Polyglycine II nanosheets: supramolecular antivirals?
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.
Tuzikov
Alexander B
AB
Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10, Moscow V-437, 117997, Russia.
Chinarev
Alexander A
AA
Gambaryan
Alexandra S
AS
Oleinikov
Vladimir A
VA
Klinov
Dmitry V
DV
Matsko
Nadezhda B
NB
Kadykov
Vasily A
VA
Ermishov
Mikhail A
MA
Demin
Il'ya V
IV
Demin
Victor V
VV
Rye
Phil D
PD
Bovin
Nicolai V
NV
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
D000998:Antiviral Agents; D002241:Carbohydrates; D010455:Peptides; D011108:Polymers; C011080:polyglycine