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Merck

D1415

Sigma-Aldrich

4,6-Dioxoheptanoic acid

powder

Sinónimos:

Succinylacetone

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About This Item

Fórmula lineal:
CH3COCH2COCH2CH2CO2H
Número de CAS:
Peso molecular:
158.15
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.25

Formulario

powder

Nivel de calidad

mp

66-67 °C (lit.)

tipo de lípido

saturated FAs

temp. de almacenamiento

2-8°C

cadena SMILES

CC(=O)CC(=O)CCC(O)=O

InChI

1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)

Clave InChI

WYEPBHZLDUPIOD-UHFFFAOYSA-N

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Aplicación

4,6-Dioxoheptanoic acid has been used:
  • as component of dendritic cell conditioning medium and in the inhibition of ALA dehydratase (ALAD) in dendritic cells(50)
  • as an inhibitor of heme biosynthesis in human mononuclear cells(51) and HeLa cells(52)
  • as a standard for the quantification of succinylacetone from Plasmodium falciparum cultures(53)

Acciones bioquímicas o fisiológicas

4,6-Dioxoheptanoic acid is an inhibitor of heme biosynthesis. It is a catabolic byproduct of tyrosine breakdown and inhibits δ-aminolevulinic acid (ALA) dehydratase enzyme. It is a potential marker for detecting tyrosinemia type I and is measured in dried blood spot of new borns.
An inhibitor of heme biosynthesis

Producto relacionado

Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Hilde Laeremans et al.
JIMD reports, 53(1), 90-102 (2020-05-13)
Nitisinone is used to treat hereditary tyrosinemia type 1 (HT-1) by preventing accumulation of toxic metabolites, including succinylacetone (SA). Accurate quantification of SA during newborn screening is essential, as is quantification of both SA and nitisinone for disease monitoring and
Succinylacetone as primary marker to detect tyrosinemia type I in newborns and its measurement by newborn screening programs
De Jesus V, et al.
Molecular Genetics and Metabolism, 113(1-2), 67-75 (2014)
C M Mak et al.
Hong Kong medical journal = Xianggang yi xue za zhi, 24(4), 340-349 (2018-03-03)
Hereditary channelopathies and cardiomyopathies are potentially lethal and are clinically and genetically heterogeneous, involving at least 90 genes. Genetic testing can provide an accurate diagnosis, guide treatment, and enable cascade screening. The genetic basis among the Hong Kong Chinese population
C Jakobs et al.
Clinica chimica acta; international journal of clinical chemistry, 171(2-3), 223-231 (1988-02-15)
A sensitive and accurate isotope dilution assay using electron capture negative ion mass fragmentography was developed for succinylacetone in amniotic fluid, plasma and urine. The method utilizes (D4)-5(3)-methyl-3(5)-isoxasole propionic acid as internal standard. Sample pretreatment consisted of oximation at pH
Steve C C Shih et al.
Analytical chemistry, 84(8), 3731-3738 (2012-03-15)
Dried blood spot (DBS) samples on filter paper are surging in popularity as a sampling and storage vehicle for a wide range of clinical and pharmaceutical applications. For example, a DBS sample is collected from every baby born in the

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