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Rapid Photoactivated Generation of Nitroxyl (HNO) under Neutral pH Conditions
Author(s) -
Zhou Yang,
Cink Ruth B.,
Dassanayake Rohan S.,
Seed Alexander J.,
Brasch Nicola E.,
Sampson Paul
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201605160
Subject(s) - chemistry , nitroxyl , xenon , decomposition , solvent , biomolecule , photochemistry , molecule , kinetics , reaction rate constant , organic chemistry , biochemistry , physics , quantum mechanics
Directly obtaining kinetic and mechanistic data for the reactions of nitroxyl (HNO) with biomolecules ( k ≈10 3 –10 7   m −1  s −1 ) is not feasible for many systems because of slow HNO release from HNO donor molecules ( t 1/2 is typically minutes to hours). To address this limitation, we have developed a photoactivatable HNO donor incorporating the (3‐hydroxy‐2‐naphthalenyl)methyl phototrigger, which rapidly releases HNO on demand. A “proof of concept” study is reported, which demonstrates that, upon continuous xenon light excitation, rapid decomposition of the HNO donor occurs within seconds. The amount of HNO generated is strongly dependent on solvent and the rate of the reaction is dependent on the light intensity.

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