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Literature DB >> 15176790

Effect of binding and conformation on fluorescence quenching in new 2',7'-dichlorofluorescein derivatives.

Brian A Sparano¹, Shatrughan P Shahi, Kazunori Koide.

Abstract

[structure: see text] Symmetrical and unsymmetrical 2',7'-dichlorofluorescein (DCF) derivatives have been synthesized by means of Mannich reactions and an aromatic Claisen rearrangement. NMR and fluorescence spectroscopic studies reveal the correlation between the conformations, the photoinduced electron transfer mechanism, and fluorescent intensities of these DCF derivatives. Two quenching nitrogen atoms cooperatively and reversibly suppress the fluorescence of the chromophore.

Entities: Chemical

Mesh：

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Year: 2004 PMID： 15176790 DOI： 10.1021/ol049537y

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

12 in total

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Authors: Lili Wang; Graham B Griffin; Alice Zhang; Feng Zhai; Nicholas E Williams; Richard F Jordan; Gregory S Engel
Journal: Nat Chem Date: 2017-02-21 Impact factor: 24.427

Effect of binding and conformation on fluorescence quenching in new 2',7'-dichlorofluorescein derivatives.

1. Tuning the pK(a) of fluorescein to optimize binding assays.

2. Scalable and concise synthesis of dichlorofluorescein derivatives displaying tissue permeation in live zebrafish embryos.

3. Small-molecule fluorescent sensors for investigating zinc metalloneurochemistry.

4. Understanding zinc quantification with existing and advanced ditopic fluorescent Zinpyr sensors.

5. Controlling quantum-beating signals in 2D electronic spectra by packing synthetic heterodimers on single-walled carbon nanotubes.

6. Development and applications of fluorogenic probes for mercury(II) based on vinyl ether oxymercuration.

7. Zinspy sensors with enhanced dynamic range for imaging neuronal cell zinc uptake and mobilization.

8. QZ1 and QZ2: rapid, reversible quinoline-derivatized fluoresceins for sensing biological Zn(II).

9. Synthesis and utility of fluorogenic acetoxymethyl ethers.

10. Solution and fluorescence properties of symmetric dipicolylamine-containing dichlorofluorescein-based Zn2+ sensors.