FComEx: L-Carnosine (PC000257)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:30 UTC

Update date

2017-01-19 02:36:18 UTC

FoodComEx ID

PC000257

FoodDB Record

Not Available

Chemical Information

Name

L-Carnosine

Description

Occurs in meats Carnosine (beta-alanyl-L-histidine) is a dipeptide of the amino acids beta-alanine and histidine. It is highly concentrated in muscle and brain tissues.; Carnosine (beta-alanyl-L-histidine) is found exclusively in animal tissues. It is a dipeptide of the amino acids beta-alanine and histidine. Carnosine has the potential to suppress many of the biochemical changes (e.g., protein oxidation, glycation, AGE formation, and cross-linking) that accompany aging and associated pathologies (PMID 16804013). It is highly concentrated in muscle and brain tissues. Some autistics patients take it as a dietary supplement, and attribute an improvement in their condition to it. Supplemental carnosine may increase corticosterone levels. This may explain the "hyperactivity" seen in autistic subjects at higher doses. Carnosine also exhibits some antioxidant effects. The antioxidant mechanism of carnosine is attributed to its chelating effect against metal ions, superoxide dismutase (SOD)-like activity, ROS and free radicals scavenging ability (PMID 16406688); Some studies have detected beneficial effects of N-acetyl-carnosine in preventing and treating cataracts of the eyes; in one of these, carnosine was found to reduce cloudiness in rat lenses that were exposed to guanidine to cause cataracts. However, claims that carnosine confers these and other posited ophthamological benefits are, as of yet, insufficiently supported for endorsement by the mainstream medical community; Britain's Royal College of Ophthamologists, for instance, has asserted that neither safety nor efficacy has been sufficiently demonstrated to recommend carnosine's use as a topical treatment for cataracts. Carnosine is a biomarker for the consumption of meat.

CAS Number

305-84-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
β-alanyl-l-histidine	biospider
b-Alanyl-L-histidine	HMDB
b-Alanylhistidine	HMDB
Beta-alanyl-l-histidine	biospider
beta-Alanylhistidine	HMDB
Carnosine	ChEBI
Carnosine; L-form	db_source
Ignotine	HMDB
Karnozin	HMDB
Karnozzn	HMDB
L-carnosine	biospider
L-histidine, n-β-alanyl-	biospider
N-(3-Aminopropanoyl)histidine	HMDB
N-(b-Alanyl)-L-histidine	HMDB
N-b-Alanyl-L-histidine	HMDB
N-beta-Alanyl-L-histidine	HMDB
Nalpha-(b-alanyl)-L-histidine	Generator
Nalpha-(beta-alanyl)-L-histidine	ChEBI
Nalpha-(β-alanyl)-L-histidine	Generator
Sevitin	HMDB

Chemical Formula

Not Available

IUPAC name

Not Available

InChI Identifier

InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)

InChI Key

CQOVPNPJLQNMDC-UHFFFAOYSA-N

Isomeric SMILES

NCCC(=O)NC(CC1=CNC=N1)C(O)=O

Average Molecular Weight

226.2325

Monoisotopic Molecular Weight

226.106590334

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents