A trifunctional self-immolative spacer enables drug release with two non-sequential enzymatic cleavages. Issue 63 (15th July 2021)

• Record Type: Journal Article
• Authors: Dal Corso, Alberto; Arosio, Simone; Arrighetti, Noemi; Perego, Paola; Belvisi, Laura; Pignataro, Luca; Gennari, Cesare
• Is Part Of: Chemical communications. Volume 57:Issue 63(2021)
• Page Start: 7778
• Page End: 7781
• Publication Date: 2021-07-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc02895b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The enzymatic dephosphorylation of a self-immolative spacer accelerates cargo release and acts as an additional and independent trigger in protease-sensitive prodrugs. Abstract : Cyclative cleavage of an amine-carbamate self-immolative spacer to deliver a hydroxyl cargo was inhibited by spacer derivatisation with a phosphate monoester handle. This trifunctional spacer was installed in a model anticancer prodrug that showed fast drug release only when incubated with both a protease and a phosphatase enzyme.