title: Slightly modifying pseudoproline dipeptides incorporation strategy enables solid phase synthesis of a 54 AA fragment of caveolin-1 encompassing the intramembrane domain.
abstract: This work contributes to highlight the benefits of pseudoproline dipeptides introduction in difficult SPPS. We show how a slight modification in the positioning choice conditioned the synthesis achievement of a 54 amino acid long caveolin-1 peptide encompassing the intramembrane domain. Furthermore, we report a side reaction correlated with the coupling steps and generating truncated fragments with a mass deviation of + 42 Da. Considering the need of structural data for membrane proteins, most of which are considered as prevalent therapeutic targets, chemical synthesis provides an interesting alternative pathway to obtain hydrophobic domains by pushing back the frontiers of conventional RP methods of purification.
authors.affiliation: Unité de Chimie des Biomolécules, URA CNRS 2128, Institut Pasteur, 28 rue du Docteur Roux, F-75724, Paris Cedex 15, France. yves-marie.coic@pasteur.fr
authors.forename: Yves-Marie
authors.initials: YM
authors.lastname: Coïc
authors.forename: Charlotte Le
authors.initials: CL
authors.lastname: Lan
authors.forename: Jean-Michel
authors.initials: JM
authors.lastname: Neumann
authors.forename: Nadège
authors.initials: N
authors.lastname: Jamin
authors.forename: Françoise
authors.initials: F
authors.lastname: Baleux
mesh_terms: D000595:Amino Acid Sequence; D051242:Caveolin 1 / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004151:Dipeptides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008565:Membrane Proteins / Q000737:chemistry*; D008969:Molecular Sequence Data; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry; D013844:Thiazoles / Q000737:chemistry*
chemical_list: D051242:Caveolin 1; D004151:Dipeptides; D008565:Membrane Proteins; D013844:Thiazoles; C505976:pseudoproline; D011392:Proline