Anserine, a methylated dipeptide of β-alanine and 1-methylhistidine, serves as an endogenous antioxidant and pH-buffering model. The imidazole ring participates in proton shuttling and metal coordination. Researchers study its redox cycling, radical-scavenging, and chelation behavior in biochemical systems. Applications include muscle-metabolism research, food biochemistry, and peptide-based antioxidant design.
CAT No: R2691
CAS No:584-85-0
Synonyms/Alias:ANSERINE;L-Anserine;584-85-0;N-beta-Alanyl-3-methyl-L-histidine;HDQ4N37UGV;CHEBI:18323;(2S)-2-(3-aminopropanoylamino)-3-(3-methylimidazol-4-yl)propanoic acid;beta-Alanyl-N(pai)-methyl-L-histidine;Na-(3-aminopropanoyl)-Np-methyl-L-histidine;MFCD11040910;(2~{S})-2-(3-azanylpropanoylamino)-3-(3-methylimidazol-4-yl)propanoic acid;(S)-2-(3-Aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid;L-Histidine, N-beta-alanyl-3-methyl-;UNII-HDQ4N37UGV;EINECS 209-545-0;beta-Alanyl-N(pi)-methyl-L-histidine;Anserine [WHO-DD];(2S)-2-[(3-ammoniopropanoyl)amino]-3-(1-methyl-1H-imidazol-5-yl)propanoate;ANSERINE [MI];SCHEMBL34255;H-beta-Ala-His(3-Me)-OH;H-?-Ala-His(3-Me)-OH;CHEMBL448301;DTXSID30973950;L-N-b-alanyl-3-methyl-Histidine;N-b-alanyl-3-methyl-L-Histidine;L-N-beta-alanyl-3-methyl-Histidine;s6141;AKOS015896389;FA34800;AS-19301;HY-113354;CS-0062279;NS00015140;L-HISTIDINE, .BETA.-ALANYL-3-METHYL-;C01262;I11595;L-HISTIDINE, N-.BETA.-ALANYL-3-METHYL-;N(alpha)-(beta-alanyl)-N(pros)-methylhistidine;Q415335;HISTIDINE, N-.BETA.-ALANYL-3-METHYL-, L-;(2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid;(S)-2-(3-Aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoicacid;8V3;
Anserine is a naturally occurring dipeptide composed of β-alanine and 1-methylhistidine, widely recognized for its presence in skeletal muscle and brain tissues of various vertebrates, particularly in avian and fish species. As a member of the histidine-containing dipeptide family, it exhibits notable antioxidant and pH-buffering properties, making it a subject of considerable interest in biochemistry and physiological research. Its unique structure and biological roles have positioned anserine as a valuable compound for studies exploring cellular protection, oxidative stress management, and muscle metabolism. Researchers investigating comparative physiology, nutritional biochemistry, and metabolic regulation frequently turn to anserine for its multifaceted functional attributes.
Antioxidant mechanism studies: Anserine serves as a key molecular tool for investigating endogenous antioxidant systems. Its ability to scavenge reactive oxygen species and chelate transition metal ions underpins its relevance in studies of oxidative stress and cellular defense mechanisms. Researchers utilize this dipeptide to elucidate the molecular pathways through which tissues mitigate oxidative damage, thereby advancing understanding of redox homeostasis in various organisms.
pH buffering research: The compound's imidazole ring confers significant buffering capacity, particularly within muscle tissues experiencing metabolic acidosis. Scientists employ anserine in experimental models to analyze intracellular pH regulation, muscle fatigue, and the biochemical adaptations to high-intensity exertion. Such studies contribute to the broader knowledge of acid-base balance and the molecular strategies organisms use to maintain physiological function under stress.
Comparative physiology investigations: As anserine concentrations vary significantly across species, it is frequently used in comparative studies to explore evolutionary adaptations in muscle energetics and stress resilience. By quantifying and manipulating anserine levels in tissue extracts or cell culture systems, researchers can assess its contributions to species-specific metabolic profiles, endurance, and environmental adaptability.
Nutritional biochemistry and metabolism: The dipeptide is employed as a marker and modulator in nutritional studies examining the dietary impact of histidine-containing peptides. Its metabolic fate, absorption kinetics, and influence on nitrogen balance are of particular interest in the context of animal physiology and food science. Anserine supplementation experiments in model organisms help clarify its role in nutrient utilization, muscle maintenance, and biochemical signaling pathways.
Analytical method development: Anserine is frequently used as a reference standard or analyte in the development and validation of chromatographic and spectrometric techniques. Its presence in biological samples, such as muscle extracts and food matrices, necessitates sensitive and accurate detection methodologies. By incorporating anserine into calibration protocols and recovery studies, analytical chemists refine methods for quantifying dipeptides and related metabolites, supporting advancements in both research and industry settings.
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