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Eptifibatide is a conformationally constrained cyclic peptide antagonist of platelet integrin αIIbβ3, historically known as glycoprotein IIb/IIIa. Its structure was developed from the KGD recognition motif of the snake-venom disintegrin barbourin.
The molecule provides a well-defined research ligand for studying fibrinogen recognition, platelet integrin activation and ligand-induced conformational changes in αIIbβ3.
Product Information
| Property | Specification |
|---|---|
| Product Name | Eptifibatide |
| CAS No. | 188627-80-7 |
| Structural Notation | Mpr-Har-Gly-Asp-Trp-Pro-Cys-NH₂ |
| Molecular Formula | C35H49N11O9S2 |
| Molecular Weight | Approximately 831.97 Da |
| Cyclic Structure | Disulfide between mercaptopropionyl and cysteine |
| C-Terminus | Cysteinamide |
| Primary Target | Platelet integrin αIIbβ3 / GPIIb-IIIa |
| Research Areas | Platelet biology, integrin signaling, fibrinogen binding, thrombosis research |
Constrained Integrin-Binding Scaffold
Eptifibatide contains six amino-acid residues together with a mercaptopropionyl moiety and is cyclized through a disulfide linkage.
The compact cyclic architecture presents a fibrinogen-mimetic recognition motif to αIIbβ3 while restricting conformational freedom compared with a corresponding linear peptide.
The homoarginine and Asp residues make distinct contributions to integrin recognition, allowing the peptide to engage the ligand-binding head of αIIbβ3.
Structural Basis of αIIbβ3 Binding
Recent cryo-EM analysis of full-length αIIbβ3 bound to Eptifibatide directly visualized the peptide within the integrin headpiece.
The homoarginine side chain interacts with the αIIb subunit, while the Asp residue coordinates the MIDAS-associated Mg2+ ion in the β3 subunit. Ligand binding also induces substantial conformational changes in the receptor.
We think this makes Eptifibatide particularly informative for studies that distinguish simple receptor occupancy from ligand-induced integrin conformational signaling.
Synthetic and Quality Control Considerations
Correct peptide sequence alone does not establish the intended Eptifibatide molecular form. The disulfide cyclization, homoarginine-containing structure, C-terminal cysteinamide and molecular mass should be confirmed together with chromatographic purity.
Our Peptide Quality Control capabilities support analytical HPLC and mass spectrometry according to the selected specification.
Frequently Asked Questions
What receptor does Eptifibatide target?
Eptifibatide binds platelet integrin αIIbβ3, historically called glycoprotein IIb/IIIa.
Is Eptifibatide a linear peptide?
No. Its structure is conformationally constrained by a disulfide linkage between the mercaptopropionyl moiety and cysteine.
Can related cyclic integrin-binding peptides be synthesized?
Disulfide-cyclized peptides, residue substitutions and integrin-oriented analogs can be evaluated through Chemical Peptide Synthesis.