Issue 18, 2018

A highly selective naphthalimide-based ratiometric fluorescent probe for the recognition of tyrosinase and cellular imaging

Abstract

Tyrosinase is polyphenolic oxidase enzyme associated with the progression of various diseases. Therefore, for the recognition of tyrosinase, naphthalimide-based ratiometric fluorescent sensor probe was designed and synthesized. 3-Hydroxyphenyl, as the substrate unit for the enzyme, is an important feature of this design, which avoids the interference of other bio-analytes for the recognition of tyrosinase. When the sensor probe was excited at 425 nm, an intense blue emission band emerged at 467 nm. However, upon the addition of tyrosinase to the probe solution, the monophenolic unit oxidized to o-dihydroxy and consequently released the 4-aminonaphthalimide unit. As the oxidation reaction proceeded, the fluorescence emission at 535 nm started to increase gradually with an increase in the concentration of enzyme. Therefore, the sensor probe gives the ratiometric changes via fluorescence spectroscopy. The probe affords high selectivity and sensitivity to tyrosinase with a detection limit of 0.2 U mL−1. Furthermore, live cell images were recorded to assay the endogenous enzyme in A375 cells, which also show a dual color change in the presence of the L3 probe.

Graphical abstract: A highly selective naphthalimide-based ratiometric fluorescent probe for the recognition of tyrosinase and cellular imaging

Supplementary files

Article information

Article type
Paper
Submitted
20 Jūn. 2018
Accepted
08 Aug. 2018
First published
15 Aug. 2018

Analyst, 2018,143, 4476-4483

A highly selective naphthalimide-based ratiometric fluorescent probe for the recognition of tyrosinase and cellular imaging

J. Singh Sidhu, A. Singh, N. Garg, N. Kaur and N. Singh, Analyst, 2018, 143, 4476 DOI: 10.1039/C8AN01136B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements