Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions
Fluorescein and its derivatives are yellowish-green emitting dyes with outstanding potential in advanced molecular probes for different applications. In this work, two fluorescent compounds containing fluorescein and an amino acid residue (compounds 1 and 2) were photophysically explored. Compounds...
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-06-01
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| Series: | Chemosensors |
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| Online Access: | http://www.mdpi.com/2227-9040/6/3/26 |
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| author | Viviane Pilla Augusto C. Gonçalves Alcindo A. Dos Santos Carlos Lodeiro |
| author_facet | Viviane Pilla Augusto C. Gonçalves Alcindo A. Dos Santos Carlos Lodeiro |
| author_sort | Viviane Pilla |
| collection | DOAJ |
| description | Fluorescein and its derivatives are yellowish-green emitting dyes with outstanding potential in advanced molecular probes for different applications. In this work, two fluorescent compounds containing fluorescein and an amino acid residue (compounds 1 and 2) were photophysically explored. Compounds 1 and 2 were previously synthesized via ester linkage between fluorescein ethyl ester and Boc-ser (TMS)-OH or Boc-cys(4-methyl benzyl)-OH. Studies on the time-resolved fluorescence lifetime and relative fluorescence quantum yield (φ) were performed for 1 and 2 diluted in acetonitrile, ethanol, dimethyl sulfoxide, and tetrahydrofuran solvents. The discussion considered the dielectric constants of the studied solvents (range between 7.5 and 47.2) and the photophysical parameters. The results of the lifetime and φ were compared with those obtained for compounds 1, 2 and fluorescein without an amino acid residue in alkaline aqueous solutions. Moreover, as a preliminary result compound 2 (S-cysteine) was tested in the presence of gold nanoparticles as an aggregation colorimetric probe. |
| first_indexed | 2024-04-12T13:15:38Z |
| format | Article |
| id | doaj.art-b5c2de96852047039751dc7e098317d6 |
| institution | Directory Open Access Journal |
| issn | 2227-9040 |
| language | English |
| last_indexed | 2024-04-12T13:15:38Z |
| publishDate | 2018-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemosensors |
| spelling | doaj.art-b5c2de96852047039751dc7e098317d62022-12-22T03:31:42ZengMDPI AGChemosensors2227-90402018-06-01632610.3390/chemosensors6030026chemosensors6030026Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal SuspensionsViviane Pilla0Augusto C. Gonçalves1Alcindo A. Dos Santos2Carlos Lodeiro3BIOSCOPE Group, LAQV-REQUIMTE, Chemistry Department, Faculty of Science and Technology, University NOVA of Lisbon, 2829-516 Caparica, PortugalBIOSCOPE Group, LAQV-REQUIMTE, Chemistry Department, Faculty of Science and Technology, University NOVA of Lisbon, 2829-516 Caparica, PortugalInstituto de Química, Universidade de São Paulo-USP, Av. Prof. Lineu Prestes 748, CxP 26077, 05508-000 São Paulo, BrazilBIOSCOPE Group, LAQV-REQUIMTE, Chemistry Department, Faculty of Science and Technology, University NOVA of Lisbon, 2829-516 Caparica, PortugalFluorescein and its derivatives are yellowish-green emitting dyes with outstanding potential in advanced molecular probes for different applications. In this work, two fluorescent compounds containing fluorescein and an amino acid residue (compounds 1 and 2) were photophysically explored. Compounds 1 and 2 were previously synthesized via ester linkage between fluorescein ethyl ester and Boc-ser (TMS)-OH or Boc-cys(4-methyl benzyl)-OH. Studies on the time-resolved fluorescence lifetime and relative fluorescence quantum yield (φ) were performed for 1 and 2 diluted in acetonitrile, ethanol, dimethyl sulfoxide, and tetrahydrofuran solvents. The discussion considered the dielectric constants of the studied solvents (range between 7.5 and 47.2) and the photophysical parameters. The results of the lifetime and φ were compared with those obtained for compounds 1, 2 and fluorescein without an amino acid residue in alkaline aqueous solutions. Moreover, as a preliminary result compound 2 (S-cysteine) was tested in the presence of gold nanoparticles as an aggregation colorimetric probe.http://www.mdpi.com/2227-9040/6/3/26fluoresceinlifetimefluorescence quantum yieldgold nanoparticles |
| spellingShingle | Viviane Pilla Augusto C. Gonçalves Alcindo A. Dos Santos Carlos Lodeiro Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions Chemosensors fluorescein lifetime fluorescence quantum yield gold nanoparticles |
| title | Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions |
| title_full | Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions |
| title_fullStr | Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions |
| title_full_unstemmed | Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions |
| title_short | Lifetime and Fluorescence Quantum Yield of Two Fluorescein-Amino Acid-Based Compounds in Different Organic Solvents and Gold Colloidal Suspensions |
| title_sort | lifetime and fluorescence quantum yield of two fluorescein amino acid based compounds in different organic solvents and gold colloidal suspensions |
| topic | fluorescein lifetime fluorescence quantum yield gold nanoparticles |
| url | http://www.mdpi.com/2227-9040/6/3/26 |
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