Synthesis of S-linked NeuAc-α(2-6)-di-LacNAc bearing liposomes for H1N1 influenza virus inhibition assays

Hou Wen Cheng, Hsiao Wen Wang, Tsung Yun Wong, Hsien Wei Yeh, Yi Chun Chen, Der Zen Liu, Pi Hui Liang

Research output: Contribution to journalArticle

Abstract

S-NeuAc-α(2-6)-di-LacNAc (5) was efficiently synthesized by a [2+2] followed by a [1+4] glycosylation, and later conjugated with 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (DLPE) to form both single-layer and multi-layer homogeneous liposomes in the presence of dipalmitoyl phosphatidylcholine (DPPC) and cholesterol. These liposomes were found to be weak inhibitors in both the influenza virus entry assay and the hemagglutination inhibition assay. The single layer liposome was found to more efficiently interfere with the entry of the H1N1 influenza virus into MDCK cells than the multilayer liposome containing 5.

Original languageEnglish
JournalBioorganic and Medicinal Chemistry
DOIs
Publication statusAccepted/In press - Jan 1 2018

Fingerprint

Bearings (structural)
H1N1 Subtype Influenza A Virus
Orthomyxoviridae
Viruses
Liposomes
Assays
Glycosylation
1,2-Dipalmitoylphosphatidylcholine
Virus Internalization
Madin Darby Canine Kidney Cells
Hemagglutination
Multilayers
Cholesterol

Keywords

  • Hemagglutinin
  • Influenza
  • Liposome
  • Sialic acid

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Synthesis of S-linked NeuAc-α(2-6)-di-LacNAc bearing liposomes for H1N1 influenza virus inhibition assays. / Cheng, Hou Wen; Wang, Hsiao Wen; Wong, Tsung Yun; Yeh, Hsien Wei; Chen, Yi Chun; Liu, Der Zen; Liang, Pi Hui.

In: Bioorganic and Medicinal Chemistry, 01.01.2018.

Research output: Contribution to journalArticle

Cheng, Hou Wen ; Wang, Hsiao Wen ; Wong, Tsung Yun ; Yeh, Hsien Wei ; Chen, Yi Chun ; Liu, Der Zen ; Liang, Pi Hui. / Synthesis of S-linked NeuAc-α(2-6)-di-LacNAc bearing liposomes for H1N1 influenza virus inhibition assays. In: Bioorganic and Medicinal Chemistry. 2018.
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AU - Yeh, Hsien Wei

AU - Chen, Yi Chun

AU - Liu, Der Zen

AU - Liang, Pi Hui

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