A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water
We have synthesized a near-infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(...
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| Formato: | JOUR |
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1354_Menendez |
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todo:paper_00318655_v89_n6_p1354_Menendez2023-10-03T14:41:40Z A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water Menéndez, G.O. Lõpez, C.S. Jares-Erijman, E.A. Spagnuolo, C.C. carbocyanine water zinc carbon nuclear magnetic resonance chemistry electrospray mass spectrometry fluorescence resonance energy transfer proton nuclear magnetic resonance Carbocyanines Carbon-13 Magnetic Resonance Spectroscopy Fluorescence Resonance Energy Transfer Proton Magnetic Resonance Spectroscopy Spectrometry, Mass, Electrospray Ionization Water Zinc We have synthesized a near-infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed. © 2013 The American Society of Photobiology. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1354_Menendez |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
carbocyanine water zinc carbon nuclear magnetic resonance chemistry electrospray mass spectrometry fluorescence resonance energy transfer proton nuclear magnetic resonance Carbocyanines Carbon-13 Magnetic Resonance Spectroscopy Fluorescence Resonance Energy Transfer Proton Magnetic Resonance Spectroscopy Spectrometry, Mass, Electrospray Ionization Water Zinc |
| spellingShingle |
carbocyanine water zinc carbon nuclear magnetic resonance chemistry electrospray mass spectrometry fluorescence resonance energy transfer proton nuclear magnetic resonance Carbocyanines Carbon-13 Magnetic Resonance Spectroscopy Fluorescence Resonance Energy Transfer Proton Magnetic Resonance Spectroscopy Spectrometry, Mass, Electrospray Ionization Water Zinc Menéndez, G.O. Lõpez, C.S. Jares-Erijman, E.A. Spagnuolo, C.C. A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| topic_facet |
carbocyanine water zinc carbon nuclear magnetic resonance chemistry electrospray mass spectrometry fluorescence resonance energy transfer proton nuclear magnetic resonance Carbocyanines Carbon-13 Magnetic Resonance Spectroscopy Fluorescence Resonance Energy Transfer Proton Magnetic Resonance Spectroscopy Spectrometry, Mass, Electrospray Ionization Water Zinc |
| description |
We have synthesized a near-infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed. © 2013 The American Society of Photobiology. |
| format |
JOUR |
| author |
Menéndez, G.O. Lõpez, C.S. Jares-Erijman, E.A. Spagnuolo, C.C. |
| author_facet |
Menéndez, G.O. Lõpez, C.S. Jares-Erijman, E.A. Spagnuolo, C.C. |
| author_sort |
Menéndez, G.O. |
| title |
A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| title_short |
A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| title_full |
A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| title_fullStr |
A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| title_full_unstemmed |
A versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| title_sort |
versatile near-infrared asymmetric tricarbocyanine for zinc ion sensing in water |
| url |
http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1354_Menendez |
| work_keys_str_mv |
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