly of bile acid-PEG conjugates in aqueous solutions.Satu Strandman et al.The journal of physical chemistry. B, 117(1), 252-258 (2012-12-12) Primary biliary acids inhibit hepatitis D virus (HDV) entry into human hepatoma cells expressing the sodium-taurocholate cotransporting polypeptide (NTCP).Isabel Veloso Alves Pereira et al.PloS one, 10(2), e0117152-e0117152 (2015-02-04) The effect of physiological concentrations of bile acids on in vitro growth of Mycobacterium tuberculosis.D Epstein et al.South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde, 102(6), 522-524 (2012-06-07) Bile acids content in brain of common duct ligated rats.Valeria Tripodi et al.Annals of hepatology, 11(6), 930-934 (2012-11-01) Impact of confinement on proteins concentrated in lithocholic acid based organic nanotubes.Qin Lu et al.Journal of colloid and interface science, 454, 97-104 (2015-05-26) Detoxification of lithocholic acid, a toxic bile acid: relevance to drug hepatotoxicity.Alan F Hofmann Drug metabolism reviews, 36(3-4), 703-722 (2004-11-24) Fluorescence (fluidity/hydration) and calorimetric studies of interactions of bile acid-drug conjugates with model membranes.Vedagopuram Sreekanth et al.The journal of physical chemistry. B, 117(7), 2123-2133 (2013-02-07) Bile acids alter male fertility through G-protein-coupled bile acid receptor 1 signaling pathways in mice.Marine Baptissart et al.Hepatology (Baltimore, Md.), 60(3), 1054-1065 (2014-05-07) Cholesterol and Its Derivatives Reversibly Inhibit Proteinase K.Namrata Singh et al.Journal of cellular physiology, 232(3), 596-609 (2016-10-21) Lithocholic acid, cholestasis, and liver disease.J E King et al.Mayo Clinic proceedings, 47(10), 725-730 (1972-10-01) Room-temperature super hydrogel as dye adsorption agent.Shasha Song et al.The journal of physical chemistry. B, 116(42), 12850-12856 (2012-10-03) Hydroxylation of lithocholic acid by selected actinobacteria and filamentous fungi.V V Kollerov et al.Steroids, 78(3), 370-378 (2013-01-22) Novel surfactants with diglutamic acid polar head group: drug solubilization and toxicity studies.Nathalie Ménard et al.Pharmaceutical research, 29(7), 1882-1896 (2012-03-28) Macromitophagy is a longevity assurance process that in chronologically aging yeast limited in calorie supply sustains functional mitochondria and maintains cellular lipid homeostasis.Vincent R Richard et al.Aging, 5(4), 234-269 (2013-04-05) Consumption of vitamin B(6) reduces fecal ratio of lithocholic acid to deoxycholic acid, a risk factor for colon cancer, in rats fed a high-fat diet.Yukako Okazaki et al.Journal of nutritional science and vitaminology, 58(5), 366-370 (2013-01-19) Lithocholic bile acid accumulated in yeast mitochondria orchestrates a development of an anti-aging cellular pattern by causing age-related changes in cellular proteome.Adam Beach et al.Cell cycle (Georgetown, Tex.), 14(11), 1643-1656 (2015-04-04) Synthesis and biological evaluation of 4,4-dimethyl lithocholic acid derivatives as novel inhibitors of protein tyrosine phosphatase 1B.Hai-Bing He et al.Bioorganic & medicinal chemistry letters, 22(23), 7237-7242 (2012-10-17) Effect of probiotics on serum bile acids in patients with ulcerative colitis.Shinji Sato et al.Hepato-gastroenterology, 59(118), 1804-1808 (2012-03-01) Aspirated bile: a major host trigger modulating respiratory pathogen colonisation in cystic fibrosis patients.F J Reen et al.European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology, 33(10), 1763-1771 (2014-05-13) Lithocholic acid extends longevity of chronologically aging yeast only if added at certain critical periods of their lifespan.Michelle T Burstein et al.Cell cycle (Georgetown, Tex.), 11(18), 3443-3462 (2012-08-17) Matrix effects break the LC behavior rule for analytes in LC-MS/MS analysis of biological samples.Nianbai Fang et al.Experimental biology and medicine (Maywood, N.J.), 240(4), 488-497 (2014-10-12) Secondary bile acids effects in colon pathology. Experimental mice study.Claudiu Saracut et al.Acta cirurgica brasileira, 30(9), 624-631 (2015-10-16) Optical detection of lithocholic acid with liquid crystal emulsions.Tanmay Bera et al.Langmuir : the ACS journal of surfaces and colloids, 29(1), 387-392 (2012-12-21) Lipidomics investigation of reversal effect of glycyrrhizin (GL) towards lithocholic acid (LCA)-induced alteration of phospholipid profiles.Jing-Chun Han et al.Pharmaceutical biology, 52(12), 1624-1628 (2014-10-08) Evaluation of cynomolgus monkeys for the identification of endogenous biomarkers for hepatic transporter inhibition and as a translatable model to predict pharmacokinetic interactions with statins in humans.Xiaoyan Chu et al.Drug metabolism and disposition: the biological fate of chemicals, 43(6), 851-863 (2015-03-31) TGR5 signalling inhibits the production of pro-inflammatory cytokines by in vitro differentiated inflammatory and intestinal macrophages in Crohn's disease.Kazuaki Yoneno et al.Immunology, 139(1), 19-29 (2013-04-10) Calcium- and voltage-gated potassium (BK) channel activators in the 5β-cholanic acid-3α-ol analogue series with modifications in the lateral chain.Anna N Bukiya et al.ChemMedChem, 7(10), 1784-1792 (2012-09-05) Comparative transcriptomic analysis of multiple cardiovascular fates from embryonic stem cells predicts novel regulators in human cardiogenesis.Yang Li et al.Scientific reports, 5, 9758-9758 (2015-05-23) [Effects of intestinal flora on the expression of cytochrome P450 3A in the liver].Makoto Ishii et al.Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 132(3), 301-310 (2012-03-03) Highly lipophilic 3-epi-betulinic acid derivatives as potent and selective TGR5 agonists with improved cellular efficacy.Xiao-yin Wang et al.Acta pharmacologica Sinica, 35(11), 1463-1472 (2014-10-07) Hairless modulates ligand-dependent activation of the vitamin D receptor-retinoid X receptor heterodimer.Masayuki Chuma et al.Biological & pharmaceutical bulletin, 35(4), 582-587 (2012-04-03) Deciphering the role of charge, hydration, and hydrophobicity for cytotoxic activities and membrane interactions of bile acid based facial amphiphiles.Manish Singh et al.Biochimica et biophysica acta, 1828(8), 1926-1937 (2013-04-18) Bile Acids Signal via TGR5 to Activate Intestinal Stem Cells and Epithelial Regeneration.Giovanni Sorrentino et al.Gastroenterology, 159(3), 956-968 (2020-06-03) Specific bile acids inhibit hepatic fatty acid uptake in mice.Biao Nie et al.Hepatology (Baltimore, Md.), 56(4), 1300-1310 (2012-04-26) Ultra high resolution SFC-MS as a high throughput platform for metabolic phenotyping: application to metabolic profiling of rat and dog bile.Michael D Jones et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 966, 200-207 (2014-05-13) Cerebrovascular dilation via selective targeting of the cholane steroid-recognition site in the BK channel β1-subunit by a novel nonsteroidal agent.Anna N Bukiya et al.Molecular pharmacology, 83(5), 1030-1044 (2013-03-05) Dysregulated Microbial Fermentation of Soluble Fiber Induces Cholestatic Liver Cancer.Vishal Singh et al.Cell, 175(3), 679-694 (2018-10-20) Estrogen and Estrogen Receptor-α-Mediated Transrepression of Bile Salt Export Pump.Yuan Chen et al.Molecular endocrinology (Baltimore, Md.), 29(4), 613-626 (2015-02-13)
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