Design of a poly(L-histidine)-carbohydrate conjugate for a new pH-sensitive drug carrier

被引:7
作者
Asayama, S [1 ]
Kawakami, H [1 ]
Nagaoka, S [1 ]
机构
[1] Tokyo Metropolitan Univ, Dept Appl Chem, Tokyo 1920397, Japan
关键词
poly(L-histidine); pH sensitivity; drug delivery systems; conjugated polymers; structure;
D O I
10.1002/pat.493
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
\A poly(L-histidine) (PLH)-carbohydrate conjugate has been synthesized as a new macromolecule extracting pH-dependent properties of PLH with imidazole groups. Because of poor water solubility at physiological pH, the application of PLH with a pK(a) around 6.0 has been limited in spite of the native possession of the pH-dependent property change at endosomal pH. Although the PLH modified with aliphatic primary amino groups suddenly precipitated out of the aqueous medium above pH 6.0 as a result of the deprotonation of the imidazole groups, the water solubility of PLH was improved at physiological pH by the conjugation of the aminated PLH with hydrophilic maltopentaose. The resulting PLH-maltopentaose conjugates and metalloporphyrins formed the complexes which varied their assembling structure below pH 6.0. The PLH-maltopentaose would be the fundamental compound for designing various drug carriers with the pH sensitivity at endosomal pH. Copyright (C) 2004 John Wiley Sons, Ltd.
引用
收藏
页码:439 / 444
页数:6
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