D1415
4,6-Dioxoheptanoic acid
powder
Sinónimos:
Succinylacetone
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Fórmula lineal:
CH3COCH2COCH2CH2CO2H
Número CAS:
Peso molecular:
158.15
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Servicio técnico
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powder
Quality Level
mp
66-67 °C (lit.)
lipid type
saturated FAs
storage temp.
2-8°C
SMILES string
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)
InChI key
WYEPBHZLDUPIOD-UHFFFAOYSA-N
Application
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)
Biochem/physiol Actions
An inhibitor of heme biosynthesis
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.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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lonp1-dependent Breakdown Of Mitochondrial 5-aminolevulinic Acid Synthase Protein By Heme In Human Liver Cells: 904
Tian Q, et al.
Hepatology, 54(4), 785A-785A (2011)
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
Naomi Pode-Shakked et al.
European journal of medical genetics, 63(6), 103901-103901 (2020-03-11)
Maple syrup urine disease is a rare autosomal-recessive aminoacidopathy, caused by deficient branched-chain 2-keto acid dehydrogenase (BCKD), with subsequent accumulation of branched-chain amino acids (BCAAs): leucine, isoleucine and valine. While most cases of MSUD are classic, some 20% of cases