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O-Acyl isopeptide method’: racemization-free segment condensation in solid phase peptide synthesis
Authors:Taku Yoshiya  Tooru Kimura  Yoshiaki Kiso
Affiliation:a Department of Medicinal Chemistry, Center for Frontier Research in Medicinal Science, 21st Century COE Program, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8412, Japan
b Department of Physical Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8412, Japan
Abstract:We disclosed a novel ‘racemization-free segment condensation’ based on the ‘O-acyl isopeptide method’ in which an N-segment including C-terminal O-acyl isopeptide structure with urethane-protected Ser/Thr residue was employed for the segment condensation, suggesting that the use of this method contributes to the effective convergent synthesis of long peptides/proteins.
Keywords:O-Acyl isodipeptide unit   O-Acyl isopeptide method   O-N intramolecular acyl migration   Racemization-free   Segment condensation
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