A water-soluble photocrosslinkable chitosan derivative prepared by Michael-addition reaction as a precursor for injectable hydrogel

被引:56
作者
Gao, Xuanyue [1 ,2 ]
Zhou, Yingshan [1 ,2 ]
Ma, Guiping [1 ,2 ]
Shi, Suqing [3 ]
Yang, Dongzhi [1 ,2 ]
Lu, Fengmin [4 ]
Nie, Jun [1 ,2 ]
机构
[1] Beijing Univ Chem Technol, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China
[2] Beijing Univ Chem Technol, Key Lab Beijing City Preparat & Proc Novel Polyme, Beijing 100029, Peoples R China
[3] Northwest Univ, Dept Chem, Xian 710069, Peoples R China
[4] Peking Univ, Hlth Sci Ctr, Dept Microbiol, Beijing 100083, Peoples R China
关键词
Chitosan; Hydrogel; Photopolymerization; Water-solubility; DRUG-DELIVERY SYSTEMS; CHEMICAL-MODIFICATION; TISSUE; SCAFFOLDS; MACROMERS; BONE;
D O I
10.1016/j.carbpol.2009.08.033
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
With the goal of obtaining photopolymerized hydrogels for use as tissue engineering scaffolds, a water-soluble (methacryloyloxy) ethyl carboxyethyl chitosan was prepared as a photopolymerizable prepolymer through Michael-addition reaction between chitosan and ethylene glycol acrylate methacrylate. N-substitution of chitosan was verified by both H-1 NMR and C-13 NMR The degree of N-substitution, measured via 1H NMR, was easily varied from 0.10 to 0.35 by varying the molar ratio of ethylene glycol acrylate methacrylate to chitosan. Using a Vero cell line, the water-soluble photocrosslinkable chitosan derivative was found to be noncytotoxic up to a concentration of 1.0 mg/mL. The precursor was blended with D-2959 photoinitiator in solution, and UV-irradiated to create hydrogels. FTIR verified the nearly complete conversion of the double bonds in the gel. Indirect cytotoxicity assessment of the hydrogel indicated that the hydrogel was non-toxic to Vero cells. (C) 2009 Published by Elsevier Ltd.
引用
收藏
页码:507 / 512
页数:6
相关论文
共 28 条
[1]
Methacrylated glycol chitosan as a photopolymerizable biomaterial [J].
Amsden, Brian G. ;
Sukarto, Abby ;
Knight, Darryl K. ;
Shapka, Stephen N. .
BIOMACROMOLECULES, 2007, 8 (12) :3758-3766
[2]
Bone repair using a new injectable self-crosslinkable bone substitute [J].
Fellah, BH ;
Weiss, P ;
Gauthier, O ;
Rouillon, T ;
Pilet, P ;
Daculsi, G ;
Layrolle, P .
JOURNAL OF ORTHOPAEDIC RESEARCH, 2006, 24 (04) :628-635
[3]
Injectable gels for tissue engineering [J].
Gutowska, A ;
Jeong, B ;
Jasionowski, M .
ANATOMICAL RECORD, 2001, 263 (04) :342-349
[4]
Biodegradable injectable in situ forming drug delivery systems [J].
Hatefi, A ;
Amsden, B .
JOURNAL OF CONTROLLED RELEASE, 2002, 80 (1-3) :9-28
[5]
Injectable scaffolds for tissue regeneration [J].
Hou, QP ;
De Bank, PA ;
Shakesheff, KM .
JOURNAL OF MATERIALS CHEMISTRY, 2004, 14 (13) :1915-1923
[6]
Biodegradable block copolymers as injectable drug-delivery systems [J].
Jeong, B ;
Bae, YH ;
Lee, DS ;
Kim, SW .
NATURE, 1997, 388 (6645) :860-862
[7]
Implantable applications of chitin and chitosan [J].
Khor, E ;
Lim, LY .
BIOMATERIALS, 2003, 24 (13) :2339-2349
[8]
Kim SH, 2000, J BIOMED MATER RES, V49, P517, DOI 10.1002/(SICI)1097-4636(20000315)49:4<517::AID-JBM10>3.0.CO
[9]
2-8
[10]
Characterization of hydrogels formed from acrylate modified poly(vinyl alcohol) macromers [J].
Martens, P ;
Anseth, KS .
POLYMER, 2000, 41 (21) :7715-7722