Pyruvic Acid Ethyl Ester

  • CAT Number: R054304
  • CAS Number: 617-35-6
  • Molecular Formula: C5H8O3
  • Molecular Weight: 116.116
  • Purity: ≥95%
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Ethyl Pyruvate is a lipid peroxidation inhibitor potentially for the treatment of systemic inflammatory response.

Catalog Number R054304
CAS Number 617-35-6
Molecular Formula

C5H8O3

Purity 95%
Target lipid peroxidation inhibitor
Storage -20°C
IUPAC Name ethyl 2-oxopropanoate
InChI InChI=1S/C5H8O3/c1-3-8-5(7)4(2)6/h3H2,1-2H3
InChIKey XXRCUYVCPSWGCC-UHFFFAOYSA-N
SMILES CCOC(=O)C(=O)C
Reference

</br>1: Artis T, Artis AS, Arslan E, Mutlu F, Akay A, Deniz K. Preventive Effect of Ethyl Pyruvate on Postoperative Adhesion Formation Following Abdominal Surgery. J Invest Surg. 2016 Oct;29(5):260-5. doi: 10.3109/08941939.2016.1149639. PubMed PMID: 27010523.</br>2: Worku N, Stich A, Daugschies A, Wenzel I, Kurz R, Thieme R, Kurz S, Birkenmeier G. Ethyl Pyruvate Emerges as a Safe and Fast Acting Agent against Trypanosoma brucei by Targeting Pyruvate Kinase Activity. PLoS One. 2015 Sep 4;10(9):e0137353. doi: 10.1371/journal.pone.0137353. PubMed PMID: 26340747; PubMed Central PMCID: PMC4560413.</br>3: Fang R, Zheng X, Zhang M. Ethyl pyruvate alleviates early brain injury following subarachnoid hemorrhage in rats. Acta Neurochir (Wien). 2016 Jun;158(6):1069-76. doi: 10.1007/s00701-016-2795-3. PubMed PMID: 27072679.</br>4: Cheng P, Dai W, Wang F, Lu J, Shen M, Chen K, Li J, Zhang Y, Wang C, Yang J, Zhu R, Zhang H, Zheng Y, Guo CY, Xu L. Ethyl pyruvate inhibits proliferation and induces apoptosis of hepatocellular carcinoma via regulation of the HMGB1-RAGE and AKT pathways. Biochem Biophys Res Commun. 2014 Jan 24;443(4):1162-8. doi: 10.1016/j.bbrc.2013.12.064. PubMed PMID: 24361892.</br>5: Guarda IF, Correia CJ, Breithaupt-Faloppa AC, Ferreira SG, Moreno AC, Martinez MB, Rocha-e-Silva M, Sannomiya P. Effects of ethyl pyruvate on leukocyte-endothelial interactions in the mesenteric microcirculation during early sepsis treatment. Clinics (Sao Paulo). 2015 Jul;70(7):508-14. doi: 10.6061/clinics/2015(07)08. PubMed PMID: 26222821; PubMed Central PMCID: PMC4496755.</br>6: Shen M, Lu J, Cheng P, Lin C, Dai W, Wang F, Wang C, Zhang Y, Chen K, Xu L, Zhou Y, Guo C. Ethyl pyruvate pretreatment attenuates concanavalin a-induced autoimmune hepatitis in mice. PLoS One. 2014 Feb 3;9(2):e87977. doi: 10.1371/journal.pone.0087977. PubMed PMID: 24498418; PubMed Central PMCID: PMC3912171.</br>7: Matone J, Moretti AI, Apodaca-Torrez FR, Goldenberg A. Ethyl-pyruvate reduces lung injury matrix metalloproteinases and cytokines and improves survival in experimental model of severe acute pancreatitis. Acta Cir Bras. 2013 Aug;28(8):559-67. PubMed PMID: 23896834.</br>8: Shen M, Lu J, Dai W, Wang F, Xu L, Chen K, He L, Cheng P, Zhang Y, Wang C, Wu D, Yang J, Zhu R, Zhang H, Zhou Y, Guo C. Ethyl pyruvate ameliorates hepatic ischemia-reperfusion injury by inhibiting intrinsic pathway of apoptosis and autophagy. Mediators Inflamm. 2013;2013:461536. doi: 10.1155/2013/461536. Erratum in: Mediators Inflamm. 2016;2016:5434275. PubMed PMID: 24453420; PubMed Central PMCID: PMC3886226.</br>9: Olek RA, Ziolkowski W, Flis DJ, Fedeli D, Fiorini D, Wierzba TH, Gabbianelli R. The effect of ethyl pyruvate supplementation on rat fatty liver induced by a high-fat diet. J Nutr Sci Vitaminol (Tokyo). 2013;59(3):232-7. PubMed PMID: 23883694.</br>10: Shi H, Wang HL, Pu HJ, Shi YJ, Zhang J, Zhang WT, Wang GH, Hu XM, Leak RK, Chen J, Gao YQ. Ethyl pyruvate protects against blood-brain barrier damage and improves long-term neurological outcomes in a rat model of traumatic brain injury. CNS Neurosci Ther. 2015 Apr;21(4):374-84. doi: 10.1111/cns.12366. PubMed PMID: 25533312; PubMed Central PMCID: PMC4376651.</br>11: Olek RA, Ziolkowski W, Wierzba TH, Kaczor JJ. Effect of ethyl pyruvate on skeletal muscle metabolism in rats fed on a high fat diet. Nutrients. 2013 Jul 1;5(7):2372-83. doi: 10.3390/nu5072372. PubMed PMID: 23857218; PubMed Central PMCID: PMC3738978.</br>12: Yuan Y, Su Z, Pu Y, Liu X, Chen J, Zhu F, Zhu Y, Zhang H, He C. Ethyl pyruvate promotes spinal cord repair by ameliorating the glial microenvironment. Br J Pharmacol. 2012 May;166(2):749-63. doi: 10.1111/j.1476-5381.2011.01804.x. PubMed PMID: 22142175; PubMed Central PMCID: PMC3417502.</br>13: Algieri F, Rodriguez-Nogales A, Garrido-Mesa J, Camuesco D, Vezza T, Garrido-Mesa N, Utrilla P, Rodriguez-Cabezas ME, Pischel I, Galvez J. Intestinal anti-inflammatory activity of calcium pyruvate in the TNBS model of rat colitis: Comparison with ethyl pyruvate. Biochem Pharmacol. 2016 Mar 1;103:53-63. doi: 10.1016/j.bcp.2015.12.022. PubMed PMID: 26774455.</br>14: Guo X, Guo R, Luo X, Zhou L. Ethyl pyruvate ameliorates experimental colitis in mice by inhibiting the HMGB1-Th17 and Th1/Tc1 responses. Int Immunopharmacol. 2015 Dec;29(2):454-61. doi: 10.1016/j.intimp.2015.10.015. PubMed PMID: 26541861.</br>15: Zhu Q, Wang H, Wang H, Luo Y, Yu Y, Du Q, Fei A, Pan S. Protective effects of ethyl pyruvate on lipopolysaccharide induced acute lung injury through inhibition of autophagy in neutrophils. Mol Med Rep. 2017 Mar;15(3):1272-1278. doi: 10.3892/mmr.2017.6118. PubMed PMID: 28098908.</br>16: Jacobs CC, Holcombe SJ, Cook VL, Gandy JC, Hauptman JG, Sordillo LM. Ethyl pyruvate diminishes the inflammatory response to lipopolysaccharide infusion in horses. Equine Vet J. 2013 May;45(3):333-9. doi: 10.1111/j.2042-3306.2012.00634.x. Erratum in: Equine Vet J. 2014 Jan;46(1):123. PubMed PMID: 22943507.</br>17: Schroeder EL, Holcombe SJ, Cook VL, James MD, Gandy JC, Hauptman JG, Sordillo LM. Preliminary safety and biological efficacy studies of ethyl pyruvate in normal mature horses. Equine Vet J. 2011 May;43(3):341-7. doi: 10.1111/j.2042-3306.2010.00214.x. PubMed PMID: 21492212.</br>18: Cook VL, Holcombe SJ, Gandy JC, Corl CM, Sordillo LM. Ethyl pyruvate decreases proinflammatory gene expression in lipopolysaccharide-stimulated equine monocytes. Vet Immunol Immunopathol. 2011 May 15;141(1-2):92-9. doi: 10.1016/j.vetimm.2011.02.012. PubMed PMID: 21419499.</br>19: Mizutani A, Maeda N, Toku S, Higa-Nakamine S, Isohama Y, Sunakawa H, Sugahara K, Yamamoto H. Interaction of ethyl pyruvate in vitro with NF-κB subunits, RelA and p50. Eur J Pharmacol. 2011 Jan 10;650(1):151-6. doi: 10.1016/j.ejphar.2010.10.020. PubMed PMID: 20969857.</br>20: Turkmen S, Cekic Gonenc O, Karaca Y, Mentese A, Demir S, Beyhun E, Sahin A, Gunduz A, Yulug E, Turedi S. The effect of ethyl pyruvate and N-acetylcysteine on ischemia-reperfusion injury in an experimental model of ischemic stroke. Am J Emerg Med. 2016 Sep;34(9):1804-7. doi: 10.1016/j.ajem.2016.06.003. PubMed PMID: 27324856.</br></br>

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