A facile, click chemistry-based approach to assembling fluorescent chemosensors for protein tyrosine kinases

Kamaruddin, Mohd Aizuddin; Ung, Phuc; Hossain, Mohammed Iqbal; Jarasrassamee, Boonyarin; O’Malley, William; Thompson, Phillip E.; Scanlon, Denis B.; Cheng, Heung‐Chin; Graham, Bim

doi:10.1016/j.bmcl.2010.11.005

Cited by 13 publications

(9 citation statements)

References 16 publications

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“…For example, Kamaruddin et al devised a fluorescent chemosensor for detecting tyrosine phosphorylation, by metabolically labeling the residues near the phosphorylation sites with a quenchable dye (Figure 2C) (Kamaruddin et al, 2011). The strategy might enable quantitative phosphorylation analysis in an enzyme-specific manner in living cells.…”

Section: Novel Labeling Methods and The Use Of Click Chemistry In Quamentioning

confidence: 99%

Specific and quantitative labeling of biomolecules using click chemistry

Horisawa

2014

Front. Physiol.

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Specific and highly efficient fluorescent labeling techniques for biomolecules, especially for proteins, are required for the quantitative analyses of bio-phenomena and for subsequent systems biology. Although expression of exogenous proteins fused with fluorescent tags, such as green fluorescent protein, is the most widely used method for quantitative bio-analysis, the following problems need to be considered carefully: (1) precise stoichiometric control in living cells is difficult, and (2) the bulkiness of the fluorescent tags restricts analysis of the inherent physical and biological properties of the proteins. Therefore, novel techniques to specifically and stoichiometrically label intrinsic proteins or other biomolecules in living cells should be developed. Click chemistry reactions (e.g., Huisgen cycloaddition and Staudinger ligation) are the most promising approaches for this purpose, because these chemical reactions have following advantages: (1) bioorthogonal reactions; (2) mild reaction conditions suitable for fragile biomolecules, cells, and tissues; (3) extremely high reaction ratio; (4) small size of the functional groups for the cross-coupling reactions; (5) stable covalent bonding; and (6) simple metabolic labeling procedures in living cells, using various biomolecular analogs. Diverse quantitative biological studies have been carried out using this technology (e.g., quantification of novel synthesized proteins and observation of post-translational modifications). In this review, I explain the basics of chemical probing with click chemistry, and discuss its recent applications in the field of quantitative biology. Furthermore, I discuss the capability, significance, and future of the chemical probing of proteins, with an emphasis on the use of click chemistry in the field of the quantitative biology.

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Section: Novel Labeling Methods and The Use Of Click Chemistry In Quamentioning

confidence: 99%

Specific and quantitative labeling of biomolecules using click chemistry

Horisawa

2014

Front. Physiol.

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“…For example, it enables fast synthesis of libraries of potential sensors by a single reaction using a set of different receptor and signalling subunits. This procedure was used 114 to search for a fluorescent sensor for the protein hydrolysis enzyme by functionalization of oligopeptide by various available fluorophores (Scheme 14). …”

Section: Synthetic Approaches To Molecular Detectorsmentioning

confidence: 99%

Optical methods for the detection of heavy metal ions

Uglov¹,

Bessmertnykh‐Lemeune²,

Guilard³

et al. 2014

Russ. Chem. Rev.

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“…The authors found that the probe shows excellent fluorogenic properties (about 100-fold EF). Together with other fluorogenic azido-dyes, this azido-naphthtalimide was also successfully applied in the real time activity measurement of aberrantly activated oncogenic Src kinases in the crude lysate of leukemia cells [88]. Just very recently, an azido-phenyl carbazole(Figure 12, 9)was introduced by Bräse and co-workers [89].…”

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confidence: 99%

Bioorthogonal fluorescent labels: a review on combined forces

Cserép

Herner

Kele

2015

Methods Appl. Fluoresc.

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This review ventures to summarize the latest developments in bioorthogonal fluorescent imaging labels with a special focus on bioimaging applications. We briefly summarize the most preferred means of bioorthogonal tagging schemes for the labeling of specific biomolecular structures. The review is structured by the type of the fluorescent labels that can address the problems that most commonly compromise fluorescent imaging techniques, i.e. the autofluorescence of biomolecules, the background fluorescence of unreacted reagents, and photobleaching. Thus, we present (i) far-red/near-infra-red emitting dyes, (ii) fluorogenic scaffolds, and (iii) nanoparticle-based signaling platforms.

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A facile, click chemistry-based approach to assembling fluorescent chemosensors for protein tyrosine kinases

Cited by 13 publications

References 16 publications

Specific and quantitative labeling of biomolecules using click chemistry

Specific and quantitative labeling of biomolecules using click chemistry

Optical methods for the detection of heavy metal ions

Bioorthogonal fluorescent labels: a review on combined forces

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