title: Onion-like glycodendrimersomes from sequence-defined Janus glycodendrimers and influence of architecture on reactivity to a lectin.
abstract: A library of eight amphiphilic Janus glycodendrimers (GDs) with d-mannose (Man) headgroups, a known routing signal for lectin-mediated transport processes, was constructed via an iterative modular methodology. Sequence-defined variations of the Janus GD modulate the surface density and sequence of Man after self-assembly into multilamellar glycodendrimersomes (GDSs). The spatial mode of Man presentation is decisive for formation of either unilamellar or onion-like GDS vesicles. Man presentation and Janus GD concentration determine GDS size and number of bilayers. Beyond vesicle architecture, Man topological display affects kinetics and plateau level of GDS aggregation by a tetravalent model lectin: the leguminous agglutinin Con A, which is structurally related to endogenous cargo transporters. The agglutination process was rapid, efficient, and readily reversible for onion-like GDSs, demonstrating their value as versatile tools to explore the nature of physiologically relevant glycan/lectin pairing.
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Qi
authors.initials: Q
authors.lastname: Xiao
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Shaodong
authors.initials: S
authors.lastname: Zhang
authors.affiliation: Department of Bioengineering, University of Pennsylvania, Philadelphia, PA 19104-6321;
authors.forename: Zhichun
authors.initials: Z
authors.lastname: Wang
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Samuel E
authors.initials: SE
authors.lastname: Sherman
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Ralph-Olivier
authors.initials: RO
authors.lastname: Moussodia
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Mihai
authors.initials: M
authors.lastname: Peterca
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323;
authors.forename: Adam
authors.initials: A
authors.lastname: Muncan
authors.affiliation: Electron Microscopy Resource Laboratory, Department of Biochemistry and Biophysics, Perelman School of Medicine, University of Pennsylvania, Philadelphia, PA 19104-6082;
authors.forename: Dewight R
authors.initials: DR
authors.lastname: Williams
authors.affiliation: Department of Bioengineering, University of Pennsylvania, Philadelphia, PA 19104-6321; Department of Chemical and Biomolecular Engineering, University of Pennsylvania, Philadelphia, PA 19104-6391;
authors.forename: Daniel A
authors.initials: DA
authors.lastname: Hammer
authors.affiliation: Institute of Physiological Chemistry, Faculty of Veterinary Medicine, Ludwig-Maximilians-University, 80539 Munich, Germany;
authors.forename: Sabine
authors.initials: S
authors.lastname: Vértesy
authors.affiliation: Institute of Physiological Chemistry, Faculty of Veterinary Medicine, Ludwig-Maximilians-University, 80539 Munich, Germany;
authors.forename: Sabine
authors.initials: S
authors.lastname: André
authors.affiliation: Institute of Physiological Chemistry, Faculty of Veterinary Medicine, Ludwig-Maximilians-University, 80539 Munich, Germany;
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Gabius
authors.affiliation: Institute of Computational Molecular Science, Temple University, Philadelphia, PA 19122 mlklein@temple.edu percec@sas.upenn.edu.
authors.forename: Michael L
authors.initials: ML
authors.lastname: Klein
authors.affiliation: Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323; mlklein@temple.edu percec@sas.upenn.edu.
authors.forename: Virgil
authors.initials: V
authors.lastname: Percec
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D050091:Dendrimers / Q000737:chemistry*; D037102:Lectins / Q000737:chemistry*; D046529:Microscopy, Electron, Transmission
chemical_list: D002241:Carbohydrates; D050091:Dendrimers; D037102:Lectins
keywords: glycolipid mimics; self-assembly; synthetic multilamellar vesicles