Chemical Engineering / Kimya Mühendisliği

Permanent URI for this collectionhttps://hdl.handle.net/11147/14

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Author: search.filters.author.Boyer, Cyrille

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  • Article
    Citation - WoS: 24
    Citation - Scopus: 24
    Synthesis of Heterotelechelic Polymers With Affinity To Glutathione-S and Biotin-Tagged Proteins by Raft Polymerization and Thiol-Ene Reactions
    (Royal Society of Chemistry, 2011) Huang, Xin; Boyer, Cyrille; Davis, Thomas P.; Bulmuş, Volga
    α-Glutathione (GSH), ω-biotin functionalized poly(N-isopropylacrylamide) (PNIPAAm) was synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization using a new R-group allyl functionalized trithiocarbonate chain transfer agent (CTA) and thiol-ene reactions. GPC and 1H NMR results indicated that the allyl group had no adverse effect on the RAFT-controlled polymerization of NIPAAm and PEG-A, and the new CTA could efficiently control the polymerizations. Employing radical thiol-ene and Michael addition reactions, heterotelechelic α-allyl, ω-carboxylic acid-PNIPAAm was first aminolyzed in the presence of maleimide-modified biotin and subsequently reacted with GSH via radical thiol-ene addition to yield α-GSH, ω-biotin functionalized PNIPAAm. Glutathione S-transferase (GST) and streptavidin (SAv) were coupled in solution with heterofunctional PNIPAAm via bioaffinity interactions. Separately, α-GSH, ω-biotin functionalized PNIPAAm was further shown to bind GST-tagged Rac1, a potential cancer marker, and biotin-tagged bovine serum albumin (BSA).
  • Article
    Citation - WoS: 18
    Citation - Scopus: 18
    Dicer-Labile Peg Conjugates for Sirna Delivery
    (American Chemical Society, 2011) Kow, Siew Ching; Mccorroll, Joshua A.; Valade, David; Boyer, Cyrille; Dwarte, Tanya; Davis, Thomas P.; Kavallaris, Maria; Bulmuş, Volga
    Poly(ethylene glycol) (PEG) conjugates of Dicer-substrate small interfering RNA (DsiRNA) have been prepared to investigate a new siRNA release strategy. 3'-sense or 5'-antisense thiol-modified, blunt-ended DsiRNAs, inhibiting enhanced green fluorescent protein (eGFP) expression, were covalently conjugated to PEG with varying molecular weights (2, 10, and 20 kg/mol) through a stable thioether bond using a Michael addition reaction. The DsiRNA conjugates with 2 kg/mol PEG (both 3'-sense or 5'-antisense strand conjugated) and the 10 kg/mol PEG conjugated to the 3'-sense strand of DsiRNA were efficiently cleaved by recombinant human Dicer to 21-mer siRNA, as determined by gel electrophoresis. Importantly, 2 and 10 kg/mol PEG conjugated to the 3'-sense strand of DsiRNA showed potent gene silencing activity in human neuroblastoma (SH-EP) cells, stably expressing eGFP, at both the mRNA and protein levels. Moreover, the 10 kg/mol PEG conjugates of the 3'-sense strand of DsiRNA were less immunogenic when compared with the unmodified DsiRNA, determined via an immune stimulation assay on human peripheral blood mononuclear cells.