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Polyglycine II Nanosheets: Supramolecular Antivirals?
Author(s) -
Tuzikov Alexander B.,
Chinarev Alexander A.,
Gambaryan Alexandra S.,
Oleinikov Vladimir A.,
Klinov Dmitry V.,
Matsko Nadezhda B.,
Kadykov Vasily A.,
Ermishov Mikhail A.,
Demin Il'ya V.,
Demin Victor V.,
Rye Phil D.,
Bovin Nicolai V.
Publication year - 2003
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200390025
Subject(s) - supramolecular chemistry , chemistry , hydrogen bond , supramolecular assembly , monomer , click chemistry , self assembly , glycopeptide , molecule , oligopeptide , stereochemistry , intermolecular force , combinatorial chemistry , peptide , biochemistry , polymer , organic chemistry , antibiotics
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 α ‐ N ‐acetylneuraminic acid (Neu5Ac α ) 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 Neu5Ac α. 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.