22030

L-Carnosine

≥99.0% (NT)

• Synonym(s): β-Alanyl-L-histidine
• Empirical Formula (Hill Notation): C₉H₁₄N₄O₃
• CAS Number: 305-84-0
• Molecular Weight: 226.23
• EC Number: 206-169-9
• UNSPSC Code: 12352200
• MDL number: MFCD00005207
• Beilstein/REAXYS Number: 87671

Properties

• assay: ≥99.0% (NT)
• optical activity: [α]20/D +21±1°, c = 1.5% in H₂O
• mp: 253 °C (dec.) (lit.), 258-260 °C (dec.)
• storage temp.: 2-8°C
• SMILES string: NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
• 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)/t7-/m0/s1
• InChI key: CQOVPNPJLQNMDC-ZETCQYMHSA-N

Description

Biochem/physiol Actions

L-Carosine is a dipeptide found at millimolar concentration in brain, muscle and the lens of the eye. In model systems it is a potent antioxidant that scavenges oxygen free radicals and transition metal ions. It blocks protein-protein and protein-DNA cross-links induced by hypochlorite anions and toxic aldehydes such as acetaldehyde, formaldehyde, and malondialdehyde, the primary product of lipid peroxidation. It also inhibits nonenzymatic protein glycation induced by aldose and ketose reducing sugars and inhibits the formation of toxic advanced glycation end products (AGE). These activities make it of interest in studies of aging, atherosclerosis, Alzheimer′s disease, and the secondary effects of diabetes.

Dipeptide with potent antioxidant and antiglycation activity; blocks nonenzymatic glycosylation and protein cross-linking induced by reactive aldehydes.

Other Notes

Substrate for the assay of carnosinase