D1415
4,6-Dioxoheptanoic acid
powder
Synonym(s):
Succinylacetone
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All Photos(4)
About This Item
Linear Formula:
CH3COCH2COCH2CH2CO2H
CAS Number:
Molecular Weight:
158.15
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
form
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
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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
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
related product
Product No.
Description
Pricing
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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)
The effects of levulinic acid and 4, 6-dioxoheptanoic acid on the metabolism of etiolated and greening barley leaves
Meller E and Gassman ML
Plant Physiology, 67(4), 728-732 (1981)
Mark J Magera et al.
Molecular genetics and metabolism, 88(1), 16-21 (2006-02-02)
Tyrosinemia type I (TYR 1) is a severe disorder causing early death if left untreated. While tyrosine can be determined in dried blood spots (DBS), it is not a specific marker for TYR 1 and most often associated with benign
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