Structure via PubChem · Public domain (PubChem)
β-alanine
Sign in to saveAlso known as beta-alanine
β-Alanine ('''beta-alanine) is a naturally occurring beta amino acid. Beta amino acids are amino acids in which the amino group is attached to the β-carbon atom (i.e. the carbon atom two carbon atoms away from the carboxylate group) instead of the more usual α-carbon atom for alanine (α-alanine). The IUPAC name for β-alanine is 3-aminopropanoic acid'''. Unlike its counterpart α-alanine, β-alanine has no stereocenter.
Chemical data
- Formula
- C3H7NO2
- Molecular weight
- 89.09 g/mol
- IUPAC name
- 3-aminopropanoic acid
- SMILES
- C(CN)C(=O)O
- InChIKey
- UCMIRNVEIXFBKS-UHFFFAOYSA-N
- XLogP
- -3
- Polar surface area
- 63.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
22,381 papers- Carnosine and Beta-Alanine Supplementation in Human Medicine: Narrative Review and Critical Assessment.Nutrients · 2023
- β-Alanine supplementation.Current sports medicine reports · 2012
- Beta-alanine as a Potential Treatment for Aquagenic Pruritus: An Online Social Media-based Survey Study.Acta dermatovenerologica Croatica : ADC · 2024
- Netarsudil-Induced Honeycomb Hypertrophy.Asia-Pacific journal of ophthalmology (Philadelphia, Pa.) · 2023
- Redemption by RE-DEEM?European heart journal · 2011
via PubMed
Wikidata facts
- Mass
- 89.048
Show 3 more facts
- chemical formula
- C₃H₇NO₂
- canonical SMILES
- C(CN)C(=O)O
- Commons category
- Beta-Alanine
via Wikidata · CC0
~4 min read
Article
8 sectionsContents
- Biosynthesis and industrial route
- Biochemical function
- Precursor of carnosine
- Receptors
- Athletic performance enhancement
- Metabolism
- References
- External links
β-Alanine ('''beta-alanine) is a naturally occurring beta amino acid. Beta amino acids are amino acids in which the amino group is attached to the β-carbon atom (i.e. the carbon atom two carbon atoms away from the carboxylate group) instead of the more usual α-carbon atom for alanine (α-alanine). The IUPAC name for β-alanine is 3-aminopropanoic acid'. Unlike its counterpart α-alanine, β-alanine has no stereocenter.
==Biosynthesis and industrial route== In terms of its biosynthesis, it is formed by the degradation of dihydrouracil and carnosine. β-Alanine ethyl ester is the ethyl ester which hydrolyses within the body to form β-alanine. It is produced industrially by the reaction of ammonia with β-propiolactone.