Published in
Royal Society of Chemistry, Organic Chemistry Frontiers, 21(6), p. 3663-3672, 2019
DOI: 10.1039/c9qo00899c
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Enzymatic triggering of C–ON bond homolysis of alkoxyamines
Journal article published in 2019 by
Gérard Audran,
Lionel Bosco,
Paul Brémond 
,
Natacha Jugniot,
Sylvain R. A. Marque ,
Philippe Massot,
Philippe Mellet,
Tataye Moussounda Moussounda Koumba,
Elodie Parzy,
Angélique Rivot,
Eric Thiaudière,
Pierre Voisin,
Carina Wedl,
Toshihide Yamasaki
,
Natacha Jugniot,
Sylvain R. A. Marque ,
Philippe Massot,
Philippe Mellet,
Tataye Moussounda Moussounda Koumba,
Elodie Parzy,
Angélique Rivot,
Eric Thiaudière,
Pierre Voisin,
Carina Wedl,
Toshihide Yamasaki
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Abstract
Alkoxyamine 1 is selectively hydrolyzed by chymotrypsin and substilisin A into alkoxyamine 2H+ for which C–ON bond homolysis occurred with a 4-fold increase in rate constants compared to 1 while non-specific proteases had no effect.