title: Polyglycine II nanosheets: supramolecular antivirals?
abstract: Tetraantennary peptides [glycine(n)-NHCH(2)](4)C can form stable noncovalent structures by self-assembly through intermolecular hydrogen bonding. The oligopeptide chains assemble as polyglycine II to yield submicron-sized, flat, one-molecule-thick sheets. Attachment of alpha-N-acetylneuraminic acid (Neu5Acalpha) to the terminal glycine residues gives rise to water-soluble assembled glycopeptides that are able to bind influenza virus multivalently and inhibit adhesion of the virus to cells 10(3)-fold more effectively than a monomeric glycoside of Neu5Acalpha. Another antiviral strategy based on virus-promoted assembly of the glycopeptides was also demonstrated. Consequently, the self-assembly principle offers new perspectives on the design of multivalent antivirals.
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10, Moscow V-437, 117997, Russia.
authors.forename: Alexander B
authors.initials: AB
authors.lastname: Tuzikov
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Chinarev
authors.forename: Alexandra S
authors.initials: AS
authors.lastname: Gambaryan
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Oleinikov
authors.forename: Dmitry V
authors.initials: DV
authors.lastname: Klinov
authors.forename: Nadezhda B
authors.initials: NB
authors.lastname: Matsko
authors.forename: Vasily A
authors.initials: VA
authors.lastname: Kadykov
authors.forename: Mikhail A
authors.initials: MA
authors.lastname: Ermishov
authors.forename: Il'ya V
authors.initials: IV
authors.lastname: Demin
authors.forename: Victor V
authors.initials: VV
authors.lastname: Demin
authors.forename: Phil D
authors.initials: PD
authors.lastname: Rye
authors.forename: Nicolai V
authors.initials: NV
authors.lastname: Bovin
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D002241:Carbohydrates / Q000138:chemical synthesis; D015195:Drug Design; D004355:Drug Stability; D008967:Molecular Biology / Q000379:methods; D036103:Nanotechnology / Q000379:methods*; D009975:Orthomyxoviridae / Q000187:drug effects; D010455:Peptides / Q000138:chemical synthesis*; D011108:Polymers / Q000138:chemical synthesis
chemical_list: D000998:Antiviral Agents; D002241:Carbohydrates; D010455:Peptides; D011108:Polymers; C011080:polyglycine