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Sigma-Aldrich

β-Alanine

99%

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Synonym(s):
β-Ala, 3-Aminopropionic acid
Linear Formula:
NH2CH2CH2COOH
CAS Number:
107-95-9
Molecular Weight:
89.09
Beilstein:
906793
EC Number:
203-536-5
MDL number:
MFCD00008200
eCl@ss:
39030936
PubChem Substance ID:
24848760
NACRES:
NA.26

Assay

99%

form

powder, crystals or granules

technique(s)

ligand binding assay: suitable

color

white

mp

202 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NCCC(O)=O

InChI

1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)

InChI key

UCMIRNVEIXFBKS-UHFFFAOYSA-N

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Application

β-Alanine has been used as a ligand for the orphan MAS-related receptor. It has also been used in culture media used for certain strains of yeast to test for β-alanine auxotrophy.

Biochem/physiol Actions

β-Alanine, a β−amino acid, is a component of pantothenic acid and the rate-limiting amino acid in the biosynthesis of the histidinyl antioxidant dipeptides carnosine and anserine. Endogenous β-amino acid that is a nonselective agonist at glycine receptors and a ligand for the G protein-coupled orphan receptor, TGR7 (MrgD). β-Alanine flux plays a cytoprotective role by supporting the osmotic stability of marine organisms, preimplantation mouse embryos and mammalian cells exposed to hypoxic stress.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Saccharomyces cerevisiae is capable of de Novo pantothenic acid biosynthesis involving a novel pathway of beta-alanine production from spermine.
White WH
The Journal of Biological Chemistry, 276(14), 10794-10800 (2001)
The orphan G protein-coupled receptor GPR139 is activated by the peptides: Adrenocorticotropic hormone (ACTH), a-, and ?-melanocyte stimulating hormone (a-MSH, and ?-MSH), and the conserved core motif HFRW.
N?hr AC, et al.
Neurochemistry International, 102, 105-113 (2017)
Ammar Majeed et al.
Circulation, 128(21), 2325-2332 (2013-10-02)
The aim of this study was to compare the management and prognosis of major bleeding in patients treated with dabigatran or warfarin. Two independent investigators reviewed bleeding reports from 1034 individuals with 1121 major bleeds enrolled in 5 phase III
Robert G Hart et al.
The Canadian journal of cardiology, 29(7 Suppl), S71-S78 (2013-06-29)
Chronic kidney disease (CKD) is prevalent in elderly patients with atrial fibrillation and is an independent risk factor for stroke. Warfarin anticoagulation is efficacious for stroke prevention in atrial fibrillation patients with moderate CKD (stage III, estimated glomerular filtration rate
Ramin Artang et al.
The American journal of cardiology, 112(12), 1973-1979 (2013-10-01)
Dabigatran has been associated with greater risk of myocardial infarction (MI) than warfarin. It is unknown whether the increased risk is unique to dabigatran, an adverse effect shared by other oral direct thrombin inhibitors (DTIs), or the result of a
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