Ac-Met-Ala-Ser-OH is a tripeptide containing sulfur, aliphatic, and polar residues arranged to explore backbone flexibility and oxidative sensitivity. Researchers use it to study peptide-protein contacts, solvent interactions, and enzymatic processing. The acetylated N-terminus stabilizes the sequence during structural analysis. Its minimal structure supports precise mechanistic evaluation.
CAT No: R2307
CAS No:149151-19-9
Synonyms/Alias:Ac-Met-Ala-Ser-OH;149151-19-9;(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-methylsulfanylbutanoyl]amino]propanoyl]amino]-3-hydroxypropanoic acid;FA109730;
Ac-Met-Ala-Ser-OH is a synthetic peptide composed of an acetylated N-terminus, followed by the amino acids methionine, alanine, and serine, ending with a free carboxyl group. As a tripeptide derivative, it serves as a valuable model compound for peptide research, offering insight into sequence-specific properties and peptide modification strategies. The presence of both hydrophobic and polar residues, along with N-terminal acetylation, makes it particularly relevant for studies focused on peptide stability, structure-function relationships, and post-translational modifications. Its defined sequence and functional groups allow for controlled experimentation in a variety of biochemical and analytical contexts, supporting the advancement of peptide science.
Peptide synthesis validation: Ac-Met-Ala-Ser-OH is frequently employed as a standard or control in the validation of solid-phase peptide synthesis techniques. Its well-defined sequence and modifications enable researchers to assess the efficiency of coupling reactions, acetylation procedures, and peptide cleavage strategies. By analyzing the yield and purity of this tripeptide, laboratories can optimize synthetic protocols and troubleshoot issues related to incomplete reactions or side product formation, ultimately improving the reliability of peptide production workflows.
Enzymatic specificity studies: The tripeptide serves as a substrate in enzymatic assays designed to evaluate the activity and selectivity of proteases, peptidases, and related enzymes. The presence of methionine, alanine, and serine residues provides a testbed for examining the cleavage preferences of enzymes, particularly those recognizing N-terminally acetylated peptides. These studies contribute to a deeper understanding of enzyme-substrate interactions, substrate mapping, and the development of enzyme inhibitors or activity probes.
Peptide stability and degradation research: Due to its N-terminal acetylation and specific amino acid composition, Ac-Met-Ala-Ser-OH is suitable for investigating the impact of chemical modifications on peptide stability. Researchers utilize it to monitor degradation kinetics under various environmental conditions, such as pH, temperature, or exposure to oxidizing agents. Such work aids in elucidating the mechanisms of peptide degradation, guiding the design of more stable analogs for research applications.
Analytical method development: The tripeptide's defined sequence and physicochemical properties make it an ideal reference compound for the calibration and validation of analytical techniques, including high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis. It assists analysts in optimizing separation conditions, establishing detection limits, and verifying instrument performance, thereby ensuring the accuracy and reproducibility of peptide quantification and characterization.
Protein-peptide interaction studies: Ac-Met-Ala-Ser-OH can be utilized in binding assays to probe the interaction between short peptides and protein targets. Its sequence and terminal modifications allow researchers to explore the influence of acetylation and specific residue arrangements on binding affinity, selectivity, and conformational dynamics. These studies provide valuable insight into molecular recognition processes, informing the rational design of peptide-based probes and modulators for basic research and biotechnological development.
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