Silyl-Based Alkyne-Modifying Linker for the Preparation of C-Terminal Acetylene-Derivatized Protected Peptides
作者:Martin Strack、Sina Langklotz、Julia E. Bandow、Nils Metzler-Nolte、H. Bauke Albada
DOI:10.1021/jo302305d
日期:2012.11.16
A novel linker for the synthesis of C-terminal acetylene-functionalized protected peptides is described. This SAM1 linker is applied in the manual Fmoc-based solid-phase peptide synthesis of Leu-enkephalin and in microwave-assisted automated synthesis of Maculatin 2.1, an antibacterial peptide that contains 18 amino acid residues. For the cleavage, treatment with tetramethylammonium fluoride results
描述了用于合成C-末端乙炔官能化的受保护肽的新型接头。该SAM1接头可用于Leu-脑啡肽的基于Fmoc的手动固相肽合成以及Maculatin 2.1(包含18个氨基酸残基的抗菌肽)的微波辅助自动合成。对于裂解,用四甲基氟化铵处理得到受保护的乙炔衍生的肽。备选地,一锅裂解点击程序在纯化后以高收率提供了被保护的1,2,3-三唑共轭物。