“O-Acyl isopeptide method” for peptide synthesis: synthesis of forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH

Taku Yoshiya; Atsuhiko Taniguchi; Youhei Sohma; Fukue Fukao; Setsuko Nakamura; Naoko Abe; Nui Ito; Mariusz Skwarczynski; Tooru Kimura; Yoshio Hayashi; Yoshiaki Kiso

doi:10.1039/B702284K

“O-Acyl isopeptide method” for peptide synthesis: synthesis of forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH†

Taku Yoshiya,^a Atsuhiko Taniguchi,^a Youhei Sohma,^ab Fukue Fukao,^a Setsuko Nakamura,^a Naoko Abe,^a Nui Ito,^a Mariusz Skwarczynski,^a Tooru Kimura,^a Yoshio Hayashi^a and Yoshiaki Kiso*^a

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^a Department of Medicinal Chemistry, Center for frontier Research in Medicinal Science, 21st Century COE program, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto, Japan
E-mail: kiso@mb.kyoto-phu.ac.jp
Fax: +81 75 591 9900
Tel: +81 75 595 4635

^b Department of Physical Chemistry, 21st Century COE program, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto, Japan

Abstract

The O-acyl isopeptide method has recently received attention as an efficient synthetic method for peptides. Herein, forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH (1–40) were effectively synthesized in two-steps without epimerization. The O-acyl isodipeptide units are important building blocks to enable the routine use of the O-acyl isopeptide method.

Organic & Biomolecular Chemistry

“O-Acyl isopeptide method” for peptide synthesis: synthesis of forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH†

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“O-Acyl isopeptide method” for peptide synthesis: synthesis of forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH

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