title: Hydroxymethyl Salicylaldehyde Auxiliary for a Glycine-Dependent Amide-Forming Ligation.
abstract: A new amide-forming ligation that requires a glycine or a primary amine at the linkage site is described herein. The distinguishing feature of this ligation is its reliance on an O-hydroxymethyl salicylaldehyde ester at the C-terminus which allows, via an N,O-acetal intermediate, the formation of a native peptide bond.
authors.affiliation: Global Discovery Chemistry, Novartis Institute for BioMedical Research , Basel CH-4002, Switzerland.
authors.forename: Marianne
authors.initials: M
authors.lastname: Fouché
authors.affiliation: Global Discovery Chemistry, Novartis Institute for BioMedical Research , Basel CH-4002, Switzerland.
authors.forename: Florence
authors.initials: F
authors.lastname: Masse
authors.affiliation: Global Discovery Chemistry, Novartis Institute for BioMedical Research , Basel CH-4002, Switzerland.
authors.forename: Hans-Jörg
authors.initials: HJ
authors.lastname: Roth
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry*; D008026:Ligation; D015394:Molecular Structure; D009842:Oligopeptides / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000577:Amides; D000588:Amines; D000596:Amino Acids; C000604183:Fmoc-Gly-Gly-oMe; D009842:Oligopeptides; C013243:salicylaldehyde; D005998:Glycine