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122750

Sigma-Aldrich

trans-Aconitic acid

98%

Synonym(s):

trans-Propene-1,2,3-tricarboxylic acid

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About This Item

Linear Formula:
HO2CCH2C(CO2H)=CHCO2H
CAS Number:
Molecular Weight:
174.11
Beilstein:
1725830
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

190 °C (dec.) (lit.)

SMILES string

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

InChI

1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+

InChI key

GTZCVFVGUGFEME-HNQUOIGGSA-N

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General description

trans-Aconitic acid is inhibitor of the tricarboxylic acid cycle and was identified in range grasses.

trans-Aconitic acid is an antioxidant used in food and cosmetics preparation and also used as a plasticizer in the polymer industry.

Application

trans-Aconitic acid was used in synthesis of aconitate esters. It may be used for cross-linking polyvinyl alcohol film for preparing composite nanofiltration membranes.

Biochem/physiol Actions

Antimicrobial agent that blocks the transformation of Leishmania donovani amastigotes to prostigotes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Quantitation of trans-aconitic acid in different stages of the sugar-manufacturing process
Montoya, Guillermo and Londono, et al.
Journal of Agricultural and Food Chemistry, 62, 8314-8831 (2014)
R Burau et al.
Science (New York, N.Y.), 150(3697), 766-767 (1965-11-05)
trans-Aconitate ion, an inhibitor of the tricarboxylic acid cycle, was identified in range grasses as trans-aconitic acid, which was isolated in crystalline form. It occurs in surprisingly high concentrations in early-season forage grasses. Dry-weight concentrations of trans-aconitate vary with season
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