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About This Item
Linear Formula:
HOOCCH2CH(NHCONH2)COOH
CAS Number:
Molecular Weight:
176.13
Beilstein:
1726861
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
Quality Level
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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Related Categories
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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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
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
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
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
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
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