Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany.
Org Lett. 2011 Oct 21;13(20):5440-3. doi: 10.1021/ol2020175. Epub 2011 Sep 29.
Site-specific functionalization of proteins by bioorthogonal modification offers a convenient pathway to create, modify, and study biologically active biopolymers. In this paper the Staudinger reaction of aryl-phosphonites for the chemoselective functionalization of azido-peptides and proteins was probed. Different water-soluble phosphonites with oligoethylene substituents were synthesized and reacted with unprotected azido-containing peptides in aqueous systems at room temperature in high conversions. Finally, the Staudinger-phosphonite reaction was successfully applied to the site-specific modification of the protein calmodulin.
通过生物正交修饰对蛋白质进行特定部位的功能化，为创建、修饰和研究具有生物活性的生物聚合物提供了一种便捷的途径。本文探讨了芳基膦的施蒂丁格反应在叠氮肽和蛋白质的化学选择性功能化中的应用。合成了不同带有聚亚乙基取代基的水溶性膦，并在室温下于水相中高转化率地与未保护的含叠氮的肽反应。最后，成功地将施蒂丁格-膦反应应用于钙调蛋白的定点修饰。
