D-Cys Eptifibatide incorporates a D-cysteine substitution, affecting chirality, disulfide configuration, and peptide folding. Researchers evaluate its stability and altered binding properties compared to the native form. Applications include stereochemical studies, analog profiling, and oxidative-stability research.
CAT No: Z10-101-176
Synonyms/Alias:2-((3S,11S,17S,20S,25aS)-20-((1H-indol-3-yl)methyl)-3-carbamoyl-11-(4-((diaminomethylene)amino)butyl)-1,9,12,15,18,21-hexaoxodocosahydro-1H-pyrrolo[2,1-g][1,2,5,8,11,14,17,20]dithiahexaazacyclotricosin-17-yl)acetic acid; 3-D-Asp Eptifibatide (USP)
D-Cys Eptifibatide is a synthetic peptide analog derived from the well-characterized antiplatelet agent eptifibatide, featuring a D-cysteine residue modification. As a cyclic heptapeptide, it is recognized for its high specificity in targeting the glycoprotein IIb/IIIa receptor, a critical mediator of platelet aggregation. The inclusion of D-amino acids, such as D-cysteine, imparts enhanced stability against proteolytic degradation, making this analog particularly valuable for biochemical and pharmacological research. Its structural and functional properties have positioned it as an important tool for investigating integrin-mediated cell adhesion, platelet function, and receptor-ligand interactions within the context of thrombotic and cardiovascular research.
Integrin Receptor Binding Studies: The modified peptide is widely utilized in studies focused on the glycoprotein IIb/IIIa (αIIbβ3) integrin, which is central to platelet aggregation and thrombus formation. By serving as a competitive antagonist, D-Cys Eptifibatide enables precise delineation of integrin-ligand binding dynamics, receptor specificity, and downstream signaling pathways. Its application in receptor binding assays allows researchers to dissect the molecular interactions governing platelet adhesion and aggregation, contributing to a deeper understanding of integrin biology and its implications in hemostasis.
Peptide Stability and Proteolytic Resistance Research: The D-cysteine substitution in this analog provides a model system for evaluating the impact of D-amino acid incorporation on peptide stability. It is frequently employed in studies assessing protease resistance, peptide half-life, and structural integrity under various physiological and experimental conditions. Such investigations are essential for the rational design of peptide-based probes, inhibitors, or therapeutics, where resistance to enzymatic degradation is a key consideration for functional performance in complex biological environments.
Platelet Function Analysis: Researchers utilize the compound in ex vivo and in vitro assays to investigate platelet activation, aggregation, and signaling mechanisms. Its high affinity for the αIIbβ3 receptor allows for controlled modulation of platelet responses, making it a valuable reagent for functional studies of platelet physiology. These experiments are crucial for elucidating the molecular determinants of platelet-mediated processes and for screening new antiplatelet compounds or potential modulators of thrombotic pathways.
Peptide-Protein Interaction Mapping: The cyclic structure and receptor specificity of this peptide make it an effective tool for mapping protein-protein interactions involving integrins. By acting as a molecular probe, it facilitates the identification of critical contact sites, conformational changes, and binding affinities between integrins and their natural ligands or synthetic inhibitors. Such mapping studies are integral to the development of next-generation biomimetic materials, targeted delivery systems, and diagnostic assays centered on integrin recognition.
Analytical and Structural Characterization: The well-defined sequence and cyclic conformation of D-Cys Eptifibatide support its use as a reference standard in analytical techniques such as high-performance liquid chromatography (HPLC), mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy. These applications enable the characterization of peptide purity, structural confirmation, and conformational analysis, supporting quality control and method development in peptide chemistry and analytical biochemistry laboratories.
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