O-Nitrobenzyl photoremovable groups with fluorescence uncaging reporting properties. Issue 33 (10th August 2018)

• Record Type: Journal Article
• Authors: Abou Nakad, E.; Bolze, F.; Specht, A.
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 33(2018)
• Page Start: 6115
• Page End: 6122
• Publication Date: 2018-08-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01330f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : o -Nitrobenzyl photoremovable groups are able to generate a fluorescent uncaging side-product. Abstract : o -Nitrobenzyl ( o -NB) derivatives are the most widely applied photoremovable groups for the study of dynamic biological processes. By introducing different substituents to the benzylic position we were able to generate a fluorescence signal upon irradiation. This signal originates from the formation of a nitrosoketone by-product able to achieve a keto–enol tautomerism leading to pi-conjugated α-hydroxystilbene derivatives. These o -NB caging groups can be used to directly monitor the uncaging event by the release of a detectable fluorescent side-product.