Enzymatic triggering of C–ON bond homolysis of alkoxyamines

文献情報

出版日 2019-09-26

DOI 10.1039/C9QO00899C

インパクトファクター 5.281

著者

Gérard Audran, Lionel Bosco, Paul Brémond, Natacha Jugniot, Sylvain R. A. Marque, Philippe Massot, Tataye Moussounda Moussounda Koumba, Elodie Parzy, Angélique Rivot, Eric Thiaudière, Pierre Voisin, Carina Wedl, Toshihide Yamasaki

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要旨

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. This highlights the triggering effect of enzymes. This is a proof of concept for a theranostic approach for treating solid tumors using enzyme-activated alkoxyamines releasing a cytotoxic alkyl radical and a stable nitroxide as a contrast agent for Overhauser-enhanced MRI.

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Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Enzymatic triggering of C–ON bond homolysis of alkoxyamines

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