title: Access to bifunctionalized biomolecular platforms using oxime ligation.
abstract: This paper describes an efficient oxime ligation strategy to prepare multivalent conjugates wherein peptides alone or in combination with carbohydrate or oxime groups were coupled to a cyclopeptide scaffold. To demonstrate the versatility of this approach, two classes of conjugates have been prepared. In one class, we attached two or four peptide sequences to the cyclopeptide core together with free oxime groups, while the second class contains an additional substitution with four or two monosaccharides. The well-defined structure of these conjugates was confirmed by high-resolution mass spectrometry.
authors.affiliation: Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-14220 Praha 4, Czech Republic.
authors.forename: Karel
authors.initials: K
authors.lastname: Křenek
authors.affiliation: Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-14220 Praha 4, Czech Republic.
authors.forename: Radek
authors.initials: R
authors.lastname: Gažák
authors.affiliation: Département de Chimie Moléculaire, UMR CNRS 5250 & ICMG FR 2607, Université Joseph Fourier, BP53, 38041 Grenoble Cedex 9, France.
authors.forename: Gour Chand
authors.initials: GC
authors.lastname: Daskhan
authors.affiliation: Département de Chimie Moléculaire, UMR CNRS 5250 & ICMG FR 2607, Université Joseph Fourier, BP53, 38041 Grenoble Cedex 9, France.
authors.forename: Julian
authors.initials: J
authors.lastname: Garcia
authors.affiliation: Département de Chimie Moléculaire, UMR CNRS 5250 & ICMG FR 2607, Université Joseph Fourier, BP53, 38041 Grenoble Cedex 9, France.
authors.forename: Michele
authors.initials: M
authors.lastname: Fiore
authors.affiliation: Département de Chimie Moléculaire, UMR CNRS 5250 & ICMG FR 2607, Université Joseph Fourier, BP53, 38041 Grenoble Cedex 9, France.
authors.forename: Pascal
authors.initials: P
authors.lastname: Dumy
authors.affiliation: Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-14220 Praha 4, Czech Republic.
authors.forename: Miroslav
authors.initials: M
authors.lastname: Sulc
authors.affiliation: Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-14220 Praha 4, Czech Republic. Electronic address: kren@biomed.cas.cz.
authors.forename: Vladimír
authors.initials: V
authors.lastname: Křen
authors.affiliation: Département de Chimie Moléculaire, UMR CNRS 5250 & ICMG FR 2607, Université Joseph Fourier, BP53, 38041 Grenoble Cedex 9, France; Institut Universitaire de France, 103 boulevard Saint-Michel, 75005 Paris, France. Electronic address: olivier.renaudet@ujf-grenoble.fr.
authors.forename: Olivier
authors.initials: O
authors.lastname: Renaudet
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010091:Oximes / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000737:chemistry
chemical_list: D002241:Carbohydrates; D006001:Glycoconjugates; D010091:Oximes; D010455:Peptides; D010456:Peptides, Cyclic
keywords: Chemoselective ligation; Cyclopeptide; Glycocluster; Multivalency; Oxime