Tjoeng F S, Staines W, St-Pierre S, Hodges R S
Biochim Biophys Acta. 1977 Feb 22;490(2):489-96. doi: 10.1016/0005-2795(77)90025-3.
Photolysis as a method for removal of a tert-butyloxycarbonyl-protected peptide possessing a free C-terminal carboxyl group from a polystyrene support in the solid-phase method of peptide synthesis was introduced by Rich, D. H. and Gurwara, S. K.((1975) J. Am. Chem. Soc. 97, 1575-1578). Using this basic concept we prepared a photosensitive 3-nitro-4-bromomethylbenzoyl polyethylene glycol support for use in the liquid-phase method of peptide synthesis. Photolytic cleavage of a protected tetrapeptide possessing a free C-terminal carboxyl group from the polyethylene glycol support resulted in a 98% yield compared with a 69% yield for the photolytic leavage from the polystyrene support. This application of photolysis as a cleavage method in liquid-phase peptide synthesis avoids the low yields and rather drastic conditons needed to remove a peptide attached directly to the poly-ethylene glycol support in the conventional liquid-phase method.
里希(Rich, D. H.)和古瓦拉(Gurwara, S. K.)介绍了光解作为一种在肽合成固相法中从聚苯乙烯载体上除去具有游离C末端羧基的叔丁氧羰基保护肽的方法((1975)《美国化学会志》97, 1575 - 1578)。利用这一基本概念,我们制备了一种用于肽合成液相法的光敏3 - 硝基 - 4 - 溴甲基苯甲酰聚乙二醇载体。从聚乙二醇载体上光解切割具有游离C末端羧基的保护四肽,产率为98%,而从聚苯乙烯载体上光解切割的产率为69%。光解作为液相肽合成中的一种切割方法的这种应用避免了传统液相法中去除直接连接到聚乙二醇载体上的肽所需的低产率和相当剧烈的条件。