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Key Documents

131040

Sigma-Aldrich

Mesaconic acid

99%

Synonym(s):

Methylfumaric acid

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About This Item

Linear Formula:
HOOCCH=C(CH3)COOH
CAS Number:
Molecular Weight:
130.10
Beilstein/REAXYS Number:
1722680
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

99%

form

powder

mp

200-202 °C (lit.)

SMILES string

C\C(=C/C(O)=O)C(O)=O

InChI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+

InChI key

HNEGQIOMVPPMNR-NSCUHMNNSA-N

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Application

  • Process design and economic analysis of renewable isoprene from biomass via mesaconic acid: Details a sustainable approach for producing isoprene, a crucial chemical in the rubber industry, from biomass-derived mesaconic acid, demonstrating its relevance for green chemistry and material science (Lundberg et al., 2019).
  • Green Synthesis of a New Al-MOF Based on the Aliphatic Linker Mesaconic Acid: Structure, Properties and In Situ Crystallisation Studies of Al-MIL-68-Mes: Examines the synthesis and properties of a novel metal-organic framework (MOF) utilizing mesaconic acid, applicable in catalysis, gas storage, and separation technologies (Reinsch et al., 2018).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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N H R Litjens et al.
The British journal of dermatology, 154(2), 211-217 (2006-01-26)
Fumaric acid esters (FAE) are effective against psoriasis vulgaris and monomethylfumarate (MMF) is believed to be the most bioactive metabolite of this medication. Earlier we found that the beneficial effects of FAE medication are accompanied by a downregulation of type
K S Rao et al.
Journal of ethnopharmacology, 60(3), 207-213 (1998-06-05)
Monomethyl fumarate, isolated for the first time from the methanolic extract of the whole plant of Fumaria indica, was characterised and screened for its antihepatotoxic activity in albino rats. The compound showed significant (P < 0.01) antihepatotoxic activity against thioacetamide
R J Truscott et al.
Clinica chimica acta; international journal of clinical chemistry, 110(2-3), 187-203 (1981-03-05)
Two metabolites, 4-hydroxyisovaleric acid and mesaconic acid, have been identified and quantified in the urine of a patient with isovaleric acidemia. These compounds do not appear to have been reported previously as being components of human metabolism. In addition, large
Maria Khomyakova et al.
Science (New York, N.Y.), 331(6015), 334-337 (2011-01-22)
Access to novel ecological niches often requires adaptation of metabolic pathways to cope with new environments. For conversion to cellular building blocks, many substrates enter central carbon metabolism via acetyl-coenzyme A (acetyl-CoA). Until now, only two such pathways have been
Sudha Ananth et al.
Investigative ophthalmology & visual science, 54(3), 1592-1602 (2013-02-14)
Oxidative stress is a common pathological factor in degenerative retinal diseases; therefore, identifying novel strategies for its limitation is critically important and highly relevant clinically. Along these lines, our present goal was to evaluate the effect(s) of the fumarate ester

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