Synthesis, characterization, and cellular uptake of DNA-binding rose bengal peptidoconjugates

被引：23

作者：

Carreon, JR ^{[1
]}

Roberts, MA ^{[1
]}

Wittenhagen, LM ^{[1
]}

Kelley, SO ^{[1
]}

机构：

[1] Boston Coll, Eugene F Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 01期

关键词：

D O I：

10.1021/ol047762+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Peptide conjugates of the xanthene dye rose bengal (RB) are described featuring sequences that promote DNA binding. The complexation of these conjugates with DNA causes efficient quenching of the fluorophore singlet state and suppresses singlet oxygen production. When incubated with human cells, the RB conjugates pass through the cell membrane but are not visualized in the nucleus. This behavior is in stark contrast to that exhibited by structurally analogous conjugates containing the unhalogenated xanthene dye fluorescein. These results highlight the marked sensitivity of cell permeability characteristics to subtle structural differences.

引用

页码：99 / 102

页数：4

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