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Safety Information

D1415

Sigma-Aldrich

4,6-Dioxoheptanoic acid

powder

Synonym(s):

Succinylacetone

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About This Item

Linear Formula:
CH3COCH2COCH2CH2CO2H
CAS Number:
51568-18-4
Molecular Weight:
158.15
MDL number:
MFCD00002797
UNSPSC Code:
12352211
PubChem Substance ID:
24893433
NACRES:
NA.25

form

powder

Quality Level

200

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

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D1415-BULK:
D1415-1G-PW:
D1415-500MG-PW:
D1415-1G:
D1415-100MG:
D1415-100MG-PW:
D1415-VAR:
D1415-500MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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
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