Tyr-Ala is a dipeptide combining an aromatic ring with a small aliphatic residue, producing a simple model for studying π-π interactions and backbone dynamics. Researchers use it to evaluate residue-specific polarity effects and enzymatic cleavage preferences. The motif supports spectroscopic and structural assays. Its minimal size aids controlled mechanistic analysis.
CAT No: R2276
CAS No:730-08-5
Synonyms/Alias:Tyr-Ala;730-08-5;H-TYR-ALA-OH;tyrosylalanine;L-tyrosyl-L-alanine;Tyrosyl-Alanine;L-Alanine, L-tyrosyl-;(S)-2-((S)-2-Amino-3-(4-hydroxyphenyl)propanamido)propanoic acid;L-Tyr-L-Ala;CHEBI:74879;(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoic acid;Tyrosine-Alanine dipeptide;CHEMBL316103;YA dipeptide;L-Alanine, L-tyrosyl-, monomer;Y-A Dipeptide;Tyrosine Alanine dipeptide;(2S)-2-(((2S)-2-amino-3-(4-hydroxyphenyl)propanoyl)amino)propanoic acid;(2S)-2-(((2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoyl)amino)propanoate;(2S)-2-[[(2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoyl]amino]propanoate;2-((2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene)amino)propanoate;2-{[2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}propanoate;MFCD00020398;L-Alanine,l-tyrosyl-;Y2DJ9AYE8Z;SCHEMBL238988;NLKUJNGEGZDXGO-XVKPBYJWSA-N;DTXSID101317223;YA;BDBM50169129;AKOS010420474;Melanin synthesized from Tyr-Ala substrate catalyzed by tyrosinase for 40 hrs;CS-W010202;HY-W009486;AS-76452;DA-78716;A12798;Q27144989;(S)-2-((S)-2-Amino-3-(4-hydroxyphenyl)propanamido)propanoicacid;(S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionic acid;(2S)-2-[(2S)-2-AMINO-3-(4-HYDROXYPHENYL)PROPANAMIDO]PROPANOIC ACID;
Tyr-Ala, also known as Tyrosyl-Alanine, is a dipeptide composed of the amino acids tyrosine and alanine linked via a peptide bond. As a synthetic peptide fragment, it serves as a valuable tool in biochemical research, particularly in studies exploring peptide structure, function, and enzymatic processing. The incorporation of both a polar aromatic residue (tyrosine) and a small aliphatic residue (alanine) endows Tyr-Ala with distinct physicochemical properties, making it relevant in investigations of peptide folding, stability, and intermolecular interactions. Its defined sequence and manageable size allow researchers to probe fundamental aspects of peptide chemistry and biology, facilitating advances in peptide science and related disciplines.
Peptide structure-function studies: Tyr-Ala is widely utilized in research examining the relationship between peptide sequence and functional properties. The presence of a tyrosine residue, with its phenolic side chain, enables studies on aromatic-aromatic interactions, hydrogen bonding, and the influence of aromaticity on peptide conformation. By incorporating this dipeptide into larger peptide constructs or as a model system, researchers can systematically investigate how sequential arrangement and side chain chemistry impact secondary structure formation, stability, and molecular recognition processes in peptides and proteins.
Enzymatic substrate characterization: As a defined dipeptide, Tyr-Ala serves as an effective substrate for evaluating the specificity and catalytic mechanisms of peptidases, proteases, and other peptide-modifying enzymes. Its simple structure allows for precise monitoring of cleavage events and kinetic parameters, supporting the development of enzyme assays and inhibitor screening platforms. The dipeptide is particularly valuable in elucidating substrate preferences of exopeptidases, such as dipeptidyl peptidases, and in mapping cleavage sites relevant to protein turnover and metabolic processing.
Peptide synthesis validation: Tyr-Ala is frequently employed as a reference standard or test substrate in solid-phase peptide synthesis (SPPS) and solution-phase peptide assembly. Its use enables assessment of coupling efficiency, purification protocols, and analytical methods such as HPLC and mass spectrometry. By providing a well-characterized, easily detectable dipeptide, it assists researchers in optimizing synthetic workflows, troubleshooting synthesis challenges, and validating the fidelity of peptide production techniques.
Analytical method development: The unique chemical features of Tyr-Ala, including its UV-absorbing aromatic ring and defined mass, make it an ideal standard for the calibration and validation of analytical instrumentation. It is commonly used to optimize chromatographic separation conditions, evaluate detector sensitivity, and refine mass spectrometric parameters for peptide analysis. The reproducibility and stability of the dipeptide support its application in method development for both qualitative and quantitative peptide characterization.
Biophysical investigations: Researchers leverage Tyr-Ala in studies focused on peptide solubility, aggregation, and interaction with membranes or other biomolecules. Its amphipathic nature, arising from the combination of hydrophilic and hydrophobic side chains, allows for exploration of peptide-solvent interactions and aggregation tendencies under varying environmental conditions. Such investigations contribute to a deeper understanding of peptide self-assembly, intermolecular association, and the factors influencing peptide behavior in biological and synthetic systems.
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