Ring Closure Reaction of 19-Substituted Bilinones to 5-Oxaporphyrin Metal Complexes Induced by Zn2+ and Cu2+ —Application to Turn-on Red Fluorogenic Probes for Zinc Ions
The reaction of 19-phenoxybilinones with Zn2+ caused ring-closure to afford the 5-oxaporphyrin zinc complex under ambient conditions. While bilinones are non-fluorescent, the 5-oxaporphyrin zinc complex fluoresced red light. 19-Phenoxybilinone can be employed as a fluorogenic zinc ion sensor. Among...
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Published in: | Chemistry letters Vol. 50; no. 5; pp. 908 - 911 |
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Main Authors: | , , , |
Format: | Journal Article |
Language: | English |
Published: |
Tokyo
The Chemical Society of Japan
05-05-2021
Chemical Society of Japan |
Subjects: | |
Online Access: | Get full text |
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Summary: | The reaction of 19-phenoxybilinones with Zn2+ caused ring-closure to afford the 5-oxaporphyrin zinc complex under ambient conditions. While bilinones are non-fluorescent, the 5-oxaporphyrin zinc complex fluoresced red light. 19-Phenoxybilinone can be employed as a fluorogenic zinc ion sensor. Among various metal ions, only Zn2+, Cu2+ and Co2+ can induce the ring closure reaction to yield 5-oxaporphyrin metal complexes, and only the zinc complex was fluorescent. Submicromolar Zn2+ can be detected by 19-phenoxybilinone both in organic solvents and aqueous solvents. |
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ISSN: | 0366-7022 1348-0715 |
DOI: | 10.1246/cl.200921 |