Binding of Hemagglutinin and Influenza Virus to a Peptide-Conjugated Lipid Membrane

Overview

Journal Front Microbiol

Specialty Microbiology

Date 2016 Apr 20

PMID 27092124

Citations 1

Authors

Teruhiko Matsubara

Rabi Shibata

Toshinori Sato

Affiliations

Soon will be listed here.

Abstract

Hemagglutinin (HA) plays an important role in the first step of influenza virus (IFV) infection because it initiates the binding of the virus to the sialylgalactose linkages of the receptors on the host cells. We herein demonstrate that a HA-binding peptide immobilized on a solid support is available to bind to HA and IFV. We previously obtained a HA-binding pentapeptide (Ala-Arg-Leu-Pro-Arg), which was identified by phage-display selection against HAs from random peptide libraries. This peptide binds to the receptor-binding site of HA by mimicking sialic acid. A peptide-conjugated lipid (pep-PE) was chemically synthesized from the peptide and a saturated phospholipid. A lipid bilayer composed of pep-PE and an unsaturated phospholipid (DOPC) was immobilized on a mica plate; and the interaction between HA and the pep-PE/DOPC membrane was investigated using atomic force microscopy. The binding of IFV to the pep-PE/DOPC membrane was detected by an enzyme-linked immunosorbent assay and real-time reverse transcription PCR. Our results indicate that peptide-conjugated lipids are a useful molecular device for the detection of HA and IFV.

Citing Articles

Antiviral Peptides as Anti-Influenza Agents.

Agamennone M, Fantacuzzi M, Vivenzio G, Scala M, Campiglia P, Superti F Int J Mol Sci. 2022; 23(19).

PMID: 36232735 PMC: 9569631. DOI: 10.3390/ijms231911433.

References

Matsubara T, Sumi M, Kubota H, Taki T, Okahata Y, Sato T . Inhibition of influenza virus infections by sialylgalactose-binding peptides selected from a phage library. J Med Chem. 2009; 52(14):4247-56. DOI: 10.1021/jm801570y. View

Matsubara T, Onishi A, Saito T, Shimada A, Inoue H, Taki T . Sialic acid-mimic peptides as hemagglutinin inhibitors for anti-influenza therapy. J Med Chem. 2010; 53(11):4441-9. DOI: 10.1021/jm1002183. View

Hidari K, Shimada S, Suzuki Y, Suzuki T . Binding kinetics of influenza viruses to sialic acid-containing carbohydrates. Glycoconj J. 2007; 24(9):583-90. DOI: 10.1007/s10719-007-9055-y. View

Watanabe Y, Fuji T, Hioki K, Tani S, Kunishima M . Development of a simple system for dehydrocondensation using solid-phase adsorption of a water-soluble dehydrocondensing reagent (DMT-MM). Chem Pharm Bull (Tokyo). 2004; 52(10):1223-6. DOI: 10.1248/cpb.52.1223. View

Johnston L . Nanoscale imaging of domains in supported lipid membranes. Langmuir. 2007; 23(11):5886-95. DOI: 10.1021/la070108t. View

Tsukamoto K, Ashizawa T, Nakanishi K, Kaji N, Suzuki K, Shishido M . Use of reverse transcriptase PCR to subtype N1 to N9 neuraminidase genes of avian influenza viruses. J Clin Microbiol. 2009; 47(7):2301-3. PMC: 2708491. DOI: 10.1128/JCM.02366-08. View

Hatano K, Matsubara T, Muramatsu Y, Ezure M, Koyama T, Matsuoka K . Synthesis and influenza virus inhibitory activities of carbosilane dendrimers peripherally functionalized with hemagglutinin-binding Peptide. J Med Chem. 2014; 57(20):8332-9. DOI: 10.1021/jm5007676. View

Wang R, Taubenberger J . Methods for molecular surveillance of influenza. Expert Rev Anti Infect Ther. 2010; 8(5):517-27. PMC: 2882197. DOI: 10.1586/eri.10.24. View

Parasassi T, De Stasio G, Ravagnan G, Rusch R, Gratton E . Quantitation of lipid phases in phospholipid vesicles by the generalized polarization of Laurdan fluorescence. Biophys J. 1991; 60(1):179-89. PMC: 1260049. DOI: 10.1016/S0006-3495(91)82041-0. View

10.

Koeller K, Wong C . Enzymes for chemical synthesis. Nature. 2001; 409(6817):232-40. DOI: 10.1038/35051706. View

11.

Feizi T, Fazio F, Chai W, Wong C . Carbohydrate microarrays - a new set of technologies at the frontiers of glycomics. Curr Opin Struct Biol. 2003; 13(5):637-45. DOI: 10.1016/j.sbi.2003.09.002. View

12.

Gamblin S, Skehel J . Influenza hemagglutinin and neuraminidase membrane glycoproteins. J Biol Chem. 2010; 285(37):28403-9. PMC: 2937864. DOI: 10.1074/jbc.R110.129809. View

13.

Pike L . Rafts defined: a report on the Keystone Symposium on Lipid Rafts and Cell Function. J Lipid Res. 2006; 47(7):1597-8. DOI: 10.1194/jlr.E600002-JLR200. View

14.

Totani K, Kubota T, Kuroda T, Murata T, Hidari K, Suzuki T . Chemoenzymatic synthesis and application of glycopolymers containing multivalent sialyloligosaccharides with a poly(L-glutamic acid) backbone for inhibition of infection by influenza viruses. Glycobiology. 2003; 13(5):315-26. DOI: 10.1093/glycob/cwg032. View

15.

Suzuki Y . Sialobiology of influenza: molecular mechanism of host range variation of influenza viruses. Biol Pharm Bull. 2005; 28(3):399-408. DOI: 10.1248/bpb.28.399. View

16.

Simons K, Ikonen E . Functional rafts in cell membranes. Nature. 1997; 387(6633):569-72. DOI: 10.1038/42408. View

17.

Tornoe C, Christensen C, Meldal M . Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J Org Chem. 2002; 67(9):3057-64. DOI: 10.1021/jo011148j. View

18.

Matsubara T, Iijima K, Yamamoto N, Yanagisawa K, Sato T . Density of GM1 in nanoclusters is a critical factor in the formation of a spherical assembly of amyloid β-protein on synaptic plasma membranes. Langmuir. 2013; 29(7):2258-64. DOI: 10.1021/la3038999. View

19.

Koster K, Webb M, Bryant G, Lynch D . Interactions between soluble sugars and POPC (1-palmitoyl-2-oleoylphosphatidylcholine) during dehydration: vitrification of sugars alters the phase behavior of the phospholipid. Biochim Biophys Acta. 1994; 1193(1):143-50. DOI: 10.1016/0005-2736(94)90343-3. View

20.

Grun C, van Vliet S, Schiphorst W, Bank C, Meyer S, Van Die I . One-step biotinylation procedure for carbohydrates to study carbohydrate-protein interactions. Anal Biochem. 2006; 354(1):54-63. DOI: 10.1016/j.ab.2006.03.055. View