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

[Display omitted] 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

Reactivity of Nucleosides with a Hydroxyl Radical in Non-aqueous Medium

DNA damage: The reactivity of HO. with silylated 2¿-deoxyribonucleosides was investigated in acetonitrile by means of a time-resolved technique. The obtained rate constants were in general slightly lower than those reported for the natural nucleosides in water. Analysis of the reaction mixture by UPLC-MS revealed that HO. attack occurred at the nucleobase (see scheme).The Spanish Government (CTQ2009-13699 and Ramon y Cajal contract (RyC-2007-00476) to V. L. V) is gratefully acknowledged.Rodríguez Muñiz, GM.; Marín García, ML.; Lhiaubet, VL.; Miranda Alonso, MÁ. (2012). Reactivity of Nucleosides with a Hydroxyl Radical in Non-aqueous Medium. Chemistry - A European Journal. 18:8024-8027. https://doi.org/10.1002/chem.201201090S802480271