Aggregation‐induced emission enhancement of anthracene‐derived Schiff base compounds and their application as a sensor for bovine serum albumin and optical cell imaging
Three anthracene‐based Schiff base complexes, R1–R3 (R1 = (E)‐N´‐((anthracen‐10‐yl)methylene)benzohydrazide; R2 = (E)‐1‐((anthracen‐10‐yl)methylene)‐4‐phenylsemicarbazide; and R3 = (E)‐1‐((anthracen‐10‐yl)methylene)‐4‐phenylthiosemicarbazide) were synthesized from 9‐anthracenecarboxaldehyde, benzohy...
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Published in | Luminescence (Chichester, England) Vol. 33; no. 4; pp. 780 - 789 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
England
Wiley Subscription Services, Inc
01.06.2018
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Subjects | |
Online Access | Get full text |
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Summary: | Three anthracene‐based Schiff base complexes, R1–R3 (R1 = (E)‐N´‐((anthracen‐10‐yl)methylene)benzohydrazide; R2 = (E)‐1‐((anthracen‐10‐yl)methylene)‐4‐phenylsemicarbazide; and R3 = (E)‐1‐((anthracen‐10‐yl)methylene)‐4‐phenylthiosemicarbazide) were synthesized from 9‐anthracenecarboxaldehyde, benzohydrazide, 4‐phenylsemicarbazide and 4‐phenylthiosemi‐carbazide respectively, and characterized by various spectral techniques. The absorption spectral characteristics of R1–R3 were bathochromically tuned to the visible region by extending the π conjugation. These target compounds were weakly fluorescent in tetrahydrofuran (THF) solution because of rapid isomerization of the C=N double bond in the excited state. However, the aqueous dispersion of R1–R3 in the THF/water mixture by the gradual addition of water up to 90% resulted in an increase in the fluorescence intensity mainly due to aggregation‐induced emission enhancement (AIEE) properties. The formation of nanoaggregates of R1–R3 were confirmed by scanning electron microscopy (SEM) and atomic force microscopy (AFM) techniques. The compounds R1–R3 are ideal probes for the fluorescence sensing of bovine serum albumin (BSA) and breast cancer cells by optical cell imaging. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1522-7235 1522-7243 |
DOI: | 10.1002/bio.3477 |