Amide bond-containing monodisperse polyethylene glycols beyond 10 000 Da

作者：Wan, Zihong; Li, Yu; Bo, Shaowei; Gao, Ming; Wang, Xuemeng; Zeng, Kai; Tao, Xin; Li, Xuefei; Yang, Zhigang^*; Jiang, Zhong-Xing^*

来源：Organic and Biomolecular Chemistry, 2016, 14(33): 7912-7919.

DOI：10.1039/c6ob01286h

• DRUG-DELIVERY
• OLIGO(ETHYLENE GLYCOLS)
• POLY(ETHYLENE GLYCOLS)
• THERAPEUTIC PROTEINS
• PEGYLATION
• PEG
• CHROMATOGRAPHY
• DERIVATIVES
• HOMOSTARS
• DESIGN

Although monodisperse polyethylene glycols (M-PEGs) above 4000 Da are especially valuable in biomedical applications, their synthesis remains a long-standing challenge. To this end, a peptide-based strategy for such M-PEGs was developed. With macrocyclic sulfates as the key intermediates, a panel of oligoethylene glycol (OEG) containing omega-amino acids were prepared with high efficiency. Through solid phase peptide synthesis (SPPS), these amino acids were conveniently assembled into a series of amide bond-containing M-PEGs with high flexibility in molecular weight and amide density selection. With this strategy, an M-PEG of 10 262 Da was prepared on a gram scale and its biocompatibility was assessed in a mice model.

• 出版日期2016
• 单位东华大学; 武汉大学