Total stepwise solid-phase synthesis of peptide-oligonucleotide conjugates using side-chain Boc/tBu protecting groups

被引：1

作者：

Wang, Tao ^{[1
,2
]}

Cao, Xiuxiu ^{[1
,2
]}

Zheng, Yong ^{[3
]}

Chen, Chenchen ^{[3
]}

Zhou, Li ^{[3
]}

Sun, Demeng ^{[2
]}

Fang, Gemin ^{[4
]}

Tian, Changlin ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Hefei Inst Phys Sci, High Magnet Field Lab, Hefei 230031, Peoples R China

[2] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Div Life Sci & Med, Hefei 230026, Peoples R China

[3] Hefei KS V Peptide Biol Technol CO Ltd, Hefei, Peoples R China

[4] Anhui Univ, Inst Phys Sci & Informat Technol, Inst Hlth Sci, Hefei 230601, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 39期

基金：

中国国家自然科学基金;

关键词：

DELIVERY;

D O I：

10.1039/d3cc00868a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A practical strategy for the total stepwise solid-phase synthesis of peptide-oligonucleotide conjugates was developed. In this strategy, the Boc/tBu protecting groups are utilized for the side chains of Trp, His, Arg, Asp, and Glu, and is deprotected in borate buffer at 90 degrees C to avoid depurination of the oligonucleotide caused by strong acid treatment. The advantage of this strategy is that the abovementioned amino acids are readily available in the market and the side reaction of deguanidination of the Arg residue can be avoided. This side-chain Boc/tBu protection strategy will expand the applicability of total stepwise synthesis in the preparation of peptide-oligonucleotide conjugates.

引用

页码：5839 / 5842

页数：5

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