Overriding Phthalate Decomposition When Exploring Mycophenolic

Oct 18, 2018 - Hypochlorous (OCl–) acid is the most well-known bacterial oxidant to be produced by neutrophils. Excess amounts of OCl– can cause v...
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Article Cite This: ACS Omega 2018, 3, 13474−13483

http://pubs.acs.org/journal/acsodf

Overriding Phthalate Decomposition When Exploring Mycophenolic Acid Intermediates as Selenium-Based ROS Biological Probes Mahesh B. Halle,†,⊥ Tesla Yudhistira,†,⊥ Kyung Jin Lee,§,⊥ Jae Hyuck Choi,†,‡ Youngsam Kim,†,∥ Hee-Sung Park,§ and David G. Churchill*,†,‡ †

Department of Chemistry, Molecular Logic Gate Laboratory, and §Department of Chemistry, Molecular Synthetic Biology Laboratory, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Republic of Korea ‡ Center for Catalytic Hydrocarbon Functionalization, Institute for Basic Science (IBS), Daejeon 305-701, Republic of Korea

ACS Omega 2018.3:13474-13483. Downloaded from pubs.acs.org by 191.96.170.199 on 10/21/18. For personal use only.

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ABSTRACT: Hypochlorous (OCl−) acid is the most well-known bacterial oxidant to be produced by neutrophils. Excess amounts of OCl− can cause various disorders in living systems. Herein, we have designed, synthesized, and characterized two novel organoseleniumbased target molecules (Probe-1 and Probe-OCl) based on a synthetic intermediate of mycophenolic acid for the aqueous detection of OCl−. Probe 1 has been recently reported (Org. Lett. 2018, 20, 3557−3561); both probes show immediate “turn-on” fluorescence (