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Hyaluronic Acid Surface Modified Liposomes Prepared via Orthogonal Aminoxy Coupling: Synthesis of Nontoxic Aminoxylipids Based on Symmetrically α-Branched Fatty Acids, Preparation of Liposomes by Microfluidic Mixing, and Targeting to Cancer Cells Expressing CD44
E. Bartheldyová, R. Effenberg, J. Mašek, L. Procházka, PT. Knötigová, P. Kulich, F. Hubatka, K. Velínská, J. Zelníčková, D. Zouharová, M. Fojtíková, D. Hrebík, P. Plevka, R. Mikulík, AD. Miller, S. Macaulay, D. Zyka, L. Drož, M. Raška, M....
Jazyk angličtina Země Spojené státy americké
Typ dokumentu časopisecké články, práce podpořená grantem
Grantová podpora
NV15-32198A
MZ0
CEP - Centrální evidence projektů
NV16-30299A
MZ0
CEP - Centrální evidence projektů
Digitální knihovna NLK
Plný text - Článek
Plný text - Článek
Zdroj
Odkazy
PubMed
29898364
DOI
10.1021/acs.bioconjchem.8b00311
Knihovny.cz E-zdroje
- MeSH
- antigeny CD44 analýza metabolismus MeSH
- antitumorózní látky aplikace a dávkování MeSH
- buněčné linie MeSH
- endocytóza MeSH
- fluorescenční barviva MeSH
- kyselina hyaluronová chemie metabolismus MeSH
- lidé MeSH
- lipidy chemická syntéza MeSH
- liposomy chemie terapeutické užití MeSH
- mikrofluidika MeSH
- nádory farmakoterapie MeSH
- systémy cílené aplikace léků metody MeSH
- transmisní elektronová mikroskopie MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
New synthetic aminoxy lipids are designed and synthesized as building blocks for the formulation of functionalized nanoliposomes by microfluidization using a NanoAssemblr. Orthogonal binding of hyaluronic acid onto the outer surface of functionalized nanoliposomes via aminoxy coupling ( N-oxy ligation) is achieved at hemiacetal function of hyaluronic acid and the structure of hyaluronic acid-liposomes is visualized by transmission electron microscopy and cryotransmission electron microscopy. Observed structures are in a good correlation with data obtained by dynamic light scattering (size and ζ-potential). In vitro experiments on cell lines expressing CD44 receptors demonstrate selective internalization of fluorochrome-labeled hyaluronic acid-liposomes, while cells with down regulated CD44 receptor levels exhibit very low internalization of hyaluronic acid-liposomes. A method based on microfluidization mixing was developed for preparation of monodispersive unilamellar liposomes containing aminoxy lipids and orthogonal binding of hyaluronic acid onto the liposomal surface was demonstrated. These hyaluronic acid-liposomes represent a potentially new drug delivery platform for CD44-targeted anticancer drugs as well as for immunotherapeutics and vaccines.
APIGENEX s r o Poděbradská 173 5 Prague 9 190 00 Czech Republic
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- $a Bartheldyová, Eliška $u Department of Pharmacology and Immunotherapy , Veterinary Research Institute, v.v.i. , Hudcova 70 , 621 00 Brno , Czech Republic.
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- $a New synthetic aminoxy lipids are designed and synthesized as building blocks for the formulation of functionalized nanoliposomes by microfluidization using a NanoAssemblr. Orthogonal binding of hyaluronic acid onto the outer surface of functionalized nanoliposomes via aminoxy coupling ( N-oxy ligation) is achieved at hemiacetal function of hyaluronic acid and the structure of hyaluronic acid-liposomes is visualized by transmission electron microscopy and cryotransmission electron microscopy. Observed structures are in a good correlation with data obtained by dynamic light scattering (size and ζ-potential). In vitro experiments on cell lines expressing CD44 receptors demonstrate selective internalization of fluorochrome-labeled hyaluronic acid-liposomes, while cells with down regulated CD44 receptor levels exhibit very low internalization of hyaluronic acid-liposomes. A method based on microfluidization mixing was developed for preparation of monodispersive unilamellar liposomes containing aminoxy lipids and orthogonal binding of hyaluronic acid onto the liposomal surface was demonstrated. These hyaluronic acid-liposomes represent a potentially new drug delivery platform for CD44-targeted anticancer drugs as well as for immunotherapeutics and vaccines.
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