Resorufin based fluorescence ‘turn-on’ chemodosimeter probe for nitroxyl (HNO)

Abstract

A cellular responsive, highly selective fluorogenic and chromogenic chemodosimeter probe for HNO is developed.

Reaction-Based Fluorescent Probes for the Imaging of Nitroxyl (HNO) in Biological Systems

“…Bhuniya et al developed a HNO probe 14 by using resorufin as the fluorophore (Figure ). Treated with excess AS, this probe displayed a significant fluorescence enhancement at 590 nm. A detect limit of 20 nM was achieved for HNO detection.…”

Reactivity of ZrO(MFP) and ZrO(RP) Nanoparticles with LnCl3for Solvatochromic Luminescence Modification and pH‐Dependent Optical Sensing

“…Reaction with NEt 3 or HCl results in elimination of the electron‐withdrawing group and thus in formation of the unmodified fluorophore resorufin. We consider this to be responsible for the significant increase of the luminescence intensity . Such an effect was also shown for ZrO(UFP) nanoparticles containing the coumarin derivative umbelliferon phosphate (UFP) as fluorescent dye …”

“…The strong increase in intensity by more than five orders of magnitude after interaction of ZrO(RP) with HCl or NEt 3 indicates an increase of the electron density of the fluorophore during the sensing procedure. Resorufin‐based systems can be employed as turn‐on sensors for different target molecules, for example, hydrazine, nitroxyl (HNO), and acetylcholinesterase . Such sensors require functionalization with an electron‐withdrawing group that simultaneously acts as receptor for the analyte.…”

“…We consider this to be responsible for the significant increase of the luminescence intensity. [41][42][43] Such an effect wasa lso shown for ZrO(UFP) nanoparticles containing the coumarin derivative umbelliferon phosphate (UFP) as fluorescent dye. [44] On the basis of this mechanism, as imilar sensing mechanism can be suggested for the sensing of Brønsteda cids or bases by ZrO(RP).…”

“…[43] Such sensors requiref unctionalization with an electronwithdrawing group that simultaneously acts as receptor for the analyte. The aforementioned sensors are based on the resorufind ye, which is connected to an organic unit by an ester [41,42] or sulfate group, [43] respectively.F unctionalization with the electron-withdrawing group generates as trong intensity decrease of the resultingf luorescence of the dye. Reaction with NEt 3 or HCl results in elimination of the electron-withdrawing group and thus in formation of the unmodified fluorophore resorufin.…”