Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, United States.
Bioorg Med Chem. 2011 Jan 1;19(1):490-7. doi: 10.1016/j.bmc.2010.11.006. Epub 2010 Nov 12.
a-Factor from Saccharomyces cerevisiae is a farnesylated dodecapeptide involved in mating. The molecule binds to a G-protein coupled receptor and hence serves as a simple system for studying the interactions between prenylated molecules and their cognate receptors. Here, we describe the preparation of a-factor and two photoactive analogues via Fmoc solid-phase peptide synthesis using hydrazinobenzoyl AM NovaGel™ resin; the structure of the synthetic a-factor was confirmed by MS-MS analysis and NMR; the structures of the analogues were confirmed by MS-MS analysis. Using a yeast growth arrest assay, the analogues were found to have activity comparable to a-factor itself.
酿酒酵母的 a-因子是一种法呢基化的十二肽，参与交配。该分子与 G 蛋白偶联受体结合，因此可作为研究prenylated 分子与其同源受体之间相互作用的简单系统。在这里，我们描述了通过 Fmoc 固相肽合成使用 hydrazinobenzoyl AM NovaGel™树脂制备 a-因子和两种光活性类似物; 通过 MS-MS 分析和 NMR 确认了合成 a-因子的结构; 通过 MS-MS 分析确认了类似物的结构。使用酵母生长抑制试验，发现类似物具有与 a-因子本身相当的活性。
