Synthesis of a 6,6-spiroketal amino acid and its incorporation into a peptide turn sequence using solid-phase peptide synthesis.

Jui Thiang Brian Kueh, Ka Wai Choi, Geoffrey M Williams, Kerstin Moehle, Bernadett Bacsa, John A Robinson, Margaret A Brimble

School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand.

Chemistry (Weinheim an der Bergstrasse, Germany) 2013 Mar 18

filter terms:

Spiropins for SPPS: The rigid structure of an anomerically stabilised spiroketal motif enables the appendage of substituents in a fixed conformation. To assess the ability of a spiroketal motif to induce a turn structure and participate in solid-phase peptide synthesis (SPPS), an Fmoc-spiroketal amin o acid was synthesised and incorporated into a spiroketal-containing cyclic peptide. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Jui Thiang Brian Kueh, Ka Wai Choi, Geoffrey M Williams, Kerstin Moehle, Bernadett Bacsa, John A Robinson, Margaret A Brimble. Synthesis of a 6,6-spiroketal amino acid and its incorporation into a peptide turn sequence using solid-phase peptide synthesis. Chemistry (Weinheim an der Bergstrasse, Germany). 2013 Mar 18;19(12):3807-11