Bohé Luis, Crich David
Centre de Recherche de Gif, CNRS, Institut de Chimie des Substances Naturelles, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
Department of Chemistry, Wayne State University, 5101 Cass Ave, Detroit, MI 48202, USA.
Carbohydr Res. 2015 Feb 11;403:48-59. doi: 10.1016/j.carres.2014.06.020. Epub 2014 Jul 1.
An overview of recent advances in glycosylation with particular emphasis on mechanism is presented. The mounting evidence for both the existence of glycosyl oxocarbenium ions as fleeting intermediates in some reactions, and the crucial role of the associated counterion in others is discussed. The extremes of the SN1 and SN2 manifolds for the glycosylation reaction are bridged by a continuum of mechanisms in which it appears likely that most examples are located.
本文综述了糖基化的最新进展,特别强调了其机制。文中讨论了越来越多的证据,这些证据表明糖基氧鎓离子在某些反应中作为瞬态中间体存在,以及相关抗衡离子在其他反应中的关键作用。糖基化反应的SN1和SN2反应机理的极端情况通过一系列连续的机制相连接,而大多数实例可能都处于这些机制之中。