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carnosine

Structure via PubChem · Public domain (PubChem)

EntityQ413822· pop 28· linked from 121 articles

Also known as β-alanyl-L-histidine, L-carnosine, L-Carnosine

Carnosine (beta-alanyl-L-histidine) is a dipeptide molecule, made up of the amino acids beta-alanine and histidine. It is highly concentrated in muscle and brain tissues. Carnosine was discovered by Russian chemist Vladimir Gulevich.

Chemical data

Formula
C9H14N4O3
Molecular weight
226.23 g/mol
IUPAC name
(2S)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate
SMILES
C1=C(NC=N1)C[C@@H](C(=O)[O-])NC(=O)CC[NH3+]
InChIKey
CQOVPNPJLQNMDC-ZETCQYMHSA-N
XLogP
-3.3
Polar surface area
126 Ų
H-bond donors
3
H-bond acceptors
4
Formal charge
0

via PubChem

Research

3,552 papers

via PubMed

Wikidata facts

Mass
226.10659
Show 6 more facts
pKa
9.35
Commons category
Carnosine
chemical formula
C₉H₁₄N₄O₃
isomeric SMILES
C1=C(NC=N1)C[C@@H](C(=O)O)NC(=O)CCN
canonical SMILES
C1=C(NC=N1)CC(C(=O)O)NC(=O)CCN
solubility
323
Sources (3)

via Wikidata · CC0

~4 min read

Article

9 sections
Contents
  • Biosynthesis
  • Physiological effects
  • pH buffer
  • Anti-oxidant
  • Antiglycating
  • Geroprotective
  • Other
  • See also
  • References

Carnosine (beta-alanyl-L-histidine) is a dipeptide molecule, made up of the amino acids beta-alanine and histidine. It is highly concentrated in muscle and brain tissues. Carnosine was discovered by Russian chemist Vladimir Gulevich.

Carnosine is naturally produced by the body in the liver from beta-alanine and histidine. Like carnitine, carnosine is composed of the root word carn, meaning "flesh", alluding to its prevalence in meat. There are no plant-based sources of carnosine. Carnosine is readily available as a synthetic nutritional supplement.

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