Can thiolation render a low molecular weight polymer of just 20-kDa mucoadhesive?

References

• Grabovac V, Guggi D, Bernkop-Schnürch A. Comparison of the mucoadhesive properties of various polymers. Adv Drug Deliv Rev 2005;57:1713–23
   PubMed Web of Science ®Google Scholar
• Huang Y, Leobandung W, Foss A, Peppas NA. Molecular aspects of muco-and bioadhesion: tethered structures and site-specific surfaces. J Control Release 2000;65:63–71
   PubMed Web of Science ®Google Scholar
• Edsman K, Hägerström H. Pharmaceutical applications of mucoadhesion for the non-oral routes. J Pharm Pharmacol 2005;57:3–22
   PubMed Web of Science ®Google Scholar
• Ahuja A, Khar RK, Ali J. Mucoadhesive drug delivery systems. Drug Dev Ind Pharm 1997;23:489–515
   Web of Science ®Google Scholar
• Wang YY, Lai SK, Suk JS, et al. Addressing the PEG mucoadhesivity paradox to engineer nanoparticles that “slip” through the human mucus barrier. Angew Chem Int Ed 2008;47:9726–9
   PubMed Web of Science ®Google Scholar
• Imam ME, Hornof M, Valenta C, et al. Evidence for the interpenetration of mucoadhesive polymers into the mucous gel layer. STP Pharm Sci 2003;13:171–6
   Google Scholar
• Bertram U, Bodmeier R. In situ gelling, bioadhesive nasal inserts for extended drug delivery: in vitro characterization of a new nasal dosage form. Eur J Pharm Sci 2006;27:62–71
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A, Clausen AE, Hnatyszyn M. Thiolated polymers: synthesis and in vitro evaluation of polymer–cysteamine conjugates. Int J Pharm 2001;226:185–94
   PubMed Web of Science ®Google Scholar
• Li F, Luan Y, Liu X, et al. Characterization and aggregation behaviors of mixed DDAB/SDS solution with and without poly (4-styrenesulfonic acid-co-maleic acid) sodium. J Disper Sci Technol 2011;32:1624–33
   Web of Science ®Google Scholar
• Nitanan T, Akkaramongkolporn P, Rojanarata T, et al. Neomycin-loaded poly (styrene sulfonic acid-co-maleic acid) (PSSA-MA)/polyvinyl alcohol (PVA) ion exchange nanofibers for wound dressing materials. Int J Pharm 2013;448:71–8
   PubMed Web of Science ®Google Scholar
• Nitanan T, Akkaramongkolporn P, Rojanarata T, et al. Thermally crosslinkable poly (styrene sulfonic acid-co-maleic acid) (PSSA-MA)/polyvinyl alcohol (PVA) ion-exchange fibers. Polym Bull 2013;70:1431–44
   Web of Science ®Google Scholar
• Laffleur F, Hintzen F, Rahmat D, et al. Enzymatic degradation of thiolated chitosan. Drug Dev Ind Pharm 2013;39:1531–9
   PubMed Web of Science ®Google Scholar
• Hintzen F, Laffleur F, Sakloetsakun D, et al. In situ gelling properties of anionic thiomers. Drug Dev Ind Pharm 2012;38:1479–85
   PubMed Web of Science ®Google Scholar
• Schönbichler S, Bittner L, Pallua J, et al. Simultaneous quantification of verbenalin and verbascoside in Verbena officinalis by ATR-IR and NIR spectroscopy. J Pharm Biomed 2013;84:97–102
   PubMed Web of Science ®Google Scholar
• Hussain S, Güzel Y, Schönbichler SA, et al. Solid-phase extraction method for the isolation of plant thionins from European mistletoe, wheat and barley using zirconium silicate embedded in poly (styrene-co-divinylbenzene) hollow-monoliths. Analyt Bioanalyt Chem 2013;405:7509–21
   PubMed Web of Science ®Google Scholar
• Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 1983;65:55–63
   PubMed Web of Science ®Google Scholar
• Dünnhaupt S, Barthelmes J, Thurner CC, et al. S-protected thiolated chitosan: synthesis and in vitro characterization. Carbohyd Polym 2012;90:765–72
   PubMed Web of Science ®Google Scholar
• Laffleur F, Shahnaz G, Islambulchilar Z, Bernkop-Schnürch A. Design and in vitro evaluation of a novel polymeric excipient for buccal applications. Future Med Chem 2013;5:511–22
   PubMed Web of Science ®Google Scholar
• Hintzen F, Hauptstein S, Perera G, Bernkop-Schnürch A. Synthesis and in vitro characterization of entirely S-protected thiolated pectin for drug delivery. Eur J Pharm Sci 2013;85:1266–73
   Google Scholar
• Sarti F, Müller C, Iqbal J, et al. Development and in vivo evaluation of an oral Vitamin B12 delivery system. Eur J Pharm Sci 2013;84:132–7
   Google Scholar
• Maquelin K, Kirschner C, Choo-Smith L-P, et al. Identification of medically relevant microorganisms by vibrational spectroscopy. J Microbiol Methods 2002;51:255–71
   PubMed Web of Science ®Google Scholar
• Barth A. The infrared absorption of amino acid side chains. Prog Biophys Mol Biol 2000;74:141–73
   PubMed Web of Science ®Google Scholar
• Bhatia M, Ahuja M. Thiol modification of psyllium husk mucilage and evaluation of its mucoadhesive applications. Sci World J 2013;2013:1–7
   Web of Science ®Google Scholar
• Bernkop-Schnürch A. Thiomers: a new generation of mucoadhesive polymers. Adv Drug Deliv Rev 2005;57:1569–82
   PubMed Web of Science ®Google Scholar
• Duchene D, Touchard F, Peppas N. Pharmaceutical and medical aspects of bioadhesive systems for drug administration. Drug Dev Ind Pharm 1988;14:283–318
   Web of Science ®Google Scholar
• Shahnaz G, Perera G, Sakloetsakun D, et al. Synthesis, characterization, mucoadhesion and biocompatibility of thiolated carboxymethyl dextran–cysteine conjugate. J Control Release 2010;144:32–8
   PubMed Web of Science ®Google Scholar
• Kafedjiiski K, Jetti RK, Föger F, et al. Synthesis and in vitro evaluation of thiolated hyaluronic acid for mucoadhesive drug delivery. Int J Pharm 2007;343:48–58
   PubMed Web of Science ®Google Scholar
• Leitner V, Marschütz M, Bernkop-Schnürch A. Mucoadhesive and cohesive properties of poly (acrylic acid)-cysteine conjugates with regard to their molecular mass. Eur J Pharm Sci 2003;18:89–96
   PubMed Web of Science ®Google Scholar
• Iqbal J, Shahnaz G, Dünnhaupt S, et al. Preactivated thiomers as mucoadhesive polymers for drug delivery. Biomaterials 2012;33:1528–35
   PubMed Web of Science ®Google Scholar
• Llabot JM, Salman H, Millotti G, et al. Bioadhesive properties of poly (anhydride) nanoparticles coated with different molecular weights chitosan. J Microencapsul 2011;28:455–63
   PubMed Web of Science ®Google Scholar
• Millotti G, Laffleur F, Perera G, et al. In vivo evaluation of thiolated chitosan tablets for oral insulin delivery. J Pharm Sci 2014;103:3165–70
   PubMed Web of Science ®Google Scholar
• Bertram U, Bodmeier R. Effect of polymer molecular weight and of polymer blends on the properties of rapidly gelling nasal inserts. Drug Dev Ind Pharm 2012;38:659–69
   PubMed Web of Science ®Google Scholar
• Patel VM, Prajapati BG, Patel MM. Formulation, evaluation, and comparison of bilayered and multilayered mucoadhesive buccal devices of propranolol hydrochloride. AAPS PharmSciTech 2007;8:E147–54
   Web of Science ®Google Scholar
• Andrews GP, Laverty TP, Jones DS. Mucoadhesive polymeric platforms for controlled drug delivery. Eur J Pharm Biopharm 2009;71:505–18
   PubMed Web of Science ®Google Scholar