Aqueous Microwave-Assisted Solid-Phase Peptide Synthesis Using Fmoc Strategy. II. Racemization Studies and Water Based Synthesis of Cysteine-Containing Peptides

作者：Hojo Keiko^*; Shinozaki Natsuki; Hara Asaki; Onishi Mare; Fukumori Yoshinobu; Ichikawa Hideki

来源：Protein and Peptide Letters, 2013, 20(10): 1122-1128.

DOI：10.2174/0929866511320100006

• Cysteine
• microwave-assisted synthesis
• nanoparticles
• racemization solid-phase peptide synthesis
• synthesis in water

We have developed a microwave (MW)-assisted peptide synthesis using Fmoc-amino acid nanoparticles in water previously. It is an organic solvent-free, environmentally friendly method for peptide synthesis. In this study, we have investigated the racemization of cysteine during an aqueous based coupling reaction with MW irradiation. Under our MW-assisted protocol using WSCI and DMTMM, the coupling reaction can be performed with low levels of racemization of cysteine. We also demonstrated the synthesis of the nonapeptide oxytocin analogue, Cys(Acm)-Tyr-Ile-Gln-Asn-Cys(Acm)-Pro-Leu-Gly-NH2 using our water based MW-assisted protocol with Fmoc-amino acid nanoparticles.

• 出版日期2013-10