Designing photoluminescent molecular probes for singlet oxygen, hydroxyl radical, and iron–oxygen species

You, Youngmin; Nam, Wonwoo

doi:10.1039/c4sc01637h

Cited by 68 publications

(53 citation statements)

References 126 publications

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“…The scope of this review is limited to reactions that covalently modify the polyene linker region or directly attached atoms. 22,[30][31][32][33][34][35][36][37] This review is the first to systematically organize biologically useful indocyanine polyene reactivity. [22][23][24][25] Aspects of cyanine polyene chemistry have been covered previously in surveys that centered on single-molecule fluorescence, 15,26 cyanine synthesis and stability, [27][28][29] and optical sensing.…”

Section: Introductionmentioning

confidence: 99%

Cyanine polyene reactivity: scope and biomedical applications

2015

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Cyanines are indispensable fluorophores that form the chemical basis of many fluorescence-based applications. A feature that distinguishes cyanines from other common fluorophores is an exposed polyene linker that is both crucial to absorption and emission and subject to covalent reactions that dramatically alter these optical properties. Over the past decade, reactions involving the cyanine polyene have been used as foundational elements for a range of biomedical techniques. These include the optical sensing of biological analytes, super-resolution imaging, and near-IR light-initiated uncaging. This review surveys the chemical reactivity of the cyanine polyene and the biomedical methods enabled by these reactions. The overarching goal is to highlight the multifaceted nature of cyanine chemistry and biology, as well as to point out the key role of reactivity-based insights in this promising area.

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Section: Introductionmentioning

confidence: 99%

Cyanine polyene reactivity: scope and biomedical applications

2015

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“…An experiment was thus conducted in which the Fentonr eagents were added continuouslyt o an open flask without attempts to removeo xygen.P olymerization was observed once the molar concentration of Fe 2 + and H 2 O 2 reached 7a nd 18 mm,r espectively( Figure S7 in the Supporting Information). From these results, it appears that the initial H 2 O 2 present was first consumed by ar eaction with dissolved oxygen, [32] providing ameans of chemically degassing the reaction mixture. If no additional reagents were added to the initial mixture, no polymerization was observed.…”

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confidence: 96%

Fenton‐RAFT Polymerization: An “On‐Demand” Chain‐Growth Method

Reyhani

McKenzie

Ranji‐Burachaloo

et al. 2017

Chemistry A European J

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Fine control over the architecture and/or microstructure of synthetic polymers is fast becoming a reality owing to the development of efficient and versatile polymerization techniques and conjugation reactions. However, the transition of these syntheses to automated, programmable, and high-throughput operating systems is a challenging step needed to translate the vast potential of precision polymers into machine-programmable polymers for biological and functional applications. Chain-growth polymerizations are particularly appealing for their ability to form structurally and chemically well-defined macromolecules through living/controlled polymerization techniques. Even using the latest polymerization technologies, the macromolecular engineering of complex functional materials often requires multi-step syntheses and purification of intermediates, and results in sub-optimal yields. To develop a proof-of-concept of a framework polymerization technique that is readily amenable to automation requires several key characteristics. In this study, a new approach is described that is believed to meet these requirements, thus opening avenues toward automated polymer synthesis.

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“…Common methods of H 2 S detection, including the methylene blue assay, ion-selective electrodes, amperometric sensors, and gas chromatography, have varying strengths and weaknesses, but all generally fall short of being able to detect H 2 S inside of intact living organisms. 19 Fluorescent probes offer the ability to target specific analytes 20 , 21 and there has been an explosion of recent activity in the development of dyes responsive to H 2 S and its derivatives. 22 – 24 Unfortunately, imaging endogenous H 2 S remains rare, and often requires advanced confocal microscopy setups to allow precise same-cell tracking or two-photon excitation coupled with ratiometric imaging.…”

Section: Introductionmentioning

confidence: 99%