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600-22-6,MFCD00008754
Catalog No.:AA003RZR

600-22-6 | Methyl pyruvate

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5g
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$12.00   $8.00
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25g
98%
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$22.00   $15.00
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100g
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$79.00   $55.00
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003RZR
Chemical Name:
Methyl pyruvate
CAS Number:
600-22-6
Molecular Formula:
C4H6O3
Molecular Weight:
102.0886
MDL Number:
MFCD00008754
SMILES:
COC(=O)C(=O)C
NSC Number:
65430
Properties
Properties
 
BP:
134-137°C  
Form:
Liquid  
MP:
-22℃  
Refractive Index:
n20/D 1.404(lit.)  
Solubility:
ethanol: soluble1.1g/10 mL, clear, colorless to almost colorless  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
95.1  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
3  
Rotatable Bond Count:
2  

Literature

Title: Dimethyl 6-acetyl-2-methyl-1,2-dihydroquinoline-2,4-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Dimethyl 6-bromo-2-methyl-1,2-di-hydro-quinoline-2,4-dicarboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Targeting protective autophagy exacerbates UV-triggered apoptotic cell death.

Journal: International journal of molecular sciences 20120101

Title: Phenotypic characterization and 16S rDNA identification of culturable non-obligate halophilic bacterial communities from a hypersaline lake, La Sal del Rey, in extreme South Texas (USA).

Journal: Aquatic biosystems 20120101

Title: Macroautophagy in T lymphocyte development and function.

Journal: Frontiers in immunology 20120101

Title: Antigen Cross-Priming of Cell-Associated Proteins is Enhanced by Macroautophagy within the Antigen Donor Cell.

Journal: Frontiers in immunology 20120101

Title: PPARs: Interference with Warburg' Effect and Clinical Anticancer Trials.

Journal: PPAR research 20120101

Title: Dual inhibition of tumor energy pathway by 2-deoxyglucose and metformin is effective against a broad spectrum of preclinical cancer models.

Journal: Molecular cancer therapeutics 20111201

Title: Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes.

Journal: Molecular and cellular endocrinology 20111015

Title: Atmospheric chemistry of two biodiesel model compounds: methyl propionate and ethyl acetate.

Journal: The journal of physical chemistry. A 20110818

Title: Design, synthesis, and structure-activity relationship exploration of 1-substituted 4-aroyl-3-hydroxy-5-phenyl-1H-pyrrol-2(5H)-one analogues as inhibitors of the annexin A2-S100A10 protein interaction.

Journal: Journal of medicinal chemistry 20110414

Title: Ethyl pyruvate preserves IGF-I sensitivity toward mTOR substrates and protein synthesis in C2C12 myotubes.

Journal: Endocrinology 20110101

Title: A modified scoring system to describe gross pathology in the rabbit model of tuberculosis.

Journal: BMC microbiology 20110101

Title: Glycated albumin suppresses glucose-induced insulin secretion by impairing glucose metabolism in rat pancreatic β-cells.

Journal: Nutrition & metabolism 20110101

Title: Bacterial and archaea community present in the Pine Barrens Forest of Long Island, NY: unusually high percentage of ammonia oxidizing bacteria.

Journal: PloS one 20110101

Title: In vivo and in silico determination of essential genes of Campylobacter jejuni.

Journal: BMC genomics 20110101

Title: Glycolytic flux occurs in Drosophila melanogaster recovering from camptothecin treatment.

Journal: Anti-cancer drugs 20101101

Title: A general approach to anionic acid-labile surfactants with tunable properties.

Journal: The Journal of organic chemistry 20100917

Title: Kinetics and products of gas-phase reactions of ozone with methyl methacrylate, methyl acrylate, and ethyl acrylate.

Journal: The journal of physical chemistry. A 20100819

Title: AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets.

Journal: Molecular and cellular endocrinology 20100729

Title: Troglitazone regulates anaplerosis via a pull/push affect on glutamate dehydrogenase mediated glutamate deamination in kidney-derived epithelial cells; implications for the Warburg effect.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20100101

Title: Production of L-lactate in Leuconostoc citreum via heterologous expression of L-lactate dehydrogenase gene.

Journal: Journal of biotechnology 20091026

Title: Dual role of poly(ADP-ribose) glycohydrolase in the regulation of cell death in oxidatively stressed A549 cells.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20091001

Title: Role of plant glyoxylate reductases during stress: a hypothesis.

Journal: The Biochemical journal 20091001

Title: A high affinity pyruvate decarboxylase is present in cottonwood leaf veins and petioles: a second source of leaf acetaldehyde emission?

Journal: Phytochemistry 20090701

Title: Mitochondrial dysfunction contributes to impaired insulin secretion in INS-1 cells with dominant-negative mutations of HNF-1alpha and in HNF-1alpha-deficient islets.

Journal: The Journal of biological chemistry 20090619

Title: Starvation in the midst of plenty: making sense of ceramide-induced autophagy by analysing nutrient transporter expression.

Journal: Biochemical Society transactions 20090201

Title: C1-symmetric oxazolinyl sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama aldol reactions.

Journal: Organic letters 20080306

Title: (E)-Methyl 2-[(4-nitro-phen-yl)-hydrazono]-propanoate.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Keto-enol driven assembly of methyl pyruvate on Pt(111).

Journal: Journal of the American Chemical Society 20070926

Title: Rhythm of the beta-cell oscillator is not governed by a single regulator: multiple systems contribute to oscillatory behavior.

Journal: American journal of physiology. Endocrinology and metabolism 20070501

Title: Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage.

Journal: International journal of systematic and evolutionary microbiology 20070501

Title: Genistein-induced apoptosis and autophagocytosis in ovarian cancer cells.

Journal: Gynecologic oncology 20070401

Title: Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy.

Journal: Journal of burns and wounds 20070101

Title: A role for carbon catabolite repression in the metabolism of phosphonoacetate by Agromyces fucosus Vs2.

Journal: FEMS microbiology letters 20060801

Title: Dioxiranes generated in situ from pyruvates and oxone as environmentally friendly oxidizing agents for disinfection.

Journal: Environmental science & technology 20060115

Title: The clinical relevance of the metabolism of prostate cancer; zinc and tumor suppression: connecting the dots.

Journal: Molecular cancer 20060101

Title: Evidence for C-H...O=C bonding in coadsorbed aromatic-carbonyl systems on Pt(111).

Journal: The journal of physical chemistry. B 20050623

Title: Substrate effects on oscillations in metabolism, calcium and secretion in single mouse islets of Langerhans.

Journal: Biochimica et biophysica acta 20050620

Title: The glucose dependence of Akt-transformed cells can be reversed by pharmacologic activation of fatty acid beta-oxidation.

Journal: Oncogene 20050616

Title: Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry.

Journal: The Journal of organic chemistry 20050121

Title: P2Y purinergic potentiation of glucose-induced insulin secretion and pancreatic beta-cell metabolism.

Journal: Diabetes 20041201

Title: Overexpression of short heterodimer partner recovers impaired glucose-stimulated insulin secretion of pancreatic beta-cells overexpressing UCP2.

Journal: The Journal of endocrinology 20041001

Title: Quantitative NAD(P)H/flavoprotein autofluorescence imaging reveals metabolic mechanisms of pancreatic islet pyruvate response.

Journal: The Journal of biological chemistry 20040723

Title: Stereoselective generation of vicinal stereogenic quaternary centers by photocycloaddition of 5-methoxy oxazoles to alpha-keto esters: synthesis of erythro beta-hydroxy dimethyl aspartates.

Journal: Organic & biomolecular chemistry 20040421

Title: Adsorption states and modifier-substrate interactions on Pt(111) relevant to the enantioselective hydrogenation of alkyl pyruvates in the Orito reaction.

Journal: Journal of the American Chemical Society 20031224

Title: Monitoring carbonyl-amine reaction between pyruvic acid and alpha-amino alcohols by FTIR spectroscopy--a possible route to Amadori products.

Journal: Journal of agricultural and food chemistry 20031022

Title: Increased fatty acid oxidation in transgenic mice overexpressing UCP3 in skeletal muscle.

Journal: Diabetes, obesity & metabolism 20030901

Title: Observation of high enantioselectivity for the gas phase hydrogenation of methyl pyruvate using supported Pt catalysts pre-modified with cinchonidine.

Journal: Chemical communications (Cambridge, England) 20030807

Title: Utility of historical vehicle-control data in the interpretation of the local lymph node assay.

Journal: Contact dermatitis 20030701

Title: Studies with GIP/Ins cells indicate secretion by gut K cells is KATP channel independent.

Journal: American journal of physiology. Endocrinology and metabolism 20030501

Title: Aspects of enantioselective heterogeneous catalysis: structure and reactivity of (S)-(-)-1-(1-naphthyl)ethylamine on Pt[111].

Journal: Journal of the American Chemical Society 20030305

Title: Dacrymenone and VM 3298-2--new antibiotics with antibacterial and antifungal activity.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101

Title: Methyl pyruvate stimulates pancreatic beta-cells by a direct effect on KATP channels, and not as a mitochondrial substrate.

Journal: The Biochemical journal 20021215

Title: New methyl pyruvate thiosemicarbazones and their copper and zinc complexes: synthesis, characterization, X-ray structures and biological activity.

Journal: Journal of inorganic biochemistry 20011201

Title: Potentiation and prolongation of the insulinotropic action of glucagon-like peptide 1 by methyl pyruvate or dimethyl ester of L-glutamic acid in a type 2 diabetes animal model.

Journal: Endocrine 20011101

Title: Selective C-C bond activation of methyl pyruvate on Ni(111) to yield surface methoxycarbonyl.

Journal: Journal of the American Chemical Society 20010704

Title: Potentiation by methyl pyruvate of GLP-1 insulinotropic action in normal rats.

Journal: International journal of molecular medicine 20010601

Title: Methyl pyruvate initiates membrane depolarization and insulin release by metabolic factors other than ATP.

Journal: The Biochemical journal 20010301

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Tags:600-22-6 Molecular Formula|600-22-6 MDL|600-22-6 SMILES|600-22-6 Methyl pyruvate |Organic_Building_Blocks