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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
K Asadullah et al.
Archives of dermatological research, 289(11), 623-630 (1998-01-28)
Although the effectiveness of systemic antipsoriatic treatment with fumaric acid esters has been proven, their mode of action is still not understood. Recent results indicate their potency in inducing cytokine production in stimulated T cells. Since monocytes and their cytokines
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
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
Hua Tang et al.
Biochemical and biophysical research communications, 375(4), 562-565 (2008-08-30)
Nicotinic acid has been used for several decades to treat dyslipidemia. In mice, the lipid-lowing effect of nicotinic acid is mediated by the Gi coupled receptor PUMA-G. In humans, high (GPR109A) and low (GPR109B) affinity nicotinic acid receptors have been

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