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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

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

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A B Van Kuilenburg et al.
Analytical biochemistry, 272(2), 250-253 (1999-07-23)
A radiochemical assay was developed to measure the activity of beta-ureidopropionase in human liver homogenates which is based on the detection of the reaction product (14)CO(2) by liquid scintillation counting. Radiolabeled N-carbamyl-beta-alanine was prepared within 15 min by a simple
C Engelbrecht et al.
The International journal of biochemistry, 17(4), 495-501 (1985-01-01)
The metabolism of [5-3H]uridine and the incorporation of the precursor into liver RNA was studied in developing (13-day-old) and adult (45-day-old) mice. Different time-courses of labelling and increased amounts of labelled catabolic products of uridine were found in liver and
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
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)
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