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94295

Sigma-Aldrich

3-Ureidopropionic acid

≥98.0% (T)

Synonym(s):

N-Carbamoyl-β-alanine

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About This Item

Linear Formula:
NH2CONHCH2CH2COOH
CAS Number:
462-88-4
Molecular Weight:
132.12
Beilstein:
1705263
MDL number:
MFCD00043023
UNSPSC Code:
12352106
PubChem Substance ID:
57653594
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (T)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

170-175 °C (dec.)

application(s)

peptide synthesis

SMILES string

NC(=O)NCCC(O)=O

InChI

1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)

InChI key

JSJWCHRYRHKBBW-UHFFFAOYSA-N

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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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S Kölker et al.
Journal of neuroscience research, 66(4), 666-673 (2001-12-18)
3-Ureidopropionate (3-UPA) is a physiologic metabolite in pyrimidine degradation. Pathological accumulation of 3-UPA in body fluids is found in 3-ureidopropionase deficiency and severe forms of propionic aciduria. Both diseases clinically present with a severe neuropathology involving gray and white matter
M M Matthews et al.
The Journal of biological chemistry, 262(15), 7232-7237 (1987-05-25)
N-Carbamoyl-beta-alanine (NC beta A) amidohydrolase (EC 3.5.1.6) is regulated in opposing fashion by the substrate, NC beta A and the product, beta-alanine. The native enzyme from rat liver has a molecular weight of 235,000 in the absence of ligands. NC
J Yaplito-Lee et al.
Molecular genetics and metabolism, 93(2), 190-194 (2007-10-30)
Beta-ureidopropionase deficiency (McKusick 606673) is an autosomal recessive condition caused by mutations in the UPB1 gene. To date, five patients have been reported, including one putative case detected through newborn screening. Clinical presentation includes neurological and developmental problems. Here, we
Simple method for the quantitative analysis of dihydropyrimidines and N-carbamyl-beta-amino acids in urine.
A H van Gennip et al.
Advances in experimental medicine and biology, 309B, 15-19 (1991-01-01)
C Schmidt et al.
Journal of inherited metabolic disease, 28(6), 1109-1122 (2006-01-26)
To evaluate the significance of inborn metabolic disorders of the pyrimidine degradation pathway, 450 children with unspecific neurological symptoms were comprehensively studied; 200 healthy children were recruited as controls. Uracil and thymine as well as their degradation products in urine
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