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Synthesis of unnatural amino acids and other blocks

Eptifibatide

Name
Eptifibatide
Molecular structural formula
Purity
≥98%
CAS Number
188627-80-7
Formula
C35H49N11O9S2
MW
831.96
Sequence
deamino-Cys-hArg-Gly-Asp-Trp-Pro-Cys-NH2(Disulfide bridge: Cys1-Cys7)
Sequence Shortening
deamino-C-hArg-GDWPC-NH2(Disulfide bridge: Cys1-Cys7)
InChIKey
CZKPOZZJODAYPZ-LROMGURASA-N
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Eptifibatide is a synthetic homodetic cyclic peptide comprising N(alpha)-(3-sulfanylpropanoyl)homoarginyl, glycyl, aspartyl, tryptophyl, prolyl and cysteinamide residues connected in sequence and cyclised via a disulfide bond. Derived from a protein found in the venom of the southeastern pygmy rattlesnake, Sistrurus miliarus barbouri, eptifibatide is an anti-coagulant that inhibits platelet aggregation by selectively blocking the platelet glycoprotein IIb/IIIa receptor, so preventing the binding of fibrinogen, von Willebrand factor, and other adhesive ligands. It is used in the management of unstable angina and in patients undergoing coronary angioplasty and stenting procedures. It has a role as a platelet aggregation inhibitor and an anticoagulant. It is an organic disulfide, a macrocycle and a homodetic cyclic peptide.