Design and synthesis of water-soluble bioconjugatable trans-AB-porphyrins

被引:30
|
作者
Muresan, Ana Z. [1 ]
Lindsey, Jonathan S. [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
Porphyrin; Water; Hydrocarbon; Water-soluble; Facial encumbrance; Bioconjugation;
D O I
10.1016/j.tet.2008.08.096
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three free base porphyrins have been prepared that bear a polar and facially encumbering 2,4,6-tris(carboxymethoxy)phenyl Motif at One meso (5-) position. The only other substituent (15-position) comprises phenyl, formyl, or p-aminophenyl. The porphyrins exhibit solubility in water (or aqueous buffer Solutions) at pH >= 7 and concentrations >1 mM at room temperature. The concise syntheses, water solubility, and bioconjugatable handle make these porphyrin constructs Suitable for biological applications. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:11440 / 11448
页数:9
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