亲核催化的由苯胺形成的碳水化合物肟。
Nucleophilic catalysis of carbohydrate oxime formation by anilines.
机构信息
IGM-Bioorganic Chemistry, Faculty of Life Sciences, University of Copenhagen, Thorvaldsensvej 40, DK-1871 Frederiksberg, Denmark.
出版信息
J Org Chem. 2010 Mar 5;75(5):1752-5. doi: 10.1021/jo902425v.
Chemoselective formation of glycoconjugates from unprotected glycans is needed to further develop chemical biology involving glycans. Carbohydrate oxime formation is often slow, and organocatalysis by anilines would be highly promising. Here, we present that carbohydrate oxime formation can be catalyzed with up to 20-fold increases in overall reaction rate at 100 mM aniline. Application of this methodology provided access to complex glycoconjugates.
为了进一步发展涉及聚糖的化学生物学，需要从非保护的糖中选择性地形成糖缀合物。碳水化合物肟的形成通常很慢，苯胺的有机催化将非常有前景。在这里，我们提出，在 100mM 苯胺的情况下，碳水化合物肟的形成可以以高达 20 倍的总体反应速率进行催化。该方法的应用提供了获得复杂糖缀合物的途径。
Zotero 插件