N-Acetyl-L-carnosine is a natural imidazole-containing dipeptide that has antioxidant activities in cells.
CAT No: 10-101-223
CAS No:56353-15-2
Synonyms/Alias:N-Acetyl-L-carnosine;56353-15-2;N-Acetylcarnosine;N-Acetyl carnosine;(S)-2-(3-Acetamidopropanamido)-3-(1H-imidazol-4-yl)propanoic acid;Acetylcarnosine;Can-C;L-Histidine, N-acetyl-b-alanyl-;UNII-0TPN86OQIF;0TPN86OQIF;ACETYL CARNOSINE;N-acetyl-beta-alanyl-L-histidine;ACE CNS;EINECS 260-123-2;CL 1700;CHEBI:67249;DTXSID30204897;N-(N-Acetyl-beta-alanyl)histidine;N-a-acetyl-N-b-alanyl-L-histidine;N-ACETYLCARNOSINE [WHO-DD];(3-Acetamidopropanoyl)-L-histidine;N-(N-ACETYL-.BETA.-ALANYL)HISTIDINE;(2S)-2-(3-acetamidopropanoylamino)-3-(1h-imidazol-5-yl)propanoic acid;L-HISTIDINE, N-ACETYL-.BETA.-ALANYL-;(2S)-2-{[3-(acetylamino)propanoyl]amino}-3-(1H-imidazol-5-yl)propanoic acid;L-HISTIDINE, N-(N-ACETYL-.BETA.-ALANYL)-;HISTIDINE, N-(N-ACETYL-.BETA.-ALANYL)-, L-;Canc;(2S)-2-((3-(acetylamino)propanoyl)amino)-3-(1H-imidazol-5-yl)propanoic acid;(2S)-2-((3-(acetylamino)propanoyl)amino)-3-(1H-imidazol-5-yl)propanoic acid;N-acetyl-beta-alanyl-L-histidine;(2S)-2-{[3-(acetylamino)propanoyl]amino}-3-(1H-imidazol-5-yl)propanoic acid;N-acetyl-beta-alanyl-L-histidine;N-(N-Acetyl-beta-alanyl)-L-histidine;Ac-beta-Ala-His-OH;N-acetyl-L-carnosine aluminum;SCHEMBL2513184;ACETYL CARNOSINE [INCI];CHEMBL4303521;DTXCID60127388;BKAYIFDRRZZKNF-VIFPVBQESA-N;BCP19530;(S)-2-(3-Acetamidopropanamido)-3-(1H-imidazol-4-yl)propanoicacid;MFCD04039376;AKOS016001331;AKOS025402233;AC-6754;FA17121;AS-15852;DA-70508;Nalpha-(N-Acetyl-beta-alanyl)-L-histidine;HY-133026;L-HISTIDINE, N-ACETYL-BETA-ALANYL-;CS-0109492;L-HISTIDINE, N-(N-ACETYL-BETA-ALANYL)-;HISTIDINE, N-(N-ACETYL-BETA-ALANYL)-, L-;Q4673297;BRD-K52523550-001-01-5;(S)-2-(3-Acetamidopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid;(S)-2-(3-Acetylamino-propionylamino)-3-(3H-imidazol-4-yl)-propionic acid;(S)-2-(3-Acetylaminopropionylamino)-3-(3H-imidazol-4-yl)propionic acid;(2S)-2-{[3-(Acetylamino)propanoyl]amino}-3-(1H-imidazol-5-yl)propanoic acid, AldrichCPR;260-123-2;
N-Acetyl Carnosine is a synthetic derivative of the naturally occurring dipeptide carnosine, composed of beta-alanine and histidine, with an acetyl group attached to the amino terminus. This biochemical modification enhances the molecule's stability and membrane permeability, distinguishing it from its parent compound in terms of physicochemical properties and potential research applications. Its antioxidant capacity, ability to chelate metal ions, and role in modulating reactive oxygen species have garnered significant attention in biochemical and physiological research. The compound's unique characteristics make it a valuable tool for investigating cellular redox balance, protein glycation, and peptide transport mechanisms, as well as for exploring the broader implications of peptide modifications in biological systems.
Antioxidant research: N-Acetyl Carnosine is widely utilized in studies focused on oxidative stress and cellular defense mechanisms. Its enhanced stability compared to native carnosine allows for more consistent experimental outcomes in in vitro and ex vivo models. Researchers employ this compound to probe the molecular pathways by which dipeptides scavenge reactive oxygen species and protect biomolecules from oxidative damage. Its ability to interact with free radicals and inhibit lipid peroxidation is particularly relevant in investigations of cellular aging, neurodegeneration, and metabolic dysfunction.
Metal ion chelation studies: The chelating properties of N-Acetyl Carnosine make it a valuable probe in experiments examining the regulation of transition metal ions, such as copper and zinc, within biological systems. By forming stable complexes with these ions, the compound helps elucidate mechanisms underlying metal-induced oxidative stress and protein aggregation. Such studies are essential for understanding the interplay between metal homeostasis and redox biochemistry, especially in tissues sensitive to metal-catalyzed oxidative reactions.
Glycation inhibition assays: The acetylated dipeptide is employed in research aimed at understanding the inhibition of advanced glycation end product (AGE) formation. Due to its nucleophilic properties and ability to react with carbonyl groups, it is used to assess the prevention of protein glycation under hyperglycemic or oxidative conditions. These assays provide insights into the molecular basis of protein modification and its impact on structural and functional integrity, which is critical in the context of metabolic and age-related research.
Peptide transport and stability studies: Scientists leverage N-Acetyl Carnosine to investigate peptide uptake, intracellular distribution, and metabolic stability in cell-based and tissue models. The acetylation of the amino terminus confers resistance to enzymatic hydrolysis, enabling researchers to distinguish the effects of peptide modification on transport kinetics and cellular retention. Such studies contribute to the broader understanding of peptide-based drug delivery systems and the development of more stable peptide analogs for research purposes.
Analytical reference standard: The compound also serves as a reference material in analytical chemistry and quality control laboratories. Its well-characterized structure and stability make it suitable for calibrating chromatographic and spectroscopic methods used to quantify dipeptides and their metabolites in complex biological matrices. This application supports the accurate measurement of peptide concentrations in research samples, facilitating the validation of experimental protocols and the reproducibility of scientific findings.
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