Study on synthesis of glycopeptide-based triblock copolymers and their aggregation behavior in water

作者: Zhen Tian , Meng Wang , Aiying Zhang , Zengguo Feng

DOI: 10.1007/S11706-007-0029-6

关键词:

摘要: This paper describes a preliminary study on the synthesis of glycopeptide-based triblock copolymers and their aggregate behavior in water. Initially, polypeptide-based copolymer, poly(L-lysine)-b-poly(tetrahydrofuran)-b-poly(L-lysine) (PLL30-b-PTHF-b-PLL30), was synthesized by ring-opening polymerization ɛ-benzyloxycarbonyl-L-lysine N-carboxyanhydride using amine-terminated poly(tetrahydrofuran) as macroinitiator fixed feed ratio, followed removal protecting group. The resulting copolymer then reacted with varying amount D-gluconolactone presence dipropylethylamine to give corresponding high yields. kind amphiphilic sugar-containing can self-assemble into nano-sized aggregates critical aggregation concentration (CAC) determined range around 10−6 M fluorescence measurement. spherical morphologies 100–150 nm scale were also evidenced transmission electron microscopy (TEM) measurements. They show potential carriers for drug controlled delivery templates biomimetic mineralization.

参考文章(16)
Eric P. Holowka, Darrin J. Pochan, Timothy J. Deming, Charged polypeptide Vesicles with Controllable Diameter Journal of the American Chemical Society. ,vol. 127, pp. 12423- 12428 ,(2005) , 10.1021/JA053557T
M Okada, Molecular design and syntheses of glycopolymers Progress in Polymer Science. ,vol. 26, pp. 67- 104 ,(2001) , 10.1016/S0079-6700(00)00038-1
William H. Daly, Drew Poché, The preparation of N-carboxyanhydrides of α-amino acids using bis(trichloromethyl)carbonate Tetrahedron Letters. ,vol. 29, pp. 5859- 5862 ,(1988) , 10.1016/S0040-4039(00)82209-1
Juan Rodríguez-Hernández, Sébastien Lecommandoux, Reversible inside-out micellization of pH-responsive and water-soluble vesicles based on polypeptide diblock copolymers. Journal of the American Chemical Society. ,vol. 127, pp. 2026- 2027 ,(2005) , 10.1021/JA043920G
Patrick Erbacher, Annie Claude Roche, Michel Monsigny, Patrick Midoux, The reduction of the positive charges of polylysine by partial gluconoylation increases the transfection efficiency of polylysine/DNA complexes Biochimica et Biophysica Acta. ,vol. 1324, pp. 27- 36 ,(1997) , 10.1016/S0005-2736(96)00204-0
Isaac Reif, Michael Mulqueen, Daniel Blankschtein, Molecular-Thermodynamic Prediction of Critical Micelle Concentrations of Commercial Surfactants Langmuir. ,vol. 17, pp. 5801- 5812 ,(2001) , 10.1021/LA0105578
Yu-Zeng Liang, Zi-Chen Li, Fu-Mian Li, Self-association of poly[2-(β-d-glucosyloxy)ethyl acrylate] in water Journal of Colloid and Interface Science. ,vol. 224, pp. 84- 90 ,(2000) , 10.1006/JCIS.1999.6644