School of Chemistry, The University of Sydney, NSW 2006, Australia.
Org Lett. 2012 Jun 15;14(12):3142-5. doi: 10.1021/ol3012265. Epub 2012 May 29.
An efficient synthetic route to a suitably protected β-selenol-phenylalanine derivative from commercially available Garner's aldehyde is described. The incorporation of this building block into peptides and its application in native chemical ligation reactions with peptide thioesters are demonstrated. Ligation products were chemoselectively deselenized (including in the presence of unprotected cysteine residues) to provide native peptides.
从商业可得的 Garner 醛出发，描述了一条有效合成适保护的β-硒代苯丙氨酸衍生物的路线。展示了该砌块在肽中的掺入及其在与肽硫酯的天然化学连接反应中的应用。连接产物通过化学选择性脱硫（包括在存在未保护的半胱氨酸残基的情况下）得到天然肽。
