Synthesis 2017; 49(10): 2187-2204
DOI: 10.1055/s-0036-1588698
paper
© Georg Thieme Verlag Stuttgart · New York

Fluorous Mixture Synthesis of Tripeptides and Pentapeptides Using­ a Fluorous-Fmoc Protection Strategy

Autoren

  • Yuya Sugiyama

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Ryuhei Shirai

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Masaki Hirose

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Tomoko Watanabe

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Ayana Yoshida

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Natsuki Endo

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Toshiya Hayashi

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Takayuki Shioiri

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
  • Masato Matsugi*

    Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi, Tenpaku-ku, Nagoya, Aichi, Japan   eMail: matsugi@meijo-u.ac.jp
Weitere Informationen

Publikationsverlauf

Received: 28. November 2016

Accepted after revision: 05. Januar 2017

Publikationsdatum:
06. Februar 2017 (online)


Graphical Abstract

Abstract

A liquid-phase split-type synthesis of various tripeptides and pentapeptides was conducted using a fluorous-Fmoc protection strategy. Fluorous-Fmoc reagents were effectively used as both the protecting group for the amino function and the encoding tag for the amino acid structure. Several of the synthetic peptides prepared showed high activities in an ACE inhibitory assay.

Supporting Information