Soellner Matthew B, Nilsson Bradley L, Raines Ronald T
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
J Org Chem. 2002 Jul 12;67(14):4993-6. doi: 10.1021/jo025631l.
The Staudinger ligation of peptides with a C-terminal phosphinothioester and N-terminal azide is an emerging method in protein chemistry. Here, the first Staudinger ligations of nonglycyl azides are reported and shown to proceed both in nearly quantitative yield and with no detectable effect on the stereochemistry at the alpha-carbon of the azide. These results demonstrate further the potential of the Staudinger ligation as a general method for the total synthesis of proteins from peptide fragments.
肽的C端硫代膦酸酯与N端叠氮化物的施陶丁格连接反应是蛋白质化学领域中一种新兴的方法。本文报道了非甘氨酰叠氮化物的首例施陶丁格连接反应，结果表明该反应不仅产率接近定量，而且对叠氮化物α-碳的立体化学无明显影响。这些结果进一步证明了施陶丁格连接反应作为一种从肽片段进行蛋白质全合成的通用方法的潜力。
