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Merck

146064

β-Alanine

99%, suitable for ligand binding assays

Synonym(s):

β-Ala, 3-Aminopropionic acid

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About This Item

Linear Formula:
NH2CH2CH2COOH
CAS Number:
Molecular Weight:
89.09
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
39030936
UNSPSC Code:
12352209
EC Number:
203-536-5
MDL number:
Beilstein/REAXYS Number:
906793
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Product Name

β-Alanine, 99%

Quality Level

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

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 is a component of pantothenic acid.
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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Wim Derave et al.
Sports medicine (Auckland, N.Z.), 40(3), 247-263 (2010-03-05)
Carnosine is a dipeptide with a high concentration in mammalian skeletal muscle. It is synthesized by carnosine synthase from the amino acids L-histidine and beta-alanine, of which the latter is the rate-limiting precursor, and degraded by carnosinase. Recent studies have
Trent Stellingwerff et al.
Amino acids, 43(1), 57-65 (2012-02-24)
Interest into the effects of carnosine on cellular metabolism is rapidly expanding. The first study to demonstrate in humans that chronic β-alanine (BA) supplementation (~3-6 g BA/day for ~4 weeks) can result in significantly augmented muscle carnosine concentrations (>50%) was
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

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