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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Nicolle H R Litjens et al.
European journal of immunology, 34(2), 565-575 (2004-02-10)
Psoriasis vulgaris, a type-1 cytokine-mediated chronic skin disease, can be treated successfully with fumaric acid esters (FAE). Beneficial effects of this medication coincided with decreased production of IFN-gamma. Since dendritic cells (DC) regulate the differentiation of T helper (Th) cells
Darius Moharregh-Khiabani et al.
PloS one, 5(7), e11769-e11769 (2010-07-30)
Fumaric acid esters (FAE) are a group of compounds which are currently under investigation as an oral treatment for relapsing-remitting multiple sclerosis. One of the suggested modes of action is the potential of FAE to exert a neuroprotective effect. We
G Leschziner et al.
Journal of neurology, 258(8), 1489-1493 (2011-03-03)
We report a case of a patient with a rapidly progressive dementing illness and gait disturbance, in whom initial screening demonstrated a high methylmalonic acid level only, suggestive of a functional vitamin B(12) deficiency. Despite B(12) replacement therapy, he continued
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

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