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(Z)-3-Methylglutaconic acid

≥97.0% (HPLC)

Synonyme(s) :

(2Z)-3-Methyl-2-pentenedioic acid

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About This Item

Formule empirique (notation de Hill):
C6H8O4
Numéro CAS:
15649-56-6
Poids moléculaire :
144.13
Numéro Beilstein :
1722908
Code UNSPSC :
41116107
Nomenclature NACRES :
NA.24

Niveau de qualité

100

Pureté

≥97.0% (HPLC)

Pf

147-151 °C

Application(s)

clinical testing

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

C/C(CC(O)=O)=C/C(O)=O

InChI

1S/C6H8O4/c1-4(2-5(7)8)3-6(9)10/h2H,3H2,1H3,(H,7,8)(H,9,10)/b4-2+

Clé InChI

WKRBKYFIJPGYQC-DUXPYHPUSA-N

Actions biochimiques/physiologiques

2-Methylglutaconic acid is found in the urine of patients with organic aciduria from 2-methylacetoacetyl-CoA thiolase.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCBP3698V
BCBP3698

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Brian J Wong et al.
Biochemistry, 43(16), 4646-4654 (2004-04-21)
Members of the enoyl-CoA hydratase (crotonase) superfamily catalyze different overall reactions that utilize a common catalytic strategy delivered by a shared structural scaffold; the substrates are usually acyl esters of coenzyme A, and the intermediates are usually thioester enolate anions
Utilization of branched chain acids in cholesterol synthesis.
K BLOCH et al.
The Journal of biological chemistry, 211(2), 687-699 (1954-12-01)
W Meier-Augenstein et al.
Journal of chromatography, 615(1), 127-135 (1993-05-19)
An improved method for the identification and quantification of organic acids in body fluids employing capillary gas chromatography-mass spectrometry has been developed. A thick-film capillary column, that combines the properties of a capillary column with those of a megabore column
Rebecca Young et al.
Biochemical and biophysical research communications, 534, 261-265 (2020-12-08)
3-methylglutaconic (3MGC) aciduria is associated with a growing number of discrete inborn errors of metabolism. Herein, an antibody-based approach to detection/quantitation of 3MGC acid has been pursued. When trans-3MGC acid conjugated keyhole limpet hemocyanin (KLH) was inoculated into rabbits a
M Duran et al.
Biomedical mass spectrometry, 9(1), 1-5 (1982-01-01)
The identification of (E)-2-methylglutaconic acid, a 'new' metabolite of isoleucine, is described. The substance was detected in urine samples from patients with propionic acidaemia, methylmalonic acidaemia and so-called beta-ketothiolase deficiency; in the majority of cases together with N-tiglylglycine. (E)-2-Methylglutaconic acid
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