Thermo-triggered and biotinylated biotin-P(NIPAAm-co-HMAAm)-b-PMMA micelles for controlled drug release
Cheng Cheng
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorHua Wei
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorCorresponding Author
Xian-Zheng Zhang
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of ChinaSearch for more papers by this authorSi-Xue Cheng
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorRen-Xi Zhuo
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorCheng Cheng
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorHua Wei
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorCorresponding Author
Xian-Zheng Zhang
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of ChinaSearch for more papers by this authorSi-Xue Cheng
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorRen-Xi Zhuo
Key Laboratory of Biomedical Polymers of Ministry of Education & Department of Chemistry, Wuhan University, Wuhan 430072, People's Republic of China
Search for more papers by this authorAbstract
Thermosensitive and biotinylated biotin-poly (N-isopropylacrylamide-co-N-hydroxymethylacrylamide)-block-poly(methyl methacrylate) (biotin-P(NIPAAm-co-HMAAm)-b-PMMA) block copolymers were designed and synthesized. The conjugation of biotin molecule with the copolymer as well as the capability of easily functionalizing with ligands for pretargeting approach of the biotinylated multifunctional drug carrier was confirmed by a novel method called capillary electrophoresis immunoassay (CEIA) based on enhanced chemiluminescence (CL) detection. The biotin-P(NIPAAm-co-HMAAm)-b-PMMA copolymer was capable of self-assembling into nanometer-sized micelle. The anticancer drug methotrexate (MTX), used as a model drug, was loaded in the self-assembled micelles and the thermo-triggered release behavior of MTX was investigated. © 2008 Wiley Periodicals, Inc. J Biomed Mater Res, 2009
References
- 1 Jaracz S,Chen J,Kuznetsova VL,Ojima I. Recent advances in tumor-targeting anticancer drug conjugates. Bioorgan Med Chem 2005; 13: 5043–5054.
- 2 Ouchi T,Yamabe E,Hara K'Hirai M,Ohya Y. Design of attachment type of drug delivery system by complex formation of avidin with biotiyl drug model and biotinyl saccharide. J Control Release 2004; 94: 281–291.
- 3 Hong CY,Pan CY. Direct synthesis of biotinylated stimuli-responsive polymer and diblock copolymer by RAFT polymerization using biotinylated trithiocarbonate as RAFT agent. Macromolecules 2006; 39: 3517–3524.
- 4 Nobs L,Buchegger F,Gurny R,Alle'mann E. Biodegradable nanoparticles for direct or two-step tumor immunotargeting. Bioconjugate Chem 2006; 17: 139–145.
- 5 Allen C,Maysinger D,Eisenberg A. Nano-engineering block copolymer aggregates for drug delivery. Colloids Surf B 1999; 16: 3–27.
- 6 Jones, MC,Leroux JC. Polymeric micelles—A new generation of colloidal drug carriers. Eur J Pharmaceut Biopharmaceut 1999; 48: 101–111.
- 7 Kataoka K,Harada A,Nagasaki Y. Block copolymer micelles for drug delivery: Design, characterization and biological significance. Adv Drug Delivery Rev 2001; 47: 113–131.
- 8 Kwon GS. Polymeric micelles for delivery of poorly water-soluble compounds. Crit Rew Ther Drug 2003; 20: 357–403.
- 9 Iu XM,Pramoda K,Yang YY,Chow SY,He CB. Cholesteryl-grafted functional amphiphilic poly(N-isopropylacrylamide-co-N-hydroxylmethylacrylamide): Synthesis, temperature-sensitivity, self-assembly and encapsulation of a hydrophobic agent. Biomaterials 2004; 5: 2619–2628.
- 10 Sandrine CM,Okano T,Kataoka K. Functional and site-specific macromolecular micelles as high potential drug carriers. Colloids Surf B 1999; 16: 207–215.
- 11 Chen XR,Ding XB,Zheng ZH,Peng Y. Intelligent crew-cut aggregates formed by thermosensitive block copolymers and their multiple morphologies. Macromol Biosci 2005; 5: 157–163.
- 12 Zhang JX,Qiu LY,Jin Y,Zhu KJ. Physicochemical characterization of polymeric micelles constructed from novel amphiphilic polyphosphazene with poly(N-isopropylacrylamide) and ethyl 4-aminobenzoate as side groups. Colloids Surf B 2005; 43: 123–130.
- 13 Chung JE,Yokoyama M,Aoyagi T,Sakurai Y,Okano T. Thermo-responsive drug delivery from polymeric micelles constructed using block copolymers of poly(N-isopropylacrylamide) and poly(butylmethacrylate). J Control Release 1999; 62: 115–127.
- 14 Maeda H,Wu J,Sawa T,Matsumura Y,Hori K. Tumor vascular permeability and the EPR effect in macromolecular therapeutics: A review. J Control Release 2000; 65: 271–284.
- 15 Liu XM,Wang LS. A one-pot synthesis of oleic acid end-capped temperature- and pH-sensitive amphiphilic polymers. Biomaterials 2004; 25: 1929–1936.
- 16 Gillies ER,Jonsson TB,Frechet JMJ. Stimuli-responsive supramolecular assemblies of linear-dendritic copolymers. J Am Chem Soc 2004; 126: 11936–11943.
- 17 Hay DNT,Rickert PG,Seifert S,Firestone MA. Thermoresponsive nanostructures by self-assembly of a poly(N-isopropylacrylamide)-lipid conjugate. J Am Chem Soc 2004; 126: 2290–2291.
- 18 Topp MDC,Dijkstra PJ,Talsma H,Feijen J. Thermosensitive micelle-forming block copolymers of poly(ethylene glycol) and poly(N-isopropylacrylamide). Macromolecules 1997; 30: 8518–8520.
- 19 Gref R,Couvreur P,Barratt G,Mysiakine E. Surface-engineered nanoparticles for multiple ligand coupling. Biomaterials 2003; 24: 4529–4537.
- 20 Lee ES,Na K,Bae YH. Super pH-sensitive multifunctional polymeric micelle. Nano Lett 2005; 5: 325–329.
- 21 Sawant RM,Hurley JP,Salmaso S,Kale A,Tolcheva E,Levchenko TS,Torchilin VP. “SMART” drug delivery systems: double-targeted pH-responsive pharmaceutical nanocarriers. Bioconjugate Chem 2006; 17: 943–949.
- 22 Wang JH,Huang WH,Liu YM,Cheng JK,Yang J. Capillary electrophoresis immunoassay chemiluminescence detection of zeptomoles of bone morphogenic protein-2 in rat vascular smooth muscle cells. Anal Chem 2004; 76: 5393–5398.
- 23 Li YY,Zhang XZ,Kim GC,Cheng H,Cheng SX,Zhuo RX. Thermosensitive Y-shaped micelles of poly(oleic acid-Y-N-isopropylacrylamide) for drug delivery. Small 2006; 2: 917–923.
- 24 Wei H,Zhang XZ,Zhou Y,Cheng SX,Zhuo RX. Self-assembled thermoresponsive micelles of poly(N-isopropylacrylamide-b-methyl methacrylate). Biomaterials 2006; 27: 2028–2034.
- 25 Li YY,Zhang XZ,Zhu JL,Cheng H,Cheng SX,Zhuo RX. Self-assembled, thermoresponsive micelles based on triblock PMMA-b-PNIPAAm-b-PMMA copolymer for drug delivery. Nanotechnology 2007; 18: Art. No. 215605.
Citing Literature
