Synthesis and characterization of a cell-permeable near-infrared fluorescent deoxyglucose analogue for cancer cell imaging

Vendrell, Marc; Samanta, Animesh; Yun, Seong‐Wook; Chang, Young‐Tae

doi:10.1039/c1ob05519d

Cited by 41 publications

(36 citation statements)

References 19 publications

(4 reference statements)

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“…The NIR fluorescent deoxyglucose analogue, CyNE 2-DG, was synthesized by the laboratory of Professor Young-Tae Chang at the National University of Singapore (Figure 8(A)) [87]. The performance of CyNE 2-DG was directly compared with IRDye 800CW 2-DG, with the demonstration that CyNE 2-DG produced significantly higher fluorescence signal after incubation in cancer cells.…”

Section: Recent Developments In Fluorescent Tagged Glucose Bioprobe Dmentioning

confidence: 99%

Visualizing Sweetness: Increasingly Diverse Applications for Fluorescent-Tagged Glucose Bioprobes and Their Recent Structural Modifications

Kim

Lee

Jung

et al. 2012

Sensors

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Glucose homeostasis is a fundamental aspect of life and its dysregulation is associated with important diseases, such as cancer and diabetes. Traditionally, glucose radioisotopes have been used to monitor glucose utilization in biological systems. Fluorescent-tagged glucose analogues were initially developed in the 1980s, but it is only in the past decade that their use as a glucose sensor has increased significantly. These analogues were developed for monitoring glucose uptake in blood cells, but their recent applications include tracking glucose uptake by tumor cells and imaging brain cell metabolism. This review outlines the development of fluorescent-tagged glucose analogues, describes their recent structural modifications and discusses their increasingly diverse biological applications.

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Section: Recent Developments In Fluorescent Tagged Glucose Bioprobe Dmentioning

confidence: 99%

Visualizing Sweetness: Increasingly Diverse Applications for Fluorescent-Tagged Glucose Bioprobes and Their Recent Structural Modifications

Kim

Lee

Jung

et al. 2012

Sensors

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“…At the same time, the probe had a stronger labeling ability for cancer cells than the NIRF dye IRDye-800CW2-DG ( Fig. 48, probe 76) [91].…”

Section: Application Of Nir Fluorescence Probes To Labeled Tumor Cellmentioning

confidence: 94%

Research progress of near-infrared fluorescence probes based on indole heptamethine cyanine dyes in vivo and in vitro

Sun

Wang

et al. 2020

BMC Chemistry

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Near-infrared (NIR) fluorescence imaging is a noninvasive technique that provides numerous advantages for the realtime in vivo monitoring of biological information in living subjects without the use of ionizing radiation. Near-infrared fluorescent (NIRF) dyes are widely used as fluorescent imaging probes. These fluorescent dyes remarkably decrease the interference caused by the self-absorption of substances and autofluorescence, increase detection selectivity and sensitivity, and reduce damage to the human body. Thus, they are beneficial for bioassays. Indole heptamethine cyanine dyes are widely investigated in the field of near-infrared fluorescence imaging. They are mainly composed of indole heterocyclics, heptamethine chains, and N-substituent side chains. With indole heptamethine cyanine dyes as the parent, introducing reactive groups to the parent compounds or changing their structures can make fluorescent probes have different functions like labeling protein and tumor, detecting intracellular metal cations, which has become the hotspot in the field of fluorescence imaging of biological research. Therefore, this study reviewed the applications of indole heptamethine cyanine fluorescent probes to metal cation detection, pH, molecules, tumor imaging, and protein in vivo. The distribution, imaging results, and metabolism of the probes in vivo and in vitro were described. The biological application trends and existing problems of fluorescent probes were discussed.

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“…Whereas fluorescent probes can be rationally designed to target specific targets or even cell types [22,23], they are often conjugated to other chemical structures that confer them with molecular recognition properties for enhanced target specificity. These can include small molecules [24], antibodies [25] as well as peptides, among others. Peptides are excellent scaffolds for the preparation of fluorescent molecular probes.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent peptides for imaging of fungal cells

Zhao

Mendive‐Tapia

Vendrell

2019

Archives of Biochemistry and Biophysics

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Fungal infections, especially with the advent of antimicrobial resistance, represent a major burden to our society. As a result, there has been an increasing interest in the development of new probes that accelerate the study of fungi-related biological processes and facilitate novel clinical diagnostic and treatment strategies. Fluorescence-based reporters can provide dynamic information at the molecular level with high spatial resolution. However, conventional fluorescent probes for microbes often suffer from low specificity. In the last decade, numerous studies have been reported on the chemical design and application of fluorescent peptides for both in vitro and in vivo imaging of fungal cells. In this article, we review different strategies used in the preparation of fluorescent peptides for pathogenic fungi as well as some of their applications in medical imaging and in mode-of-action mechanistic studies.

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Synthesis and characterization of a cell-permeable near-infrared fluorescent deoxyglucose analogue for cancer cell imaging

Cited by 41 publications

References 19 publications

Visualizing Sweetness: Increasingly Diverse Applications for Fluorescent-Tagged Glucose Bioprobes and Their Recent Structural Modifications

Visualizing Sweetness: Increasingly Diverse Applications for Fluorescent-Tagged Glucose Bioprobes and Their Recent Structural Modifications

Research progress of near-infrared fluorescence probes based on indole heptamethine cyanine dyes in vivo and in vitro

Fluorescent peptides for imaging of fungal cells

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