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 or tyrosine-alanine dipeptide, is a synthetic dipeptide composed of the amino acids tyrosine and alanine. Recognized for its unique structural properties, Tyr-Ala serves as a valuable tool in biochemical research and peptide-based studies. Its sequence combines the aromatic side chain of tyrosine, which can participate in hydrogen bonding and π-π interactions, with the small, non-polar alanine residue, resulting in a compound that displays both stability and versatility. Researchers leverage these features to explore peptide behavior, structure-activity relationships, and enzymatic processing, making Tyr-Ala a recurrent choice in laboratories investigating peptide chemistry and protein interactions. The compound's ease of synthesis and compatibility with various analytical techniques further enhance its research utility across multiple scientific disciplines.
Peptide Structure-Activity Relationship Studies: Tyr-Ala is frequently utilized in structure-activity relationship (SAR) investigations to elucidate the influence of specific amino acid sequences on peptide function. By incorporating this dipeptide into larger peptide chains or using it as a model substrate, scientists can systematically analyze how the presence of tyrosine and alanine together affects biological activity, binding affinity, or enzymatic susceptibility. Its defined sequence allows for precise modifications and comparative studies, contributing to a deeper understanding of peptide interactions at the molecular level.
Protease Substrate Analysis: In enzymology research, Tyrosyl-Alanine serves as an effective substrate for evaluating the specificity and catalytic efficiency of proteases. Researchers employ this dipeptide to monitor cleavage patterns and enzyme kinetics, providing insights into protease recognition motifs and substrate preferences. The aromatic ring of tyrosine and the compact structure of alanine enable the dipeptide to mimic natural peptide substrates, facilitating the design of targeted assays for protease characterization and inhibitor screening.
Peptide Transport and Uptake Studies: The Tyrosyl-Alanine dipeptide is also instrumental in exploring peptide transport mechanisms across cellular membranes. Due to its small size and defined sequence, it is often used in studies investigating peptide transporter proteins, such as those in the SLC family. By tracking the uptake and translocation of Tyr-Ala, researchers can gain valuable information about transporter substrate specificity, transport kinetics, and the influence of peptide structure on cellular absorption. Such studies are critical for advancing knowledge in nutrient absorption and drug delivery research.
Peptidomimetic Design and Synthesis: In the field of medicinal chemistry, Tyr-Ala is used as a building block for the synthesis of peptidomimetics—compounds that mimic the structure and function of natural peptides. Its incorporation into larger molecules allows chemists to modulate hydrophobicity, hydrogen bonding, and overall molecular conformation. This application supports the development of novel compounds with improved stability, bioavailability, or target selectivity for use in basic research or as molecular probes.
Analytical Method Development: Researchers frequently employ Tyrosyl-Alanine as a standard or calibration compound in analytical method development, particularly in high-performance liquid chromatography (HPLC) and mass spectrometry (MS). Its well-defined properties and predictable chromatographic behavior make it an ideal reference for optimizing separation conditions, validating detection sensitivity, and assessing instrument performance. The use of Tyr-Ala in this context ensures accurate quantification and reliable analysis of peptide mixtures in complex biological samples.
The versatility of Tyrosyl-Alanine continues to drive its adoption across diverse research areas, from fundamental peptide chemistry to advanced analytical applications. By serving as a model substrate, structural probe, and calibration standard, Tyr-Ala provides scientists with a robust platform for investigating peptide-related phenomena and refining experimental techniques. Its unique combination of structural features and functional adaptability underscores its significance in the ongoing advancement of peptide science and molecular research.
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