Novel sulphur-rich BODIPY systems that enable stepwise fluorescent O-atom turn-on and H2O2 neuronal system probing

Atul P. Singh; Kang Mun Lee; Dhiraj P. Murale; Taehong Jun; Hyunjeong Liew; Yoo-Hun Suh; David G. Churchill

doi:10.1039/C2CC33076H

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Novel sulphur-rich BODIPY systems that enable stepwise fluorescent O-atom turn-on and H₂O₂ neuronal system probing†‡

Atul P. Singh,^a Kang Mun Lee,^a Dhiraj P. Murale,^a Taehong Jun,^a Hyunjeong Liew,^b Yoo-Hun Suh^b and David G. Churchill*^a

Author affiliations

* Corresponding authors

^a Molecular Logic Gate Laboratory, Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon 305-701, Republic of Korea
E-mail: dchurchill@kaist.ac.kr

^b Department of Pharmacology, College of Medicine, National Creative Research Initiative Center for Alzheimer's Dementia and Neuroscience Research Institute, MRC, Seoul National University, Seoul 110-799, Republic of Korea

Abstract

Bis-arylsulfide BODIPY systems were prepared and studied for multiple O-atom sensing (at 522 nm); 2- and 3-atom loading was optimal (50-fold, “turn on”). Neuronal studies showed greater H₂O₂ sensitivity than 2′,7′-dichlorofluorescein diacetate. The novel 1,3,6-trimethyl BODIPY formed as a biproduct under Lindsey conditions.

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Article information

DOI: https://doi.org/10.1039/C2CC33076H
Article type: Communication
Submitted: 29 Feb 2012
Accepted: 22 May 2012
First published: 24 May 2012

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Chem. Commun., 2012,48, 7298-7300

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Novel sulphur-rich BODIPY systems that enable stepwise fluorescent O-atom turn-on and H₂O₂ neuronal system probing

A. P. Singh, K. M. Lee, D. P. Murale, T. Jun, H. Liew, Y. Suh and D. G. Churchill, Chem. Commun., 2012, 48, 7298 DOI: 10.1039/C2CC33076H

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