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Synthesis and HNO Donating Properties of the Piloty's Acid Analogue Trifluoromethanesulphonylhydroxamic Acid: Evidence for Quantitative Release of HNO at Neutral pH Conditions
Author(s) -
Adas Sonya K.,
Bharadwaj Vinay,
Zhou Yang,
Zhang Jiuhong,
Seed Alexander J.,
Brasch Nicola E.,
Sampson Paul
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201800662
Subject(s) - chemistry , aqueous solution , molecule , inorganic chemistry , nuclear chemistry , organic chemistry
Trifluoromethanesulphonylhydroxamic acid, CF 3 SO 2 NHOH, is shown to release HNO under physiological pH conditions. A two‐step synthesis is presented with the first complete characterization of CF 3 SO 2 NHOH. This molecule rapidly decomposes in neutral aqueous solution to cleanly release HNO and CF 3 SO 2 − , which was demonstrated using the HNO traps TXPTS and HOCbl, and by 19 F NMR spectroscopy.