Corona Cesear, Bryant Bj K, Arterburn Jeffrey B
New Mexico State University, P.O. Box 30001MSC 3C, Las Cruces, New Mexico 88003, USA..
Org Lett. 2006 Apr 27;8(9):1883-6. doi: 10.1021/ol060458r.
[reaction: see text] An efficient synthesis of a terminal alkyne derived from d-biotin was developed to provide an alternative for carboxyl-based biotinylation. This approach was illustrated by the preparation of alkyne- and alkene-linked phenylalanine derivatives using palladium-catalyzed Sonogashira and Oh methodology. (Strept)avidin binding was observed using soluble and immobilized receptors. These results demonstrate the applicability of carbon-linked biotin derivatives for use in affinity-based purification and bioanalytical applications.
[反应:见正文] 开发了一种从d-生物素衍生的末端炔烃的有效合成方法,以提供基于羧基的生物素化的替代方法。通过使用钯催化的Sonogashira反应和Oh方法制备炔烃和烯烃连接的苯丙氨酸衍生物来说明这种方法。使用可溶性和固定化受体观察到(链霉)抗生物素蛋白结合。这些结果证明了碳连接的生物素衍生物在基于亲和力的纯化和生物分析应用中的适用性。