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AAT Bioquest

FastClick™ 6-FAM Azide

FastClick™ 6-FAM Azide contains both the CAG moiety of FastClick (for assisting click efficiency) and 6-FAM fluorophore (as the fluorescence tag) for developing 6-FAM-based fluorescent probes. 6-FAM is one of the most widely used green fluorophores, in particular, for labeling oligonucleotides. It has almost the identical fluorescence spectra to Alexa Fluor 488, a rhodamine 110 analog. 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
Functionalized [2.2]Paracyclophanedienes as Monomers for Poly(p-phenylenevinylene)s.
Authors: Mann, Arielle and Wang, Chengyuan and Dumlao, Bianca L and Weck, Marcus
Journal: ACS macro letters (2024): 112-117
Orthogonal End Labelling of Oligonucleotides through Dual Incorporation of Click-Reactive NTP Analogues.
Authors: Schönegger, Eva S and Crisp, Antony and Radukic, Marco and Burmester, Jonas and Frischmuth, Thomas and Carell, Thomas
Journal: Chembiochem : a European journal of chemical biology (2024): e202300701
Expanding the synthesis of a library of potent glucuronic acid glycodendrons for Dengue virus inhibition.
Authors: Ramírez-López, Pedro and Martínez, Carlos and Merchán, Alejandro and Perona, Almudena and Hernaiz, María J
Journal: Bioorganic chemistry (2023): 106913
Expanding the Toolbox of Target Directed Bio-Orthogonal Synthesis: In Situ Direct Macrocyclization by DNA Templates.
Authors: Chaudhuri, Ritapa and Prasanth, Thumpati and Dash, Jyotirmayee
Journal: Angewandte Chemie (International ed. in English) (2023): e202215245
Click display: a rapid and efficient in vitro protein display method for directed evolution.
Authors: Zeng, Yu and Woolley, Michael and Chockalingam, Karuppiah and Thomas, Benjamin and Arora, Srishtee and Hook, Magnus and Chen, Zhilei
Journal: Nucleic acids research (2023): e89
Page updated on October 4, 2024

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Catalog Number72711
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Physical properties

Molecular weight

588.58

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
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Gallery Image 1
The reaction (Green Bar) of FastClick Cy5 Azide with coumarin alkyne 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 azide does not effectively react with the coumarin alkyne substrate.

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