N-Oxy lipid-based click chemistry for orthogonal coupling of mannan onto nanoliposomes prepared by microfluidic mixing: Synthesis of lipids, characterisation of mannan-coated nanoliposomes and in vitro stimulation of dendritic cells
Jazyk angličtina Země Anglie, Velká Británie Médium print-electronic
Typ dokumentu časopisecké články
PubMed
30600036
DOI
10.1016/j.carbpol.2018.10.121
PII: S0144-8617(18)31285-2
Knihovny.cz E-zdroje
- Klíčová slova
- Click chemistry – oxime ligation, Dendritic cells, Drug delivery, Mannan, Mannosylated liposomes, Microfluidic mixing,
- MeSH
- adjuvancia imunologická farmakologie MeSH
- antigeny povrchové metabolismus MeSH
- Candida glabrata chemie MeSH
- dendritické buňky imunologie MeSH
- hydroxylaminy chemická syntéza chemie MeSH
- lektiny typu C imunologie MeSH
- lektiny vázající mannosu imunologie MeSH
- lidé MeSH
- lipidy chemická syntéza chemie MeSH
- liposomy chemie imunologie farmakologie MeSH
- mannany chemie imunologie farmakologie MeSH
- mikrofluidika metody MeSH
- myši inbrední BALB C MeSH
- nanočástice chemie MeSH
- receptor mannózy MeSH
- receptory buněčného povrchu imunologie MeSH
- syntetická chemie okamžité shody MeSH
- velikost částic MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- adjuvancia imunologická MeSH
- antigeny povrchové MeSH
- hydroxylaminy MeSH
- lektiny typu C MeSH
- lektiny vázající mannosu MeSH
- lipidy MeSH
- liposomy MeSH
- mannany MeSH
- receptor mannózy MeSH
- receptory buněčného povrchu MeSH
New synthetic aminooxy lipid was designed and synthesized as a building block for the formulation of functionalised nanoliposomes (presenting onto the outer surface of aminooxy groups) by microfluidic mixing. Orthogonal binding of cellular mannan (Candida glabrata (CCY 26-20-1) onto the outer surface of functionalised nanoliposomes was modified by orthogonal binding of reducing termini of mannans to oxime lipids via a click chemistry reaction based on aminooxy coupling (oxime ligation). The aminooxy lipid was proved as a suitable active component for preparation of functionalised nanoliposomes by the microfluidic mixing method performed with the instrument NanoAssemblr™. This "on-chip technology" can be easily scaled-up. The structure of mannan-liposomes was visualized by transmission and scanning electron microscopy, including immunogold staining of recombinant mannan receptor bound onto mannosylated-liposomes. The observed structures are in a good correlation with data obtained by DLS, NTA, and TPRS methods. In vitro experiments on human and mouse dendritic cells demonstrate selective internalisation of fluorochrome-labelled mannan-liposomes and their ability to stimulate DC comparable to lipopolysaccharide. We describe a potentially new drug delivery platform for mannan receptor-targeted antimicrobial drugs as well as for immunotherapeutics. Furthermore, the platform based on mannans bound orthogonally onto the surface of nanoliposomes represents a self-adjuvanted carrier for construction of liposome-based recombinant vaccines for both systemic and mucosal routes of administration.
Citace poskytuje Crossref.org
