title: Synthesis of a 6,6-spiroketal amino acid and its incorporation into a peptide turn sequence using solid-phase peptide synthesis.
abstract: 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 amino acid was synthesised and incorporated into a spiroketal-containing cyclic peptide.
authors: School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand.
authors: Jui Thiang Brian
authors: JT
authors: Kueh
authors: Ka Wai
authors: KW
authors: Choi
authors: Geoffrey M
authors: GM
authors: Williams
authors: Kerstin
authors: K
authors: Moehle
authors: Bernadett
authors: B
authors: Bacsa
authors: John A
authors: JA
authors: Robinson
authors: Margaret A
authors: MA
authors: Brimble
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008969:Molecular Sequence Data; D019906:Nuclear Magnetic Resonance, Biomolecular; D010455:Peptides / Q000138:chemical synthesis*; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000596:Amino Acids; D005663:Furans; D010455:Peptides; D013141:Spiro Compounds; C520774:spiroketal