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Article

A Golgi Apparatus-Targeting, Naphthalimide-Based Fluorescent Molecular Probe for the Selective Sensing of Formaldehyde

1
Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
2
Department of Global Biomedical Engineering, Sungkyunkwan University, Suwon 16419, Korea
3
Department School of Mechanical Engineering, Sungkyunkwan University, Suwon 16419, Korea
*
Authors to whom correspondence should be addressed.
Academic Editor: Evagelos Gikas
Molecules 2021, 26(16), 4980; https://doi.org/10.3390/molecules26164980
Received: 10 July 2021 / Revised: 11 August 2021 / Accepted: 14 August 2021 / Published: 17 August 2021
(This article belongs to the Section Analytical Chemistry)
Formaldehyde (FA) is a colorless, flammable, foul-smelling chemical used in building materials and in the production of numerous household chemical goods. Herein, a fluorescent chemosensor for FA is designed and prepared using a selective organ-targeting probe containing naphthalimide as a fluorophore and hydrazine as a FA-binding site. The amine group of the hydrazine reacts with FA to form a double bond and this condensation reaction is accompanied by a shift in the absorption band of the probe from 438 nm to 443 nm upon the addition of FA. Further, the addition of FA is shown to enhance the emission band at 532 nm relative to the very weak fluorescent emission of the probe itself. Moreover, a high specificity is demonstrated towards FA over other competing analytes such as the calcium ion (Ca2+), magnesium ion (Mg2+), acetaldehyde, benzaldehyde, salicylaldehyde, glucose, glutathione, sodium sulfide (Na2S), sodium hydrosulfide (NaHS), hydrogen peroxide (H2O2), and the tert-butylhydroperoxide radical. A typical two-photon dye incorporated into the probe provides intense fluorescence upon excitation at 800 nm, thus demonstrating potential application as a two-photon fluorescent probe for FA sensing. Furthermore, the probe is shown to exhibit a fast response time for the sensing of FA at room temperature and to facilitate intense fluorescence imaging of breast cancer cells upon exposure to FA, thus demonstrating its potential application for the monitoring of FA in living cells. Moreover, the presence of the phenylsulfonamide group allows the probe to visualize dynamic changes in the targeted Golgi apparatus. Hence, the as-designed probe is expected to open up new possibilities for unique interactions with organ-specific biological molecules with potential application in early cancer cell diagnosis. View Full-Text
Keywords: fluorescent probe; formaldehyde detection; phenylsulfonamide; condensation reaction; two-photon excitation fluorescent probe; formaldehyde detection; phenylsulfonamide; condensation reaction; two-photon excitation
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MDPI and ACS Style

Fortibui, M.M.; Lim, W.; Lee, S.; Park, S.; Kim, J. A Golgi Apparatus-Targeting, Naphthalimide-Based Fluorescent Molecular Probe for the Selective Sensing of Formaldehyde. Molecules 2021, 26, 4980. https://doi.org/10.3390/molecules26164980

AMA Style

Fortibui MM, Lim W, Lee S, Park S, Kim J. A Golgi Apparatus-Targeting, Naphthalimide-Based Fluorescent Molecular Probe for the Selective Sensing of Formaldehyde. Molecules. 2021; 26(16):4980. https://doi.org/10.3390/molecules26164980

Chicago/Turabian Style

Fortibui, Maxine M., Wanyoung Lim, Sohyun Lee, Sungsu Park, and Jinheung Kim. 2021. "A Golgi Apparatus-Targeting, Naphthalimide-Based Fluorescent Molecular Probe for the Selective Sensing of Formaldehyde" Molecules 26, no. 16: 4980. https://doi.org/10.3390/molecules26164980

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