2-Methyltetrahydrofuran and cyclopentyl methyl ether for green solid-phase peptide synthesis

被引:0
|
作者
Yahya E. Jad
Gerardo A. Acosta
Sherine N. Khattab
Beatriz G. de la Torre
Thavendran Govender
Hendrik G. Kruger
Ayman El-Faham
Fernando Albericio
机构
[1] University of KwaZulu-Natal,Catalysis and Peptide Research Unit, School of Health Sciences
[2] Institute for Research in Biomedicine-Barcelona,CIBER
[3] Networking Centre on Bioengineering,BBN
[4] Biomaterials and Nanomedicine,Department of Chemistry, Faculty of Science
[5] Alexandria University,Department of Chemistry, College of Science
[6] King Saud University,School of Chemistry and Physics
[7] University of KwaZulu-Natal,Department of Organic Chemistry
[8] University of Barcelona,undefined
来源
Amino Acids | 2016年 / 48卷
关键词
Green solvents; Solid-phase peptide synthesis; Peptide synthesis; 2-methyltetrahydrofuran; Cyclopentyl methyl ether;
D O I
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中图分类号
学科分类号
摘要
2-MeTHF and CPME were evaluated as greener alternatives for the most employed solvents in peptide synthesis. The ability of these solvents to dissolve amino acid derivatives and a range of coupling reagents were evaluated as well as the swelling of polystyrene and polyethylene glycol resins. In addition, racemization and coupling efficiencies were also determined. We concluded that the use of 2-MeTHF with combination of DIC/OxymaPure gave the lowest racemization level during stepwise synthesis of Z-Phg-Pro-NH2 and the highest purity during SPPS of Aib-enkephalin pentapeptide (H-Tyr-Aib-Aib-Phe-Leu-NH2).
引用
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页码:419 / 426
页数:7
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