Solid Phase Synthesis in Water-Development of Green Chemistry

固相多肽合成(SPPS)是一种简便、快速的多肽制备技术，但它需要大量的有机溶剂。由于有机溶剂的安全处理是一个重要的环境问题，因此能够在水介质中合成多肽将是更好的选择。为了做到这一点，水溶氮保护氨基酸是必需的。我们成功地利用了2-[苯基(甲基)磺基]乙氧基(PMS)、乙烷磺酰乙氧基(ESC)和2-(4-磺基苯磺酰基)乙氧基(SPS)等N-保护基团对亮氨酸脑啡酰胺在水中的SPPS进行了研究。

Solid phase peptide synthesis (SPPS) is a well-established technique for the facile and rapid preparation of peptides, but it requires large amounts of organic solvents. Since the safe disposal of organic solvents is an important environmental issue, the ability to synthesize peptides in an aqueous medium would be preferable. In order to do so, water-soluble N-protected amino acids are necessary. We have successfully used the water-soluble N-protecting groups, 2-[phenyl(methyl)sulfonio]ethoxycarbonyl (Pms), ethanesulfonylethoxycarbonyl (Esc) and 2-(4-sulfophenylsulfonyl)ethoxycarbonyl (Sps), for the SPPS of Leu-enkephalin amide in water.