L-Carnosine 

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

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.

~99%

crystalline

253 °C (dec.)(lit.)

human ... CA1(759), CA2(760)

−20°C

Hipkiss, A.R., et al., Pluripotent protective effects of carnosine, a naturally occurring dipeptide. Ann. N.Y. Acad. Sci. 854, 37-53, (1998)

Szwergold, B.S., Carnosine and anserine act as effective transglycating agents in decomposition of aldose-derived Schiff bases. Biochem. Biophys. Res. Commun. 336, 36-41, (2005)

Hipkiss, A.R., Could carnosine or related structures suppress Alzheimer's disease? J. Alzheimers Dis. 11, 229-240, (2007)

Yan, H., and Harding, J.J., Carnosine inhibits modifications and decreased molecular chaperone activity of lens alpha-crystallin induced by ribose and fructose 6-phosphate. Mol. Vis. 12, 205-214, (2006)

Aldini, G., et al., Carnosine and related dipeptides as quenchers of reactive carbonyl species: from structural studies to therapeutic perspectives. Biofactors 24, 77-87, (2005)

Merck 13,1863

Beil. 25,IV,4381

FT-IR 2 (3), 3519:C / FT-IR 1 (2), 622:A / FT-NMR 1 (3), 86:A / IR-Spectra (3), 1222:C / NMR-Reference 2 (2), 494:D / RegBook 1 (2), 2361:O / Sigma FT-IR 1 (1), 318:A / Structure Index 1, 374:A:4

2

MS3080000

3-10