Submit Manuscript  

Article Details


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

[ Vol. 20 , Issue. 10 ]

Author(s):

Keiko Hojo, Natsuki Shinozaki, Asaki Hara, Mare Onishi, Yoshinobu Fukumori and Hideki Ichikawa   Pages 1122 - 1128 ( 7 )

Abstract:


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.

Keywords:

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

Affiliation:

Faculty of Pharmaceutical Sciences & Cooperative Research Center of Life Sciences, Kobe Gakuin University, 1-1-3 Minatojima, Chuo-ku, Kobe 650-8586, Japan.



Read Full-Text article