H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH.CH3CO2H

H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH·CH3CO2H is an opioid-related hexapeptide incorporating aromatic and charged residues that influence backbone folding. The D-Ala substitution modulates stereochemical behavior and enzymatic susceptibility. Researchers use it to explore residue-dependent interactions, hydrogen bonding, and solvation effects. Its acetate form enhances handling and solubility.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH.CH3CO2H(CAS 1210069-58-1)

CAT No: R2189

CAS No:1210069-58-1

Synonyms/Alias:EX-A5716;1210069-58-1;

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M.F/Formula
C37H55N9O10
M.W/Mr.
785.9
Sequence
One Letter Code:YAGFLR
Three Letter Code:H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH.CH3CO2H

H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH·CH3CO2H, also known as a synthetic hexapeptide acetate salt, is a specialized carbohydrate compound widely utilized in biochemical and molecular biology research. Structurally, it is composed of a sequence of amino acids—tyrosine, D-alanine, glycine, phenylalanine, leucine, and arginine—terminated with a carboxyl group and stabilized as an acetate salt. This configuration imparts unique physicochemical properties, including enhanced solubility and stability in aqueous environments, making it an ideal candidate for various laboratory and experimental applications. Researchers value this peptide for its versatility in mimicking endogenous peptide sequences, allowing for the exploration of biological pathways and receptor interactions. Its robust synthetic design ensures consistent performance across a range of experimental conditions, supporting reliable data generation and reproducibility in research settings.

Receptor Binding Studies: H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH·CH3CO2H serves as a valuable tool in receptor binding assays, particularly for investigating the affinity and selectivity of opioid and related peptide receptors. By utilizing this peptide in binding experiments, scientists can elucidate the molecular determinants of ligand-receptor interactions, contributing to a deeper understanding of signal transduction mechanisms and receptor activation profiles. The inclusion of D-alanine in the sequence often imparts resistance to enzymatic degradation, extending the peptide's utility in prolonged in vitro assays. This enables researchers to dissect binding kinetics and receptor specificity with high precision, informing the design of new ligands and therapeutic analogs.

Enzyme Substrate Profiling: The hexapeptide is frequently used as a substrate in enzyme activity assays, especially those targeting peptidases and proteases that recognize specific amino acid motifs. Its well-defined sequence allows for the monitoring of cleavage events, facilitating the characterization of enzyme specificity, catalytic efficiency, and inhibition profiles. By tracking the hydrolysis or modification of this peptide, scientists can identify novel enzyme modulators or inhibitors, advancing the study of proteolytic pathways in cellular and biochemical systems. This approach is instrumental in mapping out protease-substrate relationships that underpin regulatory processes in physiology and disease.

Cell Signaling Research: In cellular models, H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH·CH3CO2H is often employed to probe peptide-mediated signaling cascades. Its structural resemblance to endogenous ligands enables it to activate or inhibit specific signaling pathways, providing insights into the downstream effects of receptor engagement. Researchers utilize this peptide to study gene expression changes, second messenger production, and cellular responses such as proliferation or differentiation. These investigations shed light on the complex networks governing cell behavior and facilitate the identification of novel signaling intermediates or regulatory nodes.

Peptide Structure-Activity Relationship (SAR) Studies: The defined sequence and modifiable nature of this peptide make it an excellent candidate for SAR analysis. By systematically altering individual residues or terminal groups, scientists can assess the impact of structural changes on biological activity, receptor affinity, or enzymatic stability. Such studies are fundamental for optimizing peptide function, guiding the rational design of analogs with improved efficacy or selectivity. The insights gained from SAR experiments contribute to the broader field of peptide engineering, enabling the development of tailored molecules for diverse research purposes.

Analytical Method Development: H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH·CH3CO2H is also utilized as a standard or reference compound in analytical chemistry, particularly in the calibration of chromatographic and mass spectrometric methods. Its consistent composition and predictable behavior facilitate method validation, quantification, and the assessment of analytical sensitivity or specificity. By incorporating this peptide into analytical workflows, laboratories can ensure the accuracy and reliability of peptide detection and measurement, supporting high-quality research outcomes across multiple scientific disciplines.

Peptide-based Drug Discovery: In the early stages of drug discovery, synthetic peptides like this hexapeptide are frequently employed to screen for novel bioactive compounds or to model peptide-receptor interactions. Its use in high-throughput screening platforms and structure-based design initiatives accelerates the identification of lead candidates and the optimization of pharmacological profiles. Through iterative cycles of synthesis and testing, researchers can leverage the structural features of this peptide to guide the creation of next-generation molecules with potential applications in diverse therapeutic areas.

InChI
InChI=1S/C35H51N9O8.C2H4O2/c1-20(2)16-27(32(49)43-26(34(51)52)10-7-15-39-35(37)38)44-33(50)28(18-22-8-5-4-6-9-22)42-29(46)19-40-30(47)21(3)41-31(48)25(36)17-23-11-13-24(45)14-12-23;1-2(3)4/h4-6,8-9,11-14,20-21,25-28,45H,7,10,15-19,36H2,1-3H3,(H,40,47)(H,41,48)(H,42,46)(H,43,49)(H,44,50)(H,51,52)(H4,37,38,39);1H3,(H,3,4)/t21-,25+,26+,27+,28+;/m1./s1
InChI Key
UOPHMLYWPRQIAN-QRLKUWSJSA-N

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