498-23-7 | (2Z)-2-methylbut-2-enedioic acid

Packsize	Purity	Availability	Price	Discounted Price
5g	99%(GC)	in stock	$25.00	$18.00
25g	>98.0%(GC)(T)	in stock	$48.00	$33.00
100g	99%(GC)	in stock	$166.00	$117.00
500g	>98.0%(GC)(T)	in stock	$358.00	$251.00

Description

• Catalog Number: AB62725
• Chemical Name: (2Z)-2-methylbut-2-enedioic acid
• CAS Number: 498-23-7
• Molecular Formula: C5H6O4
• Molecular Weight: 130.0987
• MDL Number: MFCD00078086
• SMILES: OC(=O)/C=C(\C(=O)O)/C

Computed Properties

• Complexity: 168
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 2
• XLogP3: -0.1

Literature

• Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.

  Scientific reports 20180101

• Fumarate Mediates a Chronic Proliferative Signal in Fumarate Hydratase-Inactivated Cancer Cells by Increasing Transcription and Translation of Ferritin Genes.

  Molecular and cellular biology 20170601

• Distinct Nrf2 Signaling Mechanisms of Fumaric Acid Esters and Their Role in Neuroprotection against 1-Methyl-4-Phenyl-1,2,3,6-Tetrahydropyridine-Induced Experimental Parkinson's-Like Disease.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20160608

• Regulation of proton-coupled folate transporter in retinal Müller cells by the antipsoriatic drug monomethylfumarate.

  Glia 20120301

• Downregulation of endothelial adhesion molecules by dimethylfumarate, but not monomethylfumarate, and impairment of dynamic lymphocyte-endothelial cell interactions.

  Experimental dermatology 20111201

• Vitamin B12, cognition, and brain MRI measures: a cross-sectional examination.

  Neurology 20110927

• Lymphomatosis cerebri presenting as a rapidly progressive dementia with a high methylmalonic acid.

  Journal of neurology 20110801

• Clinical characteristics and gene mutation analysis of methylmalonic aciduria.

  Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20110601

• A methylaspartate cycle in haloarchaea.

  Science (New York, N.Y.) 20110121

• Cytokine secretion pattern in treatment of lymphocytes of multiple sclerosis patients with fumaric acid esters.

  Immunological investigations 20110101

• Pharmacokinetics of anti-psoriatic fumaric acid esters in psoriasis patients.

  Archives of dermatological research 20100901

• Synthesis, characterization and reactivity ratio study of poly(di(tri-n-butyltin) citraconate-co-N-vinylimidazole).

  Molecules (Basel, Switzerland) 20100707

• Reduction of fumarate, mesaconate and crotonate by Mfr, a novel oxygen-regulated periplasmic reductase in Campylobacter jejuni.

  Environmental microbiology 20100301

• Effects of fumaric acids on cuprizone induced central nervous system de- and remyelination in the mouse.

  PloS one 20100101

• Catalytic (transfer) deuterogenation in D2O as deuterium source with H2 and HCO2H as electron sources.

  Dalton transactions (Cambridge, England : 2003) 20090828

• Urinary methylmalonic acid in patients with acute myocardial infarction.

  Medical principles and practice : international journal of the Kuwait University, Health Science Centre 20090101

• The psoriasis drug monomethylfumarate is a potent nicotinic acid receptor agonist.

  Biochemical and biophysical research communications 20081031

• A new antigen retrieval technique for human brain tissue.

  PloS one 20080101

• Hyperkalemia after acute metabolic decompensation in two children with vitamin B12-unresponsive methylmalonic acidemia and normal renal function.

  Clinical nephrology 20060701

• Fumarate reductase: structural and mechanistic insights from the catalytic reduction of 2-methylfumarate.

  FEBS letters 20060306

• Effects of monomethylfumarate on dendritic cell differentiation.

  The British journal of dermatology 20060201

• Reversing the effects of formalin fixation with citraconic anhydride and heat: a universal antigen retrieval method.

  The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20050101

• Monomethylfumarate affects polarization of monocyte-derived dendritic cells resulting in down-regulated Th1 lymphocyte responses.

  European journal of immunology 20040201

• In vitro pharmacokinetics of anti-psoriatic fumaric acid esters.

  BMC pharmacology 20040101

• Plausible molecular mechanism for activation by fumarate and electron transfer of the dopamine beta-mono-oxygenase reaction.

  The Biochemical journal 20021001