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L-Carnosine (PC000257)

Record Information
Version1.0
Creation date2015-10-09 22:29:30 UTC
Update date2017-01-19 02:36:18 UTC
FoodComEx IDPC000257
FoodDB RecordNot Available
Chemical Information
NameL-Carnosine
DescriptionOccurs 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 Number305-84-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
β-alanyl-l-histidinebiospider
b-Alanyl-L-histidineHMDB
b-AlanylhistidineHMDB
Beta-alanyl-l-histidinebiospider
beta-AlanylhistidineHMDB
CarnosineChEBI
Carnosine; L-formdb_source
IgnotineHMDB
KarnozinHMDB
KarnozznHMDB
L-carnosinebiospider
L-histidine, n-β-alanyl-biospider
N-(3-Aminopropanoyl)histidineHMDB
N-(b-Alanyl)-L-histidineHMDB
N-b-Alanyl-L-histidineHMDB
N-beta-Alanyl-L-histidineHMDB
Nalpha-(b-alanyl)-L-histidineGenerator
Nalpha-(beta-alanyl)-L-histidineChEBI
Nalpha-(β-alanyl)-L-histidineGenerator
SevitinHMDB
Chemical FormulaNot Available
IUPAC nameNot Available
InChI IdentifierInChI=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 KeyCQOVPNPJLQNMDC-UHFFFAOYSA-N
Isomeric SMILESNCCC(=O)NC(CC1=CNC=N1)C(O)=O
Average Molecular Weight226.2325
Monoisotopic Molecular Weight226.106590334
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 246-250° dec.DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci F589
AKSci J30017
AKSci J91402
Glentham GE5095
MetaSci HMDB0000033
Tokyo Chemical Industry HMDB0000033
Toronto Research Chemicals C184190