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Strategies for the highly efficient synthesis of erythropoietin N‐glycopeptide hydrazides
Authors:Markus Hessefort  Hendrik Hessefort  Simone Seeleithner  Angelina Gross  Marie Lott  David Rau  Laura Kern  Carlo Unverzagt
Abstract:A convergent synthesis for erythropoietin (EPO) 1‐28 N‐glycopeptide hydrazides was developed. In this approach, EPO 1‐28 peptides were synthesized on the solid phase and converted to C‐terminal hydrazides after cleavage from the resin. After selective deprotection of the Asp24 side chain, the desired glycosylamine was coupled by pseudoproline‐assisted Lansbury aspartylation. Although the initial yields of the EPO 1‐28 glycopeptides were satisfactory, they could be markedly improved by increasing the purity of the peptide using a reversed‐phase high‐performance liquid chromatography (RP‐HPLC) purification of the protected peptide.
Keywords:glycopeptide  HPLC  purification  solid‐phase peptide synthesis
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