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Strategies for the highly efficient synthesis of erythropoietin N-glycopeptide hydrazides.
Journal of Peptide Science ( IF 2.1 ) Pub Date : 2020-09-03 , DOI: 10.1002/psc.3283
Markus Hessefort 1 , Hendrik Hessefort 1 , Simone Seeleithner 1 , Angelina Gross 1 , Marie Lott 1 , David Rau 1 , Laura Kern 1 , Carlo Unverzagt 1
Affiliation  

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.

中文翻译:

高效合成促红细胞生成素 N-糖肽酰肼的策略。

开发了促红细胞生成素 (EPO) 1-28 N-糖肽酰肼的收敛合成。在这种方法中,EPO 1-28 肽在固相上合成,并在从树脂上裂解后转化为 C 端酰肼。在 Asp24 侧链选择性脱保护后,所需的糖胺通过假脯氨酸辅助的 Lansbury 天冬氨酸化偶联。尽管 EPO 1-28 糖肽的初始产率令人满意,但可以通过使用反相高效液相色谱 (RP-HPLC) 纯化受保护肽来提高肽的纯度来显着提高它们。
更新日期:2020-09-03
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