title: Biantennary oligoglycines and glyco-oligoglycines self-associating in aqueous medium.
abstract: Oligoglycines designed in a star-like fashion, so-called tri- and tetraantennary molecules, were found to form highly ordered supramers in aqueous medium. The formation of these supramers occurred either spontaneously or due to the assistance of a mica surface. The driving force of the supramer formation is hydrogen bonding, the polypeptide chain conformation is related to the folding of helical polyglycine II (PG II). Tri- and tetraantennary molecules are capable of association if the antenna length reach 7 glycine (Gly) residues. Properties of similar biantennary molecules have not been investigated yet, and we compared their self-aggregating potency with similar tri- and tetraantennary analogs. Here, we synthesized oligoglycines of the general formula R-Gly n -Х-Gly n -R (X = -HN-(СН2) m -NH-, m = 2, 4, 10; n = 1-7) without pendant ligands (R = H) and with two pendant sialoligands (R = sialic acid or sialooligosaccharide). Biantennary oligoglycines formed PG II aggregates, their properties, however, differ from those of the corresponding tri- and tetraantennary oligoglycines. In particular, the tendency to aggregate starts from Gly4 motifs instead of Gly7. The antiviral activity of end-glycosylated peptides was studied, and all capable of assembling glycopeptides demonstrated an antiviral potency which was up to 50 times higher than the activity of peptide-free glycans.
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10 Moscow V-437, 117997, Russia.
authors.forename: Svetlana V
authors.initials: SV
authors.lastname: Tsygankova
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10 Moscow V-437, 117997, Russia.
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Chinarev
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.affiliation: Department of Physics, Humboldt University Berlin, Newtonstr. 15, D-12489, Berlin, Germany.
authors.forename: Nikolai
authors.initials: N
authors.lastname: Severin
authors.affiliation: Plasmachem GmbH, Rudower Chaussee 29, D-12489 Berlin, Germany.
authors.forename: Alexey A
authors.initials: AA
authors.lastname: Kalachev
authors.affiliation: Department of Physics, Humboldt University Berlin, Newtonstr. 15, D-12489, Berlin, Germany.
authors.forename: Juergen P
authors.initials: JP
authors.lastname: Rabe
authors.affiliation: M. P. Chumakov Institute of Poliomyelitis and Viral Encephalitides, 142782 Moscow Region, Russia.
authors.forename: Alexandra S
authors.initials: AS
authors.lastname: Gambaryan
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10 Moscow V-437, 117997, Russia.
authors.forename: Nicolai V
authors.initials: NV
authors.lastname: Bovin
keywords: glycopeptides; influenza virus; multivalent glycosystems; oligoglycine; polyglycine II; self-assembling; tectomers