A selective phosphine-based fluorescent probe for nitroxyl in living cells

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:25

Article

Miao, Zhengrui¹  Reisz, Julie A.¹  Mitroka, Susan M.¹  Pan, Jia²  Xian, Ming²  King, S. Bruce¹ 

[1] Wake Forest Univ, Dept Chem, Winston Salem, NC 27109 USA

[2] Washington State Univ, Dept Chem, Pullman, WA 99164 USA

关键词: Nitroxyl;    Nitric oxide;    Staudinger ligation;    Phosphine;    Fluorescence microscopy;   

DOI  :  10.1016/j.bmcl.2014.11.041

来源: Elsevier

【 摘 要 】

A novel fluorescein-based fluorescent probe for nitroxyl (HNO) based on the reductive Staudinger ligation of HNO with an aromatic phosphine was prepared. This probe reacts with HNO derived from Angeli's salt and 4-bromo Piloty's acid under physiological conditions without interference by other biological redox species. Confocal microscopy demonstrates this probe detects HNO by fluorescence in HeLa cells and mass spectrometric analysis of cell lysates confirms this probe detects HNO following the proposed mechanism. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

Free