title: 4-Alkoxy-2-hydroxybenzaldehyde (AHB): a versatile aldehyde linker for solid-phase synthesis of C-terminal modified peptides and peptidomimetics.
abstract: [reaction: see text] A new and versatile 4-alkoxy-2-hydroxybenzaldehyde (AHB) linker for solid-phase syntheses is described. Acylation of the polymer-bound secondary amine obtained from reductive amination of the aldehyde in the AHB linker showed good reactivity. Following acylation of the phenolic hydroxyl group, the resulting carboxamide resin was stable to treatment with 95% TFA. The O-acyl functional group was removed with 20% piperidine and the desired compound was cleaved from the resin by TFA treatment.
authors.affiliation: Department of Chemistry, The University of Arizona, Tucson, Arizona 85721, USA.
authors.forename: T
authors.initials: T
authors.lastname: Okayama
authors.forename: A
authors.initials: A
authors.lastname: Burritt
authors.forename: V J
authors.initials: VJ
authors.lastname: Hruby
mesh_terms: D001671:Biochemistry / Q000379:methods*; D018716:Molecular Mimicry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010455:Peptides