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Merck
CN

00251

Supelco

Fumarylacetone

≥95.0% (GC)

Synonym(s):

(2E)-4,6-Dioxo-2-heptenoic acid

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About This Item

Empirical Formula (Hill Notation):
C7H8O4
CAS Number:
Molecular Weight:
156.14
Beilstein:
1907125
UNSPSC Code:
41116107
NACRES:
NA.24
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Quality Level

Assay

≥95.0% (GC)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

1S/C7H6O3/c8-5-1-2-6(9)4-7(10)3-5/h1-2H,3-4H2

InChI key

LRBCDZWXQXOVTN-UHFFFAOYSA-N

Biochem/physiol Actions

Metabolite of tyrosine catabolic pathway

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Inactivation of polymorphic variants of human glutathione transferase zeta (hGSTZ1-1) by maleylacetone and fumarylacetone.
H B Lantum et al.
Advances in experimental medicine and biology, 500, 339-342 (2002-01-05)
Albert L Shroads et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 808(2), 153-161 (2004-07-21)
Tyrosine and many of its catabolites play significant roles in the in the toxicity associated with acquired and congenital forms of hypertyrosinemia. We now report a specific and sensitive GC/MS method for the simultaneous determination of tyrosine metabolites maleylacetone (MA)
C Laberge et al.
Advances in experimental medicine and biology, 206, 209-221 (1986-01-01)
Review of the literature of the past 40 years on tyrosine and its toxicity shows that no direct link between this aromatic amino acid and carcinogenesis has been well established. Ten years ago, studies of tyrosine toxicity in mice suggested
Hoffman B M Lantum et al.
Chemical research in toxicology, 15(5), 707-716 (2002-05-23)
Glutathione transferase zeta (GSTZ1-1) catalyzes the cis-trans isomerization of maleylacetoacetate or maleylacetone (MA) to fumarylacetoacetate or fumarylacetone (FA), respectively. GSTZ1-1 also catalyzes the glutathione-dependent biotransformation of a range of alpha-haloacids, including dichloroacetic acid. The objective of this study was to
J M Fernández-Cañón et al.
The Journal of biological chemistry, 273(1), 329-337 (1998-02-07)
We have previously used Aspergillus nidulans as a fungal model for human phenylalanine catabolism. This model was crucial for our characterization of the human gene involved in alcaptonuria. We use here an identical approach to characterize at the cDNA level

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