BIOREDUCTIVE MARKERS FOR HYPOXIC CELLS - 2-NITROIMIDAZOLES WITH BIOTINYLATED 1-SUBSTITUENTS

被引：26

作者：

HODGKISS, RJ ^{[1
]}

PARRICK, J ^{[1
]}

PORSSA, M ^{[1
]}

STRATFORD, MRL ^{[1
]}

机构：

[1] BRUNEL UNIV,DEPT CHEM,UXBRIDGE UB8 3PH,MIDDX,ENGLAND

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1994年 / 37卷 / 25期

关键词：

D O I：

10.1021/jm00051a012

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The interference by oxygen with the bioreductive metabolism and binding within cells of 2-nitroimidazoles has been used to identify hypoxic cells. Three novel compounds were synthesized with a 1-substituent containing a biotin moiety. Bound adducts of these compounds could be identified in hypoxic cells in vitro by the biotin binding proteins, avidin or streptavidin, labeled with fluorescein. The metabolism and discrimination of these compounds between well-oxygenated and hypoxic cells was evaluated by flow cytometry. Ester or amide links between the 2-nitroimidazole and the biotin were degraded in the presence of mouse serum, but a compound with a C5 hydrocarbon link was stable, and this compound was suitable for evaluation in an in vivo tumor model.

引用

页码：4352 / 4356

页数：5

共 20 条

[1] A CHEMICAL METHOD OF LABELING OLIGODEOXYRIBONUCLEOTIDES WITH BIOTIN - A SINGLE STEP PROCEDURE USING A SOLID-PHASE METHODOLOGY [J].