mesaconic acid
2-butenedioic acid, 2-methyl-, (E)- (9CI)
Identification
| Name | mesaconic acid |
| CAS Number | 498-24-8 |
| EINECS | 207-859-2 |
| FDA UNII | 90UTM639KK |
| Molecular Formula | C5 H6 O4 |
| Molecular Weight | 130.09962000 |
| MDL Number | MFCD00002653 |
| Nikkaji Number | J6.107G |
| Beilstein | 1722680 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 204.50 °C. @ 760.00 mm Hg |
| Boiling Point | 336.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 341.00 °F. TCC ( 171.50 °C. ) (est) |
| logP (o/w) | 0.540 (est) |
| Soluble in | water, 2.63E+04 mg/L @ 18C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LDLo 500 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for mesaconic acid usage levels up to | not for fragrance use. |
| Recommendation for mesaconic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-
butenedioic acid, 2-methyl-, (2E)-
2-
butenedioic acid, 2-methyl-, (E)- (9CI)
butenedioic acid, methyl-, (E)-
fumaric acid, methyl-
kyselina mesakonova
trans-2-
methyl-2-butenedioic acid
(E)-2-
methylbut-2-enedioic acid
methylfumaric acid
2-
methylfumaric acid
trans-1-
propene-1,2-dicarboxylic acid
PubMed:
Terahertz time-domain spectroscopy and the quantitative monitoring of mechanochemical cocrystal formation.
PubMed:
Studies on the coupling product between oxidation products derived from pentachlorophenol and cyclodextrins.
PubMed:
Plausible molecular mechanism for activation by fumarate and electron transfer of the dopamine beta-mono-oxygenase reaction.
PubMed:
Insights into enzyme evolution revealed by the structure of methylaspartate ammonia lyase.
PubMed:
The structure of 3-methylaspartase from Clostridium tetanomorphum functions via the common enolase chemical step.
PubMed:
Crystallization and preliminary X-ray analysis of Citrobacter amalonaticus methylaspartate ammonia lyase.
PubMed:
Overexpression, purification, crystallization and data collection of 3-methylaspartase from Clostridium tetanomorphum.
PubMed:
Synthesis and polymerization of benzyl (3R,4R)-3-methylmalolactonate via enzymatic preparation of the chiral precursor.
PubMed:
3-Methylaspartate ammonia-lyase from a facultative anaerobe, strain YG-1002.
PubMed:
Purification and properties of crystalline 3-methylaspartase from two facultative anaerobes, Citrobacter sp. strain YG-0504 and Morganella morganii strain YG-0601.
PubMed:
Purification and properties of a novel cytochrome: flavocytochrome c from Shewanella putrefaciens.
PubMed:
Crystalline 3-methylaspartase from a facultative anaerobe, Escherichia coli strain YG1002.
PubMed:
Cloning, sequencing, and expression in Escherichia coli of the Clostridium tetanomorphum gene encoding beta-methylaspartase and characterization of the recombinant protein.
PubMed:
Mechanism of C-3 hydrogen exchange and the elimination of ammonia in the 3-methylaspartate ammonia-lyase reaction.
PubMed:
Primary deuterium isotope effects for the 3-methylaspartase-catalyzed deamination of (2S)-aspartic acid, (2S,3S)-3-methylaspartic acid, and (2S,3S)-3-ethylaspartic acid.
PubMed:
Reaction of argininosuccinase with bromomesaconic acid: role of an essential lysine in the active site.
PubMed:
Changing plasma and urinary organic acid levels in a patient with isovaleric acidemia during an attack.
PubMed:
New metabolites in isovaleric acidemia.
PubMed:
Gas chromatography-mass spectrometry of saturated and unsaturated dicarboxylic acids in urine.
PubMed:
Deamination of glumatic and aspartic acids by Geotrichum candidum.
PubMed:
The reaction of 1-vinylnaphthalene and 6-methoxy-1-vinylnaphthalene with citraconic anhydride, fumaric acid and mesaconic acid.
PubMed:
The reaction of anthracene with maleic and fumaric acid and their derivatives and with citraconic anhydride and mesaconic acid.
PubMed:
Note on the isolation of mesaconic acid from cabbage leaves.