The effects of fluoroalkyl chain length and density on siRNA delivery of bioreducible poly(amido amine)s

Arote, 2011, Degradable poly(amido amine)s as gene delivery carriers, Expert Opin. Drug Deliv., 8, 1237, 10.1517/17425247.2011.586333 Cai, 2016, Bioreducible fluorinated peptide dendrimers capable of circumventing various physiological barriers for highly efficient and safe gene delivery, ACS Appl. Mater. Interfaces, 8, 5821, 10.1021/acsami.5b11545 Carrillo-Carrión, 2018, Taking advantage of hydrophobic fluorine interactions for self-assembled nanoclusters of quantum dots as delivery platform for enzymes, Angew. Chem. Int. Ed. Engl., 57, 5033, 10.1002/anie.201801155 Chen, 2017, Combining fluorination and bioreducibility for improved siRNA polyplex delivery, ACS Appl. Mater. Interfaces, 9, 4457, 10.1021/acsami.6b14184 Chen, 2017, Fluorination enhances serum stability of bioreducible poly(amido amine) polyplexes and enables efficient intravenous siRNA delivery, Adv. Healthc. Mater., 7 Chen, 2018, Development of fluorinated polyplex nanoemulsions for improved small interfering RNA delivery and cancer therapy, Nano Res, 11, 3746, 10.1007/s12274-017-1946-z Criscione, 2009, Self-assembly of pH-responsive fluorinated dendrimer-based particulates for drug delivery and noninvasive imaging, Biomaterials, 30, 3946, 10.1016/j.biomaterials.2009.04.014 Dobrovolskaia, 2012, Nanoparticle size and surface charge determine effects of PAMAM dendrimers on human platelets in vitro, Mol. Pharm., 9, 382, 10.1021/mp200463e Ferruti, 2005, Novel agmatine-containing poly(amidoamine) hydrogels as scaffolds for tissue engineering, Biomacromolecules, 6, 2229, 10.1021/bm050210+ Gang, 2018, Reversibly stabilized polycation nanoparticles for combination treatment of early- and late-stage metastatic breast cancer, ACS Nano, 12, 6620, 10.1021/acsnano.8b01482 Wang, 2015, Self-assembled fluorodendrimers combine the features of lipid and polymeric vectors in gene delivery, Angew. Chem. Int. Ed. Engl., 54, 11647, 10.1002/anie.201501461 Kim, 2016, Recent progress in development of siRNA delivery vehicles for cancer therapy, Adv. Drug Deliv. Rev., 104, 61, 10.1016/j.addr.2016.06.011 Johnson, 2016, Fluorocarbon modified low-molecular-weight polyethylenimine for siRNA delivery, Bioconjug. Chem., 27, 1784, 10.1021/acs.bioconjchem.6b00216 Kang, 2017, Redox-responsive polymeric micelles formed by conjugating gambogic acid with bioreducible poly(amido amine)s for the co-delivery of docetaxel and MMP-9 shRNA, Acta Biomater, 68, 137, 10.1016/j.actbio.2017.12.028 Kim, 2018, Synthesis and characterization of bioreducible cationic biarm polymer for efficient gene delivery, Int. J. Biol. Macromol., 110, 366, 10.1016/j.ijbiomac.2017.12.159 Kwon, 2016, Advances and hurdles to clinical translation of RNAi therapeutics, Adv. Drug Deliv. Rev., 104, 1, 10.1016/j.addr.2016.07.003 Li, 2019, Fluorinated polymer mediated transmucosal peptide delivery for intravesical instillation therapy of bladder cancer, Small, 15 Li, 2019, Fluorinated polyethylenimine to enable transmucosal delivery of photosensitizer-conjugated catalase for photodynamic therapy of orthotopic bladder tumors postintravesical instillation, Adv. Funct. Mater., 29 Liu, 2014, Fluorinated poly(propylenimine) dendrimers as gene vectors, Biomaterials, 35, 5407, 10.1016/j.biomaterials.2014.03.040 Wang, 2016, High DNA-binding affinity and gene-transfection efficacy of bioreducible cationic nanomicelles with a fluorinated core, Angew. Chem. Int. Ed. Engl., 55, 755, 10.1002/anie.201508695 Lv, 2015, Fluorination on polyethylenimine allows efficient 2D and 3D cell culture gene delivery, J. Mater. Chem. B, 3, 642, 10.1039/C4TB01447B Martello, 2012, Effects of branched or linear architecture of bioreducible poly(amido amine)s on their in vitro gene delivery properties, J. Control. Release, 164, 372, 10.1016/j.jconrel.2012.07.029 MJ, 2013, Intracellular pH measurements using perfluorocarbon nanoemulsions, J. Am. Chem. Soc., 135, 18445, 10.1021/ja407573m Wang, 2014, The effect of fluorination on the transfection efficacy of surface-engineered dendrimers, Biomaterials, 35, 6603, 10.1016/j.biomaterials.2014.04.065 Wang, 2014, A fluorinated dendrimer achieves excellent gene transfection efficacy at extremely low nitrogen to phosphorus ratios, Nat. Commun., 5, 3053, 10.1038/ncomms4053 Wu, 2014, RNAi therapies: drugging the undruggable, Sci. Transl. Med., 6, 10.1126/scitranslmed.3008362 Xiao, 2018, Low molecular weight PEI-based fluorinated polymers for efficient gene delivery, Eur. J. Med. Chem., 162, 602, 10.1016/j.ejmech.2018.11.041 Yang, 2015, Surface-engineered dendrimers in gene delivery, Chem. Rev., 115, 5274, 10.1021/cr500542t Sun, 2017, Structure–function correlations of poly(amido amine)s for gene delivery, Macromol. Biosci., 17, 10.1002/mabi.201600297 Qi, 2018, Fluorinated Acid-Labile branched hydroxyl-rich nanosystems for flexible and robust delivery of plasmids, Small, 14, 10.1002/smll.201803061 Yu, 2016, Novel guanidinylated bioresponsive poly(amidoamine)s designed for short hairpin RNA delivery, Int. J. Nanomedicine, 11, 6651, 10.2147/IJN.S115773