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Sigma-Aldrich

Mesaconic acid

99%

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Synonym(s):
Methylfumaric acid
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).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Edward Guccione et al.
Environmental microbiology, 12(3), 576-591 (2009-11-19)
Methylmenaquinol : fumarate reductase (Mfr) is a newly recognized type of fumarate reductase present in some epsilon-proteobacteria, where the active site subunit (MfrA) is localized in the periplasm, but for which a physiological role has not been identified. We show
Katrin Wallbrecht et al.
Experimental dermatology, 20(12), 980-985 (2011-10-15)
Although fumaric acid esters (FAE) have a decade-long firm place in the therapeutic armamentarium for psoriasis, their pleiotropic mode of action is not yet fully understood. While most previous studies have focused on the effects of FAE on leucocytes, we
C C Tangney et al.
Neurology, 77(13), 1276-1282 (2011-09-29)
To investigate the interrelations of serum vitamin B12 markers with brain volumes, cerebral infarcts, and performance in different cognitive domains in a biracial population sample cross-sectionally. In 121 community-dwelling participants of the Chicago Health and Aging Project, serum markers of
Yuichiro Himeda et al.
Dalton transactions (Cambridge, England : 2003), (32)(32), 6286-6288 (2009-08-06)
Deuterium-labelled compounds were prepared by (transfer) deuterogenation of unsaturated compounds using H(2) or HCO(2)H in acidic D(2)O as deuterium source with almost quantitative yields and high deuterium contents under mild reaction conditions via heterolytic cleavage of H(2) (or decomposition of

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