Click chemistry is a chemical paradigm introduced by K. Barry Sharpless in 2001 [10] and describes chemical reactions that generate substances quickly, reliably and in quantitative yield by joining small building blocks under mild conditions. This is inspired by the fact that chemical reactions in nature also generate substances by joining small modular units.

One of the most popular reactions within the click chemistry paradigm is the so called azide-alkyne Huisgen cycloaddition, using a Copper (Cu) catalyst at room temperature.

Phosphoramidites

Phosphoramidites for the synthesis of oligonucleotides containing reactive triple bonds, allowing attachment of reporter groups by click chemistry techniques

Nucleotides

Nucleotides used to generate DNA containing reactive triple bonds, allowing attachment of reporter groups by click chemistry techniques

Non-Fluorescent Azides

Azides for click chemistry attachment of non-fluorescent reporter groups to DNA containing reactive triple bonds

Azides of Fluorescent Dyes

Azides of fluorescent dyes for click chemistry attachment to DNA containing reactive triple bonds

PEG and Linker Azides

Azides for PEGylation of DNA and for incorporation of linkers by click chemistry techniques

Auxiliary Reagents

Catalysts, ligands and solvents for click reactions



  Click Chemistry - General Procedure and Considerations

Selected references:

[1] Borsenberger et al. (2009) Diene-modified nucleotides for the Diels–Alder-mediated functional tagging of DNA. Nucleic Acids Research 37 (5):1477.

[2] Gramlich et al. (2008) Click–Click–Click: Single to Triple Modification of DNA. Angew. Chem. Int. Ed. 47:3442.

[3] Gramlich et al. (2008) Postsynthetic DNA Modification through the Copper-Catalyzed Azide-Alkyne Cycloaddition Reaction. Angew. Chem. Int. Ed. 47:8350.

[4] Seela et al. (2008) Modification of DNA with Octadiynyl Side Chains: Synthesis, Base Pairing, and Formation of Fluorescent Coumarin Dye Conjugates of Four Nucleobases by the Alkyne-Azide "Click" Reaction. Bioconjugate Chem. 19:211.

[5] Hammond et al. (2007) DNA Photography: An Ultrasensitive DNA-Detection Method Basedon Photographic Techniques. Angew. Chem. Int. Ed. 46:4184.

[6] Gierlich et al. (2007) Synthesis of Highly Modified DNA by a Combination of PCR with Alkyne-Bearing Triphosphates and Click Chemistry. Chem. Eur. J. 13:9486.

[7] Evans (2007) The Rise of Azide–Alkyne 1,3-Dipolar 'Click' Cycloaddition and its Application to Polymer Science and Surface Modification". Australian Journal of Chemistry 60 (6):384.

[8] Burley et al. (2006) Direct DNA Metallization. J. Am. Chem. Soc. 128:1398.

[9] Tornoe et al. (2002) Peptidotriazoles on Solid Phase: [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides. Journal of Organic Chemistry 67 (9):3057.

[10] Kolb et al. (2001) Click chemistry: diverse chemical function from a few good reactions. Angew. Chem. Int. Ed. 40 (11):2004.

[11] Guida et al. (1996) Med. Res. Rev. p3.

For a comprehensive list of click chemistry related references, please see http://www.scripps.edu/chem/sharpless/click.html