Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe

Nitric oxide (NO) is an important signaling molecule involved in a wide range of physiological and pathological processes. Fluorescent imaging is a useful tool for monitoring NO concentration, which could be essential in various biological and biochemical studies. Here, we report the design of a nov...

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Main Authors: Mikhail Panfilov, Darya Chernova, Irina Khalfina, Alexander Moskalensky, Aleksey Vorob’ev
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/14/4340
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author Mikhail Panfilov
Darya Chernova
Irina Khalfina
Alexander Moskalensky
Aleksey Vorob’ev
author_facet Mikhail Panfilov
Darya Chernova
Irina Khalfina
Alexander Moskalensky
Aleksey Vorob’ev
author_sort Mikhail Panfilov
collection DOAJ
description Nitric oxide (NO) is an important signaling molecule involved in a wide range of physiological and pathological processes. Fluorescent imaging is a useful tool for monitoring NO concentration, which could be essential in various biological and biochemical studies. Here, we report the design of a novel small-molecule fluorescent probe based on 9(10<i>H</i>)acridone moiety for nitric oxide sensing. 7,8-Diamino-4-carboxy-10-methyl-9(10<i>H</i>)acridone reacts with NO in aqueous media in the presence of O<sub>2</sub>, yielding a corresponding triazole derivative with fivefold increased fluorescence intensity. The probe was shown to be capable of nitric oxide sensing in living Jurkat cells.
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spelling doaj.art-2384238a20ef46efb655a99a77610c472023-11-22T04:32:19ZengMDPI AGMolecules1420-30492021-07-012614434010.3390/molecules26144340Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent ProbeMikhail Panfilov0Darya Chernova1Irina Khalfina2Alexander Moskalensky3Aleksey Vorob’ev4Novosibirsk Institute of Organic Chemistry, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaDepartment of Physics, Novosibirsk State University, 630090 Novosibirsk, RussiaNovosibirsk Institute of Organic Chemistry, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaDepartment of Physics, Novosibirsk State University, 630090 Novosibirsk, RussiaNovosibirsk Institute of Organic Chemistry, 9 Lavrentiev Avenue, 630090 Novosibirsk, RussiaNitric oxide (NO) is an important signaling molecule involved in a wide range of physiological and pathological processes. Fluorescent imaging is a useful tool for monitoring NO concentration, which could be essential in various biological and biochemical studies. Here, we report the design of a novel small-molecule fluorescent probe based on 9(10<i>H</i>)acridone moiety for nitric oxide sensing. 7,8-Diamino-4-carboxy-10-methyl-9(10<i>H</i>)acridone reacts with NO in aqueous media in the presence of O<sub>2</sub>, yielding a corresponding triazole derivative with fivefold increased fluorescence intensity. The probe was shown to be capable of nitric oxide sensing in living Jurkat cells.https://www.mdpi.com/1420-3049/26/14/4340nitric oxide probes9(10<i>H</i>)acridonefluorescent probes
spellingShingle Mikhail Panfilov
Darya Chernova
Irina Khalfina
Alexander Moskalensky
Aleksey Vorob’ev
Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
Molecules
nitric oxide probes
9(10<i>H</i>)acridone
fluorescent probes
title Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
title_full Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
title_fullStr Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
title_full_unstemmed Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
title_short Design and Synthesis of New Acridone-Based Nitric Oxide Fluorescent Probe
title_sort design and synthesis of new acridone based nitric oxide fluorescent probe
topic nitric oxide probes
9(10<i>H</i>)acridone
fluorescent probes
url https://www.mdpi.com/1420-3049/26/14/4340
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AT alexandermoskalensky designandsynthesisofnewacridonebasednitricoxidefluorescentprobe
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