New amphiphilic biodegradable β-cyclodextrin/poly(l-leucine) copolymers: Synthesis, characterization, and micellization

Carbohydrate Polymers

Volumn 80, Issue 3, 2010, Pages 885-890

  Zhang, Guolin ^a   Liang, Fang ^a   Song, Ximing ^a   Liu, Daliang ^a   Li, Mengjiang ^a   Wu, Qiuhua ^a  

^a Key Laboratory for Green Synthesis and Preparative Chemistry of Advanced Materials of Liaoning Province   (China)

Author keywords

Cyclodextrin; Amphiphilic biodegradable copolymers; Micelles; Poly(l leucine)

Indexed keywords

AMPHIPHILICS; BIODEGRADABLE COPOLYMERS; BIOMEDICAL FIELDS; COPOLYMER MICELLES; COPOLYMER SOLUTION; CRITICAL MICELLE CONCENTRATION (CMC); DRUG DELIVERY SYSTEM; FLUORESCENCE TECHNIQUE; L-ALANINE; L-LEUCINE; N ,N-DIMETHYLFORMAMIDE; NANOMICELLES; PLLA; SELF-ASSEMBLE; TEM; TEM IMAGES;

AMINO ACIDS; BIODEGRADABLE POLYMERS; BLOCK COPOLYMERS; COPOLYMERIZATION; CRITICAL MICELLE CONCENTRATION; DATA STORAGE EQUIPMENT; DIMETHYLFORMAMIDE; DRUG DELIVERY; DYNAMIC LIGHT SCATTERING; LIGHT TRANSMISSION; MICELLES; RING OPENING POLYMERIZATION; SCANNING ELECTRON MICROSCOPY; SYNTHESIS (CHEMICAL); TRANSMISSION ELECTRON MICROSCOPY;

PLASTIC PRODUCTS;

EID: 77949658393     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2010.01.003     Document Type: Article

References (24)

1. Bikram M., Ahn C.H., Chae S.Y., Lee M., Yockman J.W., and Kim S.W. Biodegradable poly(ethylene glycol)-co-poly(l-lysine)-g-histidine multiblock copolymers for nonviral gene delivery. Macromolecules 37 (2004) 1903-1916
2. Daly W.H., and Poché D. The preparation of N-carboxyanhydrides of α-amino acids using bis(trichloromethyl)carbonate. Tetrahedron Letters 29 (1988) 5859-5862
3. Deng C., Chen X.S., Yu H.J., Sun J., Lu T.C., and Jing X.B. A biodegradable triblock copolymer poly(ethylene glycol)-b-poly(l-lactide)-b-poly(l-lysine): Synthesis, self-assembly, and RGD peptide modification. Polymer 48 (2007) 139-149
4. Fukuoka T., Uyama H., and Kobayashi S. Polymerization of polyfunctional macromolecules: Synthesis of a new class of high molecular weight poly(amino acid)s by oxidative coupling of phenol-containing precursor polymers. Biomacromolecules 5 (2004) 977-983
5. Gao H., Wang Y.N., Fan Y.G., and Ma J.B. Synthesis of a biodegradable tadpole-shaped polymer via the coupling reaction of polylactide onto mono(6-(2-aminoethyl)amino-6-deoxy)-β-cyclodextrin and its properties as the new carrier of protein delivery system. Journal of Controlled Release 107 (2005) 158-173
6. Girek T., Kozlowski C.A., Koziol J.J., Walkowiak W., and Korus I. Polymerization of β-cyclodextrin with succinic anhydride. Synthesis, characterization, and ion flotation of transition metals. Carbohydrate Polymers 59 (2005) 211-215
7. Gotsche M., Keul H., and Höcker H. Amino-termined poly(l-lactide)s as initiators for poly(l-lactide)-block-poly(α-amino acid)s. Macromolecular Chemistry and Physics 196 (1995) 3891-3903
8. Harada A., and Kataoka K. Formation of polyion complex micelles in an aqueous milieu from a pair of oppositely-charged block copolymers with poly(ethylene glycol) segments. Macromolecules 28 (1995) 5294-5299
9. Harada A., and Kataoka K. Novel polyion complex micelles entrapping enzyme molecules in the core: Preparation of narrowly-distributed micelles from lysozyme and poly(ethylene glycol)-poly(aspartic acid) block copolymer in aqueous medium. Macromolecules 31 (1998) 288-294
10. Iwata H., Matsuda S., Mitsuhashi K., Itoh E., and Ikada Y. A novel surgical glue composed of gelatin and N-hydroxysuccinimide activated poly(l-glutamic acid). Part 1. Synthesis of activated poly(l-glutamic acid) and its gelation with gelatin. Biomaterials 19 (1998) 1869-1876
11. Kataoka K., Matsumoto T., Yokoyama M., Okamo T., Sakurai Y., Fukushima S., et al. Doxorubicin-loaded poly(ethylene glycol)-poly(β-benzyl-l-aspartate) copolymer micelles: Their pharmaceutical characteristics and biological significance. Journal of Controlled Release 64 (2000) 143-153
12. Kugo K., Ohji A., Uno T., and Nishino J. Synthesis and conformations of A-B-A tri-block copolymers with hydrophobic poly(γ-benzyl l-glutamate) and hydrophilic poly(ethylene oxide). Polymer Journal 19 (1987) 375-381
13. Lavasanifar A., Samuel J., and Kwon G.S. Poly(ethylene oxide)-block-poly(l-amino acid) micelles for drug delivery. Advanced Drug Delivery Reviews 54 (2002) 169-190
14. Li Y., and Kwon G.S. Methotrexate esters of poly(ethylene oxide)-block-poly(2-hydroxyethyl-l-aspartamide). Part I. Effects of the level of methotrexate conjugation on the stability of micelles and on drug release. Pharmaceutical Research 17 (2000) 607-611
15. Li T., Lin J.P., Chen T., and Zhang S.N. Polymeric micelles formed by polypeptide graft copolymer and its mixtures with polypeptide block copolymer. Polymer 47 (2006) 4485-4489
16. Liu S.Y., Zhu H., Zhao H.Y., Jiang M., and Wu C. Interpolymer hydrogen-bonding complexation induced micellization from polystyrene-b-poly(methyl methacrylate) and PS(OH) in toluene. Langmuir 16 (2000) 3712-3717
17. Matsumoto K., Noguchi Y., and Yoshida N. Synthesis and antitumor activity of platinum(II) complexes of amino-cyclodextrin. Inorganica Chimica Acta 272 (1998) 162-167
18. Prabaharan M., and Gong S.Q. Novel thiolated carboxymethyl chitosan-g-β-cyclodextrin as mucoadhesive hydrophobic drug delivery carriers. Carbohydrate Polymers 73 (2008) 117-125
19. Prabaharan M., and Mano J.F. Chitosan derivatives bearing cyclodextrin cavities as novel adsorbent matrices. Carbohydrate Polymers 63 (2006) 153-166
20. Rypáček F. Structure-to-function relationships in the biodegradation of poly(amino acid)s. Polymer Degradation and Stability 59 (1998) 345-351
21. Soppimath K.S., Aminabhavi T.M., Kulkarmi A.R., and Rudzinski W.E. Biodegradable polymeric nanoparticles as drug delivery devices. Journal of Controlled Release 70 (2001) 1-20
22. Tian H.Y., Deng C., Lin H., Sun J.R., Deng M.X., Chen X.S., et al. Biodegradable cationic PEG-PEI-PBLG hyperbranched block copolymer: Synthesis and micelle characterization. Biomaterials 26 (2005) 4209-4217
23. Wilhelm M., Zhao C.L., Wang Y.C., Xu R.L., Winnik M.A., Mura J.L., et al. Poly(styrene-ethylene oxide) block copolymer micelle formation in water: A fluorescence probe study. Macromolecules 24 (1991) 1033-1040
24. Zhang G.L., Ma J.B., Li Y.H., and Wang Y.N. Synthesis and characterization of poly(l-alanine)-block-poly(ethylene glycol) monomethyl ether as amphiphilic biodegradable copolymers. Journal of Biomaterials Science, Polymer Edition 14 (2003) 1389-1400