Abstract
Two new fluorescent bio-inspired dyes 1 and 2 containing a fluorescein unit linked to a protected with a Boc group (N-tert-butyloxycarbonyl), and unprotected alanine residue were synthesized and characterized. The acid-base behavior was studied in water/ethanol (60/40) and at pH = 8 a strong emission fluorescence, followed by a color change from colorless to yellow was observed. Photophysical studies in water HEPES buffered solution toward alkaline, alkaline earth, transition, and post- transition metal ions were performed. Compounds 1 and 2 revealed to be very sensitive to Hg2+ with colorimetric changes from yellow to pink in the presence of HEPES buffer. Moreover, compound 1 show a color change from yellow to orange in the presence of the neurotransmitter molecule dopamine. Compound 2 also reveals to be sensitive to Cu2+ and Ni2+ , being able to detected and quantified in HEPES buffer ca. 0.37 ppm and ca. 1.50 ppm of Cu2+ , respectively. Very small silver nanoparticles coated with compound 2 of ca. 3.68 ± 0.93 nm were successfully synthesized and characterized. Toxicological studies with both compounds were also carried out. © 2013 Elsevier B.V.
Original language | English |
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Pages (from-to) | 17-26 |
Journal | Journal of Photochemistry and Photobiology A: Chemistry |
Volume | 269 |
DOIs | |
Publication status | Published - 1 Jan 2013 |
Keywords
- Alanine
- Dopamine
- Fluorescein
- Fluorescent chemosensors
- Toxicity studies