title: First total synthesis and stereochemical revision of laxaphycin B and its extension to lyngbyacyclamide A.
abstract: The first total synthesis of laxaphycin B was accomplished through stepwise automated Solid Phase Peptide Synthesis (SPPS), leading to the structural revision of its stereochemistry especially with regard to the configuration of one of the two 3-hydroxyleucines of this cyclic dodecapeptide of marine origin. The analogous Lyngbyacyclamide A was obtained by an extension of this synthesis.
authors.affiliation: Laboratoire des Biomolécules et de l'Environnement (LCBE), Université de Perpignan Via Domitia, centre de phytopharmacie, 58 avenue P. Alduy, 66860 Perpignan, France.
authors.forename: France
authors.initials: F
authors.lastname: Boyaud
authors.forename: Zahia
authors.initials: Z
authors.lastname: Mahiout
authors.forename: Christine
authors.initials: C
authors.lastname: Lenoir
authors.forename: Shoubin
authors.initials: S
authors.lastname: Tang
authors.forename: Joanna
authors.initials: J
authors.lastname: Wdzieczak-Bakala
authors.forename: Anne
authors.initials: A
authors.lastname: Witczak
authors.forename: Isabelle
authors.initials: I
authors.lastname: Bonnard
authors.forename: Bernard
authors.initials: B
authors.lastname: Banaigs
authors.forename: Tao
authors.initials: T
authors.lastname: Ye
authors.forename: Nicolas
authors.initials: N
authors.lastname: Inguimbert
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques; D013237:Stereoisomerism
chemical_list: C503384:Laxaphycin B; D010456:Peptides, Cyclic; C587284:lyngbyacyclamide A