Sweet Block Copolymer Nanoparticles: Preparation and Self-Assembly of Fully Oligosaccharide-Based Amphiphile

被引:43
作者
Modolon, Samuel de Medeiros [1 ]
Otsuka, Issei [1 ]
Fort, Sebastien [1 ]
Minatti, Edson [1 ]
Borsali, Redouane [1 ]
Halila, Sami [1 ]
机构
[1] Univ Grenoble 1, CERMAV CNRS, Ctr Rech Macromol Vegetales, F-38041 Grenoble 9, France
关键词
CLICK CHEMISTRY; SURFACTANT;
D O I
10.1021/bm3000138
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The preparation of biocompatible nanocarriers that have potential applications in the cosmetic and health industries is highly desired. The self-assembly of amphiphilic block copolymers displaying biosourced polysaccharides at the surface is one of the most promising approaches. In the continuity of our works related to the preparation of "hybrid" amphiphilic oligosaccharide-based block copolymers, we present here the design of a new generation of self-assembled nanoparticles composed entirely of oligosaccharide-based amphiphilic block co-oligomers (BCO). These systems are defined by a covalent linkage of the two saccharidic blocks through their reducing end units, resulting in a sweet "head-to-head" connection. As an example, we have prepared and studied a BCO in which the hydrophilic part is composed of a free maltoheptaosyl derivative clicked to a hydrophobic part composed of a peracetylated maltoheptaosyl derivative. This amphiphilic BCO self-assembles to form spherical micelles in water with an average diameter of 30 nm. The efficient enzymatic hydrolysis of the maltoheptaose that constitutes the shell of the micelles was followed by light scattering and colorimetric methods.
引用
收藏
页码:1129 / 1135
页数:7
相关论文
共 26 条
[1]   Nano-Organization of Amylose-b-Polystyrene Block Copolymer Films Doped with Bipyridine [J].
Aissou, Karim ;
Otsuka, Issei ;
Rochas, Cyrille ;
Fort, Sebastien ;
Halila, Sami ;
Borsali, Redouane .
LANGMUIR, 2011, 27 (07) :4098-4103
[2]   Polytriazoles as copper(I)-stabilizing ligands in catalysis [J].
Chan, TR ;
Hilgraf, R ;
Sharpless, KB ;
Fokin, VV .
ORGANIC LETTERS, 2004, 6 (17) :2853-2855
[3]   Robust Block Copolymer Mask for Nanopatterning Polymer Films [J].
Chao, Chia-Cheng ;
Wang, Tzu-Chung ;
Ho, Rong-Ming ;
Georgopanos, Prokopios ;
Avgeropoulos, Apostolos ;
Thomas, Edwin L. .
ACS NANO, 2010, 4 (04) :2088-2094
[4]  
Che Q., 2009, SMALL, V5, P1436
[5]   Biocompatible Copper(I) Catalysts for in Vivo Imaging of Glycans [J].
del Amo, David Soriano ;
Wang, Wei ;
Jiang, Hao ;
Besanceney, Christen ;
Yan, Amy C. ;
Levy, Matthew ;
Liu, Yi ;
Marlow, Florence L. ;
Wu, Peng .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (47) :16893-16899
[6]   ASSAY OF REDUCING END-GROUPS IN OLIGOSACCHARIDE HOMOLOGS WITH 2,2'-BICINCHONINATE [J].
DONER, LW ;
IRWIN, PL .
ANALYTICAL BIOCHEMISTRY, 1992, 202 (01) :50-53
[7]   Synthesis of chromogenic substrates of alpha-amylases on a cyclodextrin basis [J].
Farkas, E ;
Janossy, L ;
Harangi, J ;
Kandra, L ;
Liptak, A .
CARBOHYDRATE RESEARCH, 1997, 303 (04) :407-415
[8]   Nanoparticles for drug delivery: The need for precision in reporting particle size parameters [J].
Gaumet, Marie ;
Vargas, Angelica ;
Gurny, Robert ;
Delie, Florence .
EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 2008, 69 (01) :1-9
[9]   Syntheses of well-defined glyco-polyorganosiloxanes by "click" chemistry and their surfactant properties [J].
Halila, Sami ;
Manguian, Maggy ;
Fort, Sebastien ;
Cottaz, Sylvain ;
Hamaide, Thierry ;
Fleury, Etienne ;
Driguez, Hugues .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2008, 209 (12) :1282-1290
[10]   SUBSITE STRUCTURE AND LIGAND-BINDING MECHANISM OF GLUCOAMYLASE [J].
HIROMI, K ;
OHNISHI, M ;
TANAKA, A .
MOLECULAR AND CELLULAR BIOCHEMISTRY, 1983, 51 (01) :79-95