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Merck
CN

74005

DL-3-Ureidoisobutyric acid

≥99.0% (HPLC)

Synonym(s):

β-UBA, β-Ureidoisobutyric acid, 3-(Carbamoylamino)-2-methylpropanoic acid, 3-Ureido-2-methylpropanoic acid, 3-[(Aminocarbonyl)amino]-2-methylpropanoic acid, N-Carbamoyl-2-methyl-β-alanine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O3
CAS Number:
2905-86-4
Molecular Weight:
146.14
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329764950
MDL number:
MFCD16839769
Beilstein/REAXYS Number:
1768736

Key Documents

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InChI key

PHENTZNALBMCQD-UHFFFAOYSA-N

SMILES string

OC(C(C)CNC(N)=O)=O

InChI

1S/C5H10N2O3/c1-3(4(8)9)2-7-5(6)10/h3H,2H2,1H3,(H,8,9)(H3,6,7,10)

assay

≥99.0% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

3-Ureidoisobutyrate is increased in the urine of patients with beta-ureidopropionase deficiency and can be used to predict patient′s individual phenotypes of enzyme deficiencies in pyrimidine metabolism when associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Ute Hofmann et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 791(1-2), 371-380 (2003-06-12)
Enzyme deficiencies in pyrimidine metabolism are associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil. To assess whether urinary levels of pyrimidines and their metabolites can be used for predicting patients' individual phenotype, a new gas chromatographic-tandem
Morimasa Ohse et al.
Journal of mass spectrometry : JMS, 37(9), 954-962 (2002-09-25)
Dihydropyrimidine dehydrogenase (DHPDase), dihydropyrimidinase (DHPase) and beta-ureidopropionase (betaUPase) are the enzymes that catalyze the first, second, and third steps of the degradation of pyrimidines, respectively. beta-Ureidopropionate (betaUP) and beta-ureidoisobutyrate (betaUIB) are increased in the urine of patients with betaUPase deficiency.
André B P van Kuilenburg et al.
Human molecular genetics, 13(22), 2793-2801 (2004-09-24)
beta-Ureidopropionase deficiency is an inborn error of the pyrimidine degradation pathway, affecting the cleavage of N-carbamyl-beta-alanine and N-carbamyl-beta-aminoisobutyric acid. In this study, we report the elucidation of the genetic basis underlying a beta-ureidopropionase deficiency in four patients presenting with neurological

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