Department of Chemistry, University of Reading, P.O. Box 224, Whiteknights, Reading RG6 6AD, UK.
Org Lett. 2012 Dec 21;14(24):6346-9. doi: 10.1021/ol303124r. Epub 2012 Dec 4.
A novel method for cleaving from resin and removing acid-labile protecting groups for the Fmoc solid-phase peptide synthesis is described. 0.1 N HCl in hexafluoroisopropanol or trifluoroethanol cleanly and rapidly removes the tert-butyl ester and ether, Boc, trityl, and Pbf groups and cleaves the common resin linkers: Wang, HMPA, Rink amide, and PAL. Addition of just 5-10% of a hydrogen-bonding solvent considerably retards or even fully inhibits the reaction. However, a non-hydrogen-bonding solvent is tolerated.
描述了一种用于从树脂上裂解和去除 Fmoc 固相肽合成中酸不稳定保护基团的新方法。0.1 N HCl 在六氟异丙醇或三氟乙醇中可快速且干净地去除叔丁酯和醚、Boc、三苯甲基和 Pbf 基团，并裂解常见的树脂连接基：Wang、HMPA、Rink 酰胺和 PAL。只需添加 5-10%的氢键溶剂就会大大减缓甚至完全抑制反应。然而，也可以容忍非氢键溶剂。
