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69037

Sigma-Aldrich

Ureidosuccinic acid

98.0-102.0% (T)

Synonym(s):

N-Carbamoyl-DL-aspartic acid

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About This Item

Linear Formula:
HOOCCH2CH(NHCONH2)COOH
CAS Number:
923-37-5
Molecular Weight:
176.13
Beilstein:
1726861
EC Number:
213-096-6
MDL number:
MFCD00042822
UNSPSC Code:
12352106
PubChem Substance ID:
329761332
NACRES:
NA.25

Assay

98.0-102.0% (T)

mp

~175 °C (dec.)

format

neat

SMILES string

NC(=O)NC(CC(O)=O)C(O)=O

InChI

1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)

InChI key

HLKXYZVTANABHZ-UHFFFAOYSA-N

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Biochem/physiol Actions

Metabolite of pyrimidine biosynthesis, alanine, aspartate and glutamate metabolism.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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L D Fairbanks et al.
Journal of chromatography. B, Biomedical sciences and applications, 732(2), 487-493 (1999-10-12)
Leflunomide is an immunomodulatory drug which acts by inhibiting dihydroorotic acid dehydrogenase, the fourth enzyme of pyrimidine biosynthesis. We modified our high-performance liquid chromatography method to demonstrate that the principal metabolite in mitogen-stimulated human T-lymphocytes incubated with leflunomide was not
R B Wickner
Science (New York, N.Y.), 264(5158), 566-569 (1994-04-22)
A cytoplasmically inherited element, [URE3], allows yeast to use ureidosuccinate in the presence of ammonium ion. Chromosomal mutations in the URE2 gene produce the same phenotype. [URE3] depends for its propagation on the URE2 product (Ure2p), a negative regulator of
S Vasudevan et al.
Carcinogenesis, 15(11), 2497-2500 (1994-11-01)
Feeding excess orotic acid (OA) in the diet promotes the carcinogenic process in different organs including the liver. A number of metabolic and genetic disorders are associated with increased synthesis of endogenous OA and some of these disorders appear to
André B P van Kuilenburg et al.
Clinical chemistry, 50(11), 2117-2124 (2004-09-18)
The concentrations of the pyrimidine "de novo" metabolites and their degradation products in urine are useful indicators for the diagnosis of an inborn error of the pyrimidine de novo pathway or a urea-cycle defect. Until now, no procedure was available
Amy J Rice et al.
Analytical biochemistry, 441(1), 87-94 (2013-06-19)
Dihydroorotase (DHOase) is the third enzyme in the de novo pyrimidine biosynthesis pathway and is a potential new antibacterial drug target. No target-based high-throughput screening (HTS) assay for this enzyme has been reported to date. Here, we optimized two colorimetric-based
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