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AAT Bioquest

FastClick™ 6-TAMRA Alkyne

FastClick™ 6-TAMRA Alkyne contains both the moiety of FastClick (for assisting click efficiency) and 6-TAMRA fluorophore (as the fluorescence tag) for developing 6-TAMRA-based fluorescent probes. It readily reacts with an azido-modified biomolecule under extremely mild conditions. 6-TAMRA is one of the most common orange-red fluorophores used for labeling biomolecules, in particular, for labeling oligonucleotides. 6-TAMRA conjugates are widely used in fluorescence-based nucleic acid detections such PCR and FISH etc. FastClick™ reagents have been developed by the scientists of AAT Bioquest for enhancing the yield and reaction speed of copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. They contain a copper-chelating ligand that significantly stabilizes the Cu(I) oxidation state and thus accelerates the click reaction. They do not require the use of an external copper-chelator (such as the common THPTA or BTTAA). The high concentration of copper chelators is known to have a detrimental effect on DNA/RNA, thus causing biocompatibility issues. The introduction of a copper-chelating moiety at the reporter molecule allows for a dramatic raise of the effective Cu(I) concentration at the reaction site and thus accelerates the reaction. Under extremely mild conditions the FastClick™ azides and alkynes react much faster in high yield compared to the corresponding conventional CuAAC reactions. Click chemistry was developed by K. Barry Sharpless as a robust and specific method of ligating two molecules together. Two important characteristics make click chemistry attractive for assembling biomolecules. First, click reactions are bio-orthogonal, thus the click chemistry-functionalized biomolecules would not react with the natural biomolecules that lack a clickable functional group. Second, the reactions proceed with ease under mild conditions, such as at room temperature and in aqueous media.

References

View all 50 references: Citation Explorer
Mechanochromic and Solvomechanochromic Fluorescent Photonic Crystals for Dual-Mode Modulating Fluorescence and Multilevel Anticounterfeiting.
Authors: Liu, Junfu and Ma, Dekun and Qi, Chenze and Yang, Dongpeng and Huang, Shaoming
Journal: ACS applied materials & interfaces (2024): 2740-2750
Efforts toward PET-Activatable Red-Shifted Silicon Rhodamines and Silicon Pyronine Dyes.
Authors: Kramer, Carsten Sven and Kanagasundaram, Thines and Matthias, Jessica and Kopka, Klaus
Journal: Pharmaceuticals (Basel, Switzerland) (2023)
Synthesis and Optoelectronic Features of Rhodamine-Triazole Dyads as Metallochromic Probes for Copper-Selective Chemosensing.
Authors: Vadivelu, Murugan and Raheem, Abbasriyaludeen Abdul and Shankar, Bhaskaran and Karthikeyan, Kesavan and Praveen, Chandrasekar
Journal: Chemistry, an Asian journal (2023): e202300098
Dual-mode colorimetric/fluorescent chemosensor for Cu2+/Zn2+ and fingerprint imaging based on rhodamine ethylenediamine bis(triazolyl silsesquioxane).
Authors: Dare, Enock O and Akinhanmi, Temilade F and Aremu, J A and Adetunji, Olayide R and Bamgbose, Janet T and Vendrell-Criado, Victoria and Jiménez, M Consuelo and Pérez-Ruiz, Raúl and Bonardd, Sebastian and Díaz Díaz, David
Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society (2023): 1527-1541
New Carboxytriazolyl Amphiphilic Derivatives of Calix[4]arenes: Aggregation and Use in CuAAC Catalysis.
Authors: Mironova, Diana and Bogdanov, Ilshat and Akhatova, Aliya and Sultanova, Elza and Garipova, Ramilya and Khannanov, Artur and Burilov, Vladimir and Solovieva, Svetlana and Antipin, Igor
Journal: International journal of molecular sciences (2023)
Page updated on November 21, 2024

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Catalog Number72863
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Physical properties

Molecular weight

738.89

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure
The reaction (Green Bar) of FastClick Cy5 Alkyne with coumarin azide occurs under extremely mild conditions (e.g., [Azide] = 0.02 mM, [Alkyne] = 0.02 mM, [CuSO4] = 0.02 mM, [Sodium Ascorbate] = 5 mM, in 100 mM HEPES) under which the common Cy5 alkyne does not effectively react with the coumarin azide substrate.
The reaction (Green Bar) of FastClick Cy5 Alkyne with coumarin azide occurs under extremely mild conditions (e.g., [Azide] = 0.02 mM, [Alkyne] = 0.02 mM, [CuSO4] = 0.02 mM, [Sodium Ascorbate] = 5 mM, in 100 mM HEPES) under which the common Cy5 alkyne does not effectively react with the coumarin azide substrate.
The reaction (Green Bar) of FastClick Cy5 Alkyne with coumarin azide occurs under extremely mild conditions (e.g., [Azide] = 0.02 mM, [Alkyne] = 0.02 mM, [CuSO4] = 0.02 mM, [Sodium Ascorbate] = 5 mM, in 100 mM HEPES) under which the common Cy5 alkyne does not effectively react with the coumarin azide substrate.
Gallery Image 2

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