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Chemical Synthesis of Eptifibatide-a Platelet Glycoprotein Ⅱb/Ⅲa Receptor Antagonist

Author: LiaoYongXiang
Tutor: WangPu
School: Shandong University
Course: Medicinal Chemistry
Keywords: Platelet glycoprotein IIb / IIIa receptor Cyclic peptide Intramolecular disulfide Eptifibatide Guanidine
CLC: R914
Type: Master's thesis
Year: 2010
Downloads: 84
Quote: 0
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Abstract


The paper containing seven amino acids , with the ring structure of the platelet glycoprotein II b / III a receptor antagonist by for Pakistan peptide chemical synthesis method exploration of two routes : one connected to each other by two three- peptide fragment synthesis hexapeptide , draw a line on an amino acid synthetic heptapeptide fragment . Tetrapeptide fragment ligated tripeptide seven peptide fragments , and then into the eptifibatide . Route a basic raw material to the Cbz protected amino acid on the basis of optimization Cbz amino acid synthesis , full use of the Cbz protecting group removal by catalytic hydrogenation characteristics , high yield synthesis of dipeptides , tripeptides , and hexapeptide derivatives . Meanwhile, explore and established effective lysine selective protection method , the use of different protecting groups , the high selectivity of the lysine α-NH2, ε-NH2 and α-COOH protection containing lysine the chemical synthesis of peptide derivatives has laid a good foundation . Route for Fmoc amino acids as according to raw materials on behalf of the Pakistani peptide synthesis , explore, compare , and research carried out on the conditions and methods , including : liquid phase synthesis conditions , the effective removal of the Fmoc group conditions determine ; synthetic cysteine ??amide derivatives under mild conditions effective way to establish the conditions and methods of the the different peptides interconnected with synthetic long peptide chain ; comparison and analysis of different methods , optimization , and successfully applied the heptapeptide derivatives . Other important work undertaken in this thesis comprising: establishing selective intramolecular disulfide bond formation , while the synthetic cyclic peptide , while effective to prevent intermolecular disulfide bond formation rather to cause byproducts effective method ; established removal cyclopeptide derivative of the Boc group, and avoid the cyclopeptide destruction conditions; explore the establishment of the conditions and methods can be transformed into the amino cyclopeptide guanidino . Of this thesis is to explore the establishment of the various methods rely opens synthesis eptifibatide new route , and successful synthesis of the target product .

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