Click chemistry (English Wikipedia)

Wang, Xifan; Schmidt, Franziska; Hanaor, Dorian; Kamm, Paul H.; Li, Shuang; Gurlo, Aleksander (May 6, 2019). "Additive manufacturing of ceramics from preceramic polymers: A versatile stereolithographic approach assisted by thiol-ene click chemistry". Additive Manufacturing. 27: 80–90. arXiv:1905.02060. doi:10.1016/j.addma.2019.02.012. S2CID 104470679.

baseclick.eu

"baseclick GmbH :: We enable nucleic acid labeling bioconjugation". baseclick GmbH. Retrieved 2022-03-21.

basf.com

http://www.basf.com/group/pressrelease/P-10-427 ^{[permanent dead link‍]}

chemistryworld.com

"The bioorthogonal revolution". Chemistry World. Retrieved 2022-11-11.

cyandye.com

Ilya A. Osterman; Alexey V. Ustinov; Denis V. Evdokimov; Vladimir A. Korshun; Petr V. Sergiev; Marina V. Serebryakova; Irina A. Demina; Maria A. Galyamina; Vadim M. Govorun; Olga A. Dontsova (January 2013). "A nascent proteome study combining click chemistry with 2DE" (PDF). Proteomics. 13 (1): 17–21. doi:10.1002/pmic.201200393. PMID 23161590. S2CID 9002232. Archived from the original (PDF) on 2015-06-30. Retrieved 2015-02-11.

cyandye.us

"CYANDYE". 2018-10-03. Archived from the original on 3 October 2018. Retrieved 2022-03-21.

discovermagazine.com

"'Honeymoon-Phase' Chemical Partners Deliver a Toxic Drug to Tumors". Discover Magazine. Retrieved 2022-11-11.

doi.org

H. C. Kolb; M. G. Finn; K. B. Sharpless (2001). "Click Chemistry: Diverse Chemical Function from a Few Good Reactions". Angewandte Chemie International Edition. 40 (11): 2004–2021. doi:10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5. PMID 11433435.
R. A. 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): 384–395. doi:10.1071/CH06457.
Wang, Xifan; Schmidt, Franziska; Hanaor, Dorian; Kamm, Paul H.; Li, Shuang; Gurlo, Aleksander (May 6, 2019). "Additive manufacturing of ceramics from preceramic polymers: A versatile stereolithographic approach assisted by thiol-ene click chemistry". Additive Manufacturing. 27: 80–90. arXiv:1905.02060. doi:10.1016/j.addma.2019.02.012. S2CID 104470679.
Spiteri, Christian; Moses, John E. (2010). "Copper-Catalyzed Azide–Alkyne Cycloaddition: Regioselective Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles". Angewandte Chemie International Edition. 49 (1): 31–33. doi:10.1002/anie.200905322. PMID 19921729.
Hoyle, Charles E.; Bowman, Christopher N. (2010). "Thiol–Ene Click Chemistry". Angewandte Chemie International Edition. 49 (9): 1540–1573. doi:10.1002/anie.200903924. PMID 20166107.
Blackman, Melissa L.; Royzen Maksim; Fox, Joseph M. (2008). "Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels−Alder Reactivity". Journal of the American Chemical Society. 130 (41): 13518–13519. doi:10.1021/ja8053805. PMC 2653060. PMID 18798613.
Devaraj, Neal K.; Weissleder Ralph & Hilderbrand, Scott A. (2008). "Tetrazine Based Cycloadditions: Application to Pretargeted Live Cell Labeling". Bioconjugate Chemistry. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Stöckmann, Henning; Neves, Andre; Stairs, Shaun; Brindle, Kevin; Leeper, Finian (2011). "Exploring isonitrile-based click chemistry for ligation with biomolecules". Organic & Biomolecular Chemistry. 9 (21): 7303–5. doi:10.1039/C1OB06424J. PMID 21915395.
Kashemirov, Boris A.; Bala, Joy L. F.; Chen, Xiaolan; Ebetino, F. H.; Xia, Zhidao; Russell, R. Graham G.; Coxon, Fraser P.; Roelofs, Anke J.; Rogers Michael J.; McKenna, Charles E. (2008). "Fluorescently labeled risedronate and related analogues: "magic linker" synthesis". Bioconjugate Chemistry. 19 (12): 2308–2310. doi:10.1021/bc800369c. PMID 19032080.
Kolb, H.C.; Sharpless, B.K. (2003). "The growing impact of click chemistry on drug discovery". Drug Discov Today. 8 (24): 1128–1137. doi:10.1016/S1359-6446(03)02933-7. PMID 14678739.
Rostovtsev, Vsevolod V.; Green, Luke G; Fokin, Valery V.; Sharpless, K. Barry (2002). "A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes". Angewandte Chemie International Edition. 41 (14): 2596–2599. doi:10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4. PMID 12203546.
Tornoe, C. W.; Christensen, C.; Meldal, M. (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): 3057–3064. doi:10.1021/jo011148j. PMID 11975567. S2CID 11957672.
Rodionov, Valentin O.; Fokin, Valery V.; Finn, M. G. (2005-04-08). "Mechanism of the Ligand-Free CuI-Catalyzed Azide–Alkyne Cycloaddition Reaction". Angewandte Chemie International Edition. 44 (15): 2210–2215. doi:10.1002/anie.200461496. ISSN 1521-3773. PMID 15693051.
Iacobucci, Claudio; Reale, Samantha; Gal, Jean-François; De Angelis, Francesco (2015-03-02). "Dinuclear Copper Intermediates in Copper(I)-Catalyzed Azide–Alkyne Cycloaddition Directly Observed by Electrospray Ionization Mass Spectrometry". Angewandte Chemie International Edition. 54 (10): 3065–3068. doi:10.1002/anie.201410301. ISSN 1521-3773. PMID 25614295.
Özkılıç, Yılmaz; Tüzün, Nurcan Ş. (2016-08-22). "A DFT Study on the Binuclear CuAAC Reaction: Mechanism in Light of New Experiments". Organometallics. 35 (16): 2589–2599. doi:10.1021/acs.organomet.6b00279. ISSN 0276-7333.
Ziegler, Micah S.; Lakshmi, K. V.; Tilley, T. Don (2017-04-19). "Dicopper Cu(I)Cu(I) and Cu(I)Cu(II) Complexes in Copper-Catalyzed Azide–Alkyne Cycloaddition" (PDF). Journal of the American Chemical Society. 139 (15): 5378–5386. doi:10.1021/jacs.6b13261. ISSN 0002-7863. PMID 28394586.
Zhang, Li; Chen, Xinguo; Xue, Peng; Sun, Herman H. Y.; Williams, Ian D.; Sharpless, K. Barry; Fokin, Valery V.; Jia, Guochen (November 2005). "Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides". Journal of the American Chemical Society. 127 (46): 15998–15999. doi:10.1021/ja054114s. PMID 16287266.
Huisgen, R. Angew. Chem. Int. Ed. Engl. 1963, 2, 565
Agard, N. J.; Baskin, J. M.; Prescher, J. A.; Lo, A.; Bertozzi, C. R. (2006). "A Comparative Study of Bioorthogonal Reactions with Azides". ACS Chem. Biol. 1 (10): 644–648. doi:10.1021/cb6003228. PMID 17175580.
Agard, N. J.; Baskin, J. M.; Prescher, J. A.; Lo, A.; Bertozzi, C. R. (2006). "A Comparative Study of Bioorthogonal Reactions with Azides". ACS Chem. Biol. 1 (10): 644–648. doi:10.1021/cb6003228. PMID 17175580.
Codelli, J. A.; Baskin, J. M.; Agard, N. J.; Bertozzi, C. R. (2008). "Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry". J. Am. Chem. Soc. 130 (34): 11486–11493. doi:10.1021/ja803086r. PMC 2646667. PMID 18680289.
Ning, X.; Guo, J.; Wolfert, M. A.; Boons, G.-J. (2008). "Visualizing Metabolically Labeled Glycoconjugates of Living Cells by Copper-Free and Fast Huisgen Cycloadditions". Angew. Chem. Int. Ed. 47 (12): 2253–2255. doi:10.1002/anie.200705456. PMC 2835304. PMID 18275058.
Gordon, C. G.; Mackey, J. L.; Jewett, J. C.; Sletten, E. M.; Houk, K. N.; Bertozzi, C. R. (2012). "Reactivity of Biarylazacyclooctynones in Copper-Free Click Chemistry". J. Am. Chem. Soc. 134 (22): 9199–9208. doi:10.1021/ja3000936. PMC 3368396. PMID 22553995.
MacKenzie, DA; Sherratt, AR; Chigrinova, M; Cheung, LL; Pezacki, JP (Aug 2014). "Strain-promoted cycloadditions involving nitrones and alkynes—rapid tunable reactions for bioorthogonal labeling". Curr Opin Chem Biol. 21: 81–8. doi:10.1016/j.cbpa.2014.05.023. PMID 25022431.
Lang, K.; Chin, J. (2014). "Bioorthogonal Reactions for Labeling Proteins". ACS Chem. Biol. 9 (1): 16–20. doi:10.1021/cb4009292. PMID 24432752.
MacKenzie, DA; Pezacki, JP (2014). "Kinetics studies of rapid strain- promoted [3+2] cycloadditions of nitrones with bicyclo[6.1.0]nonyne". Can J Chem. 92 (4): 337–340. doi:10.1139/cjc-2013-0577.
Liu, Fang; Paton, Robert S.; Kim, Seonah; Liang, Yong; Houk, K. N. (2013). "Diels–Alder Reactivities of Strained and Unstrained Cycloalkenes with Normal and Inverse-Electron-Demand Dienes: Activation Barriers and Distortion/Interaction Analysis". J. Am. Chem. Soc. 135 (41): 15642–15649. doi:10.1021/ja408437u. PMID 24044412.
Rieder, Ulrike; Luedtke, Nathan W. (25 August 2014). "Alkene-tetrazine ligation for imaging cellular DNA". Angew Chem Int Ed Engl. 53 (35): 9168–9172. doi:10.1002/anie.201403580. PMID 24981416.
Menzel, Jan P.; Feist, Florian; Tuten, Bryan; Weil, Tanja; Blinco, James P.; Barner‐Kowollik, Christopher (2019). "Light-Controlled Orthogonal Covalent Bond Formation at Two Different Wavelengths". Angewandte Chemie International Edition. 58 (22): 7470–7474. doi:10.1002/anie.201901275. hdl:21.11116/0000-0003-99B4-5. PMID 30916368.
Ramil, Carlo P; Lin, Qing (August 2014). "Photoclick chemistry: a fluorogenic light-triggered in vivo ligation reaction". Current Opinion in Chemical Biology. 21: 89–95. doi:10.1016/j.cbpa.2014.05.024. PMC 4149939. PMID 25022432.
B. Stump (2022). "Click Bioconjugation: Modifying Proteins Using Click-Like Chemistry". ChemBioChem. 23 (16): e202200016. doi:10.1002/cbic.202200016. PMID 35491526. S2CID 248494718.
Carroll, G. T.; London, G.; Fernandez-Landaluce, T.; Rudolf, P.; Feringa, B. L. (2011). "Adhesion of Photon-Driven Molecular Motors to Surfaces via 1,3-Dipolar Cycloadditions: Effect of Interfacial Interactions on Molecular Motion" (PDF). ACS Nano. 5 (1): 622–630. doi:10.1021/nn102876j. PMID 21207983. S2CID 39105918.
Cañeque, Tatiana; Müller, Sebastian; Rodriguez, Raphaël (2018). "Visualizing biologically active small molecules in cells using click chemistry". Nature Reviews Chemistry. 2 (9): 202–215. doi:10.1038/s41570-018-0030-x. S2CID 91366817.
Mai, Trang Thi; Hamaï, Ahmed; Hienzsch, Antje; Cañeque, Tatiana; Müller, Sebastian; Wicinski, Julien; Cabaud, Olivier; Leroy, Christine; David, Amandine; Acevedo, Verónica; Ryo, Akihide; Ginestier, Christophe; Birnbaum, Daniel; Charafe-Jauffret, Emmanuelle; Codogno, Patrice; Mehrpour, Maryam; xRodriguez, Raphaël Rodriguez (Oct 2017). "Salinomycin kills cancer stem cells by sequestering iron in lysosomes". Nature Chemistry. 9 (10): 1025–1033. doi:10.1038/nchem.2778. PMC 5890907. PMID 28937680.
Solier, Stéphanie; Müller, Sebastian; Tatiana, Cañeque; Antoine, Versini; Arnaud, Mansart; Fabien, Sindikubwabo; Leeroy, Baron; Laila, Emam; Pierre, Gestraud; G. Dan, Pantoș; Vincent, Gandon; Christine, Gaillet; Ting-Di, Wu; Florent, Dingli; Damarys, Loew; Sylvain, Baulande; Sylvère, Durand; Valentin, Sencio; Cyril, Robil; François, Trottein; David, Péricat; Emmanuelle, Näser; Céline, Cougoule; Etienne, Meunier; Anne-Laure, Bègue; Hélène, Salmon; Nicolas, Manel; Alain, Puisieux; Sarah, Watson; Mark A., Dawson; Nicolas, Servant; Guido, Kroemer; Djillali, Annane; Raphaël, Rodriguez (2023). "A druggable copper-signalling pathway that drives inflammation". Nature. 617 (7960): 386–394. doi:10.1038/s41586-023-06017-4. PMC 10131557. PMID 37100912.
Devaraj, Neal K.; Weissleder, Ralph; Hilderbrand, Scott A. (December 2008). "Tetrazine-based cycloadditions: application to pretargeted live cell imaging". Bioconjugate Chem. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Ding, H.; Demple, B (2000). "Direct nitric oxide signal transduction via nitrosylation of iron-sulfur centers in the SoxR transcription activator". Proc. Natl. Acad. Sci. U.S.A. 97 (10): 5146–5150. Bibcode:2000PNAS...97.5146D. doi:10.1073/pnas.97.10.5146. PMC 25796. PMID 10805777.
Dieterich; et al. (2007). "Labeling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino-acid tagging". Nature Protocols. 2 (3): 532–540. doi:10.1038/nprot.2007.52. PMID 17406607. S2CID 2833184.
Yu; et al. (2012). "Genetically Encoded Cyclopropene Directs Rapid, Photoclick-Chemistry-Mediated Protein Labeling in Mammalian Cells". Angew Chem Int Ed Engl. 51 (42): 10600–10604. doi:10.1002/anie.201205352. PMC 3517012. PMID 22997015.
Ilya A. Osterman; Alexey V. Ustinov; Denis V. Evdokimov; Vladimir A. Korshun; Petr V. Sergiev; Marina V. Serebryakova; Irina A. Demina; Maria A. Galyamina; Vadim M. Govorun; Olga A. Dontsova (January 2013). "A nascent proteome study combining click chemistry with 2DE" (PDF). Proteomics. 13 (1): 17–21. doi:10.1002/pmic.201200393. PMID 23161590. S2CID 9002232. Archived from the original (PDF) on 2015-06-30. Retrieved 2015-02-11.
Cox, Courtney L.; Tietz, Jonathan I.; Sokolowski, Karol; Melby, Joel O.; Doroghazi, James R.; Mitchell, Douglas A. (17 June 2014). "Nucleophilic 1,4-Additions for Natural Product Discovery". ACS Chemical Biology. 9 (9): 2014–2022. doi:10.1021/cb500324n. PMC 4168802. PMID 24937678.
Michael Floros; Alcides Leão; Suresh Narine (2014). "Vegetable Oil Derived Solvent, and Catalyst Free "Click Chemistry" Thermoplastic Polytriazoles". BioMed Research International. 2014: 1–14. doi:10.1155/2014/792901. PMC 4085725. PMID 25032224.
London, Gábor; Chen, Kuang-Yen; Carroll, Gregory T.; Feringa, Ben L. (2013). "Towards Dynamic Control of Wettability by Using Functionalized Altitudinal Molecular Motors on Solid Surfaces". Chemistry: A European Journal. 19 (32): 10690–10697. doi:10.1002/chem.201300500. PMID 23784916. S2CID 5759186.
John E. Moses; Adam D. Moorhouse (2007). "The growing applications of click chemistry". Chem. Soc. Rev. 36 (8): 1249–1262. doi:10.1039/b613014n. PMID 17619685.
Jean-François Lutz; Zoya Zarafshani (2008). "Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide–alkyne "click" chemistry". Advanced Drug Delivery Reviews. 60 (9): 958–970. doi:10.1016/j.addr.2008.02.004. PMID 18406491.

escholarship.org

Ziegler, Micah S.; Lakshmi, K. V.; Tilley, T. Don (2017-04-19). "Dicopper Cu(I)Cu(I) and Cu(I)Cu(II) Complexes in Copper-Catalyzed Azide–Alkyne Cycloaddition" (PDF). Journal of the American Chemical Society. 139 (15): 5378–5386. doi:10.1021/jacs.6b13261. ISSN 0002-7863. PMID 28394586.

figshare.com

Tornoe, C. W.; Christensen, C.; Meldal, M. (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): 3057–3064. doi:10.1021/jo011148j. PMID 11975567. S2CID 11957672.
Zhang, Li; Chen, Xinguo; Xue, Peng; Sun, Herman H. Y.; Williams, Ian D.; Sharpless, K. Barry; Fokin, Valery V.; Jia, Guochen (November 2005). "Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides". Journal of the American Chemical Society. 127 (46): 15998–15999. doi:10.1021/ja054114s. PMID 16287266.

handle.net

hdl.handle.net

Menzel, Jan P.; Feist, Florian; Tuten, Bryan; Weil, Tanja; Blinco, James P.; Barner‐Kowollik, Christopher (2019). "Light-Controlled Orthogonal Covalent Bond Formation at Two Different Wavelengths". Angewandte Chemie International Edition. 58 (22): 7470–7474. doi:10.1002/anie.201901275. hdl:21.11116/0000-0003-99B4-5. PMID 30916368.

harvard.edu

ui.adsabs.harvard.edu

Ding, H.; Demple, B (2000). "Direct nitric oxide signal transduction via nitrosylation of iron-sulfur centers in the SoxR transcription activator". Proc. Natl. Acad. Sci. U.S.A. 97 (10): 5146–5150. Bibcode:2000PNAS...97.5146D. doi:10.1073/pnas.97.10.5146. PMC 25796. PMID 10805777.

illinois.edu

chemistry.illinois.edu

Gregory C., Patton (November 8, 2004). "Development and Applications of Click Chemistry" (PDF). Department of Chemistry. College of Liberal Arts & Sciences, University of Illinois at Urbana-Champaign. Archived from the original (PDF) on 2010-07-09. {{cite journal}}: Cite journal requires |journal= (help)

integrated-diagnostics.com

"Integrated Diagnostics Licenses "Click Chemistry" from the Scripps Research Institute, Strengthening Partner Network". Archived from the original on 2012-04-30. Retrieved 2012-06-05.

lifetechnologies.com

ir.lifetechnologies.com

"Invitrogen Exclusively Licenses Novel Click Chemistry-Based Cell Proliferation Assays from Harvard University (NASDAQ:LIFE)". Archived from the original on 2012-12-17. Retrieved 2012-06-05.

nature.com

Cañeque, Tatiana; Müller, Sebastian; Rodriguez, Raphaël (2018). "Visualizing biologically active small molecules in cells using click chemistry". Nature Reviews Chemistry. 2 (9): 202–215. doi:10.1038/s41570-018-0030-x. S2CID 91366817.

nih.gov

pubmed.ncbi.nlm.nih.gov

H. C. Kolb; M. G. Finn; K. B. Sharpless (2001). "Click Chemistry: Diverse Chemical Function from a Few Good Reactions". Angewandte Chemie International Edition. 40 (11): 2004–2021. doi:10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5. PMID 11433435.
Spiteri, Christian; Moses, John E. (2010). "Copper-Catalyzed Azide–Alkyne Cycloaddition: Regioselective Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles". Angewandte Chemie International Edition. 49 (1): 31–33. doi:10.1002/anie.200905322. PMID 19921729.
Hoyle, Charles E.; Bowman, Christopher N. (2010). "Thiol–Ene Click Chemistry". Angewandte Chemie International Edition. 49 (9): 1540–1573. doi:10.1002/anie.200903924. PMID 20166107.
Blackman, Melissa L.; Royzen Maksim; Fox, Joseph M. (2008). "Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels−Alder Reactivity". Journal of the American Chemical Society. 130 (41): 13518–13519. doi:10.1021/ja8053805. PMC 2653060. PMID 18798613.
Devaraj, Neal K.; Weissleder Ralph & Hilderbrand, Scott A. (2008). "Tetrazine Based Cycloadditions: Application to Pretargeted Live Cell Labeling". Bioconjugate Chemistry. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Stöckmann, Henning; Neves, Andre; Stairs, Shaun; Brindle, Kevin; Leeper, Finian (2011). "Exploring isonitrile-based click chemistry for ligation with biomolecules". Organic & Biomolecular Chemistry. 9 (21): 7303–5. doi:10.1039/C1OB06424J. PMID 21915395.
Kashemirov, Boris A.; Bala, Joy L. F.; Chen, Xiaolan; Ebetino, F. H.; Xia, Zhidao; Russell, R. Graham G.; Coxon, Fraser P.; Roelofs, Anke J.; Rogers Michael J.; McKenna, Charles E. (2008). "Fluorescently labeled risedronate and related analogues: "magic linker" synthesis". Bioconjugate Chemistry. 19 (12): 2308–2310. doi:10.1021/bc800369c. PMID 19032080.
Kolb, H.C.; Sharpless, B.K. (2003). "The growing impact of click chemistry on drug discovery". Drug Discov Today. 8 (24): 1128–1137. doi:10.1016/S1359-6446(03)02933-7. PMID 14678739.
Rostovtsev, Vsevolod V.; Green, Luke G; Fokin, Valery V.; Sharpless, K. Barry (2002). "A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes". Angewandte Chemie International Edition. 41 (14): 2596–2599. doi:10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4. PMID 12203546.
Tornoe, C. W.; Christensen, C.; Meldal, M. (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): 3057–3064. doi:10.1021/jo011148j. PMID 11975567. S2CID 11957672.
Rodionov, Valentin O.; Fokin, Valery V.; Finn, M. G. (2005-04-08). "Mechanism of the Ligand-Free CuI-Catalyzed Azide–Alkyne Cycloaddition Reaction". Angewandte Chemie International Edition. 44 (15): 2210–2215. doi:10.1002/anie.200461496. ISSN 1521-3773. PMID 15693051.
Iacobucci, Claudio; Reale, Samantha; Gal, Jean-François; De Angelis, Francesco (2015-03-02). "Dinuclear Copper Intermediates in Copper(I)-Catalyzed Azide–Alkyne Cycloaddition Directly Observed by Electrospray Ionization Mass Spectrometry". Angewandte Chemie International Edition. 54 (10): 3065–3068. doi:10.1002/anie.201410301. ISSN 1521-3773. PMID 25614295.
Ziegler, Micah S.; Lakshmi, K. V.; Tilley, T. Don (2017-04-19). "Dicopper Cu(I)Cu(I) and Cu(I)Cu(II) Complexes in Copper-Catalyzed Azide–Alkyne Cycloaddition" (PDF). Journal of the American Chemical Society. 139 (15): 5378–5386. doi:10.1021/jacs.6b13261. ISSN 0002-7863. PMID 28394586.
Zhang, Li; Chen, Xinguo; Xue, Peng; Sun, Herman H. Y.; Williams, Ian D.; Sharpless, K. Barry; Fokin, Valery V.; Jia, Guochen (November 2005). "Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides". Journal of the American Chemical Society. 127 (46): 15998–15999. doi:10.1021/ja054114s. PMID 16287266.
Huisgen, R. Angew. Chem. Int. Ed. Engl. 1963, 2, 565
Agard, N. J.; Baskin, J. M.; Prescher, J. A.; Lo, A.; Bertozzi, C. R. (2006). "A Comparative Study of Bioorthogonal Reactions with Azides". ACS Chem. Biol. 1 (10): 644–648. doi:10.1021/cb6003228. PMID 17175580.
Agard, N. J.; Baskin, J. M.; Prescher, J. A.; Lo, A.; Bertozzi, C. R. (2006). "A Comparative Study of Bioorthogonal Reactions with Azides". ACS Chem. Biol. 1 (10): 644–648. doi:10.1021/cb6003228. PMID 17175580.
Codelli, J. A.; Baskin, J. M.; Agard, N. J.; Bertozzi, C. R. (2008). "Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry". J. Am. Chem. Soc. 130 (34): 11486–11493. doi:10.1021/ja803086r. PMC 2646667. PMID 18680289.
Ning, X.; Guo, J.; Wolfert, M. A.; Boons, G.-J. (2008). "Visualizing Metabolically Labeled Glycoconjugates of Living Cells by Copper-Free and Fast Huisgen Cycloadditions". Angew. Chem. Int. Ed. 47 (12): 2253–2255. doi:10.1002/anie.200705456. PMC 2835304. PMID 18275058.
Gordon, C. G.; Mackey, J. L.; Jewett, J. C.; Sletten, E. M.; Houk, K. N.; Bertozzi, C. R. (2012). "Reactivity of Biarylazacyclooctynones in Copper-Free Click Chemistry". J. Am. Chem. Soc. 134 (22): 9199–9208. doi:10.1021/ja3000936. PMC 3368396. PMID 22553995.
MacKenzie, DA; Sherratt, AR; Chigrinova, M; Cheung, LL; Pezacki, JP (Aug 2014). "Strain-promoted cycloadditions involving nitrones and alkynes—rapid tunable reactions for bioorthogonal labeling". Curr Opin Chem Biol. 21: 81–8. doi:10.1016/j.cbpa.2014.05.023. PMID 25022431.
Lang, K.; Chin, J. (2014). "Bioorthogonal Reactions for Labeling Proteins". ACS Chem. Biol. 9 (1): 16–20. doi:10.1021/cb4009292. PMID 24432752.
Liu, Fang; Paton, Robert S.; Kim, Seonah; Liang, Yong; Houk, K. N. (2013). "Diels–Alder Reactivities of Strained and Unstrained Cycloalkenes with Normal and Inverse-Electron-Demand Dienes: Activation Barriers and Distortion/Interaction Analysis". J. Am. Chem. Soc. 135 (41): 15642–15649. doi:10.1021/ja408437u. PMID 24044412.
Rieder, Ulrike; Luedtke, Nathan W. (25 August 2014). "Alkene-tetrazine ligation for imaging cellular DNA". Angew Chem Int Ed Engl. 53 (35): 9168–9172. doi:10.1002/anie.201403580. PMID 24981416.
Menzel, Jan P.; Feist, Florian; Tuten, Bryan; Weil, Tanja; Blinco, James P.; Barner‐Kowollik, Christopher (2019). "Light-Controlled Orthogonal Covalent Bond Formation at Two Different Wavelengths". Angewandte Chemie International Edition. 58 (22): 7470–7474. doi:10.1002/anie.201901275. hdl:21.11116/0000-0003-99B4-5. PMID 30916368.
Ramil, Carlo P; Lin, Qing (August 2014). "Photoclick chemistry: a fluorogenic light-triggered in vivo ligation reaction". Current Opinion in Chemical Biology. 21: 89–95. doi:10.1016/j.cbpa.2014.05.024. PMC 4149939. PMID 25022432.
B. Stump (2022). "Click Bioconjugation: Modifying Proteins Using Click-Like Chemistry". ChemBioChem. 23 (16): e202200016. doi:10.1002/cbic.202200016. PMID 35491526. S2CID 248494718.
Carroll, G. T.; London, G.; Fernandez-Landaluce, T.; Rudolf, P.; Feringa, B. L. (2011). "Adhesion of Photon-Driven Molecular Motors to Surfaces via 1,3-Dipolar Cycloadditions: Effect of Interfacial Interactions on Molecular Motion" (PDF). ACS Nano. 5 (1): 622–630. doi:10.1021/nn102876j. PMID 21207983. S2CID 39105918.
Mai, Trang Thi; Hamaï, Ahmed; Hienzsch, Antje; Cañeque, Tatiana; Müller, Sebastian; Wicinski, Julien; Cabaud, Olivier; Leroy, Christine; David, Amandine; Acevedo, Verónica; Ryo, Akihide; Ginestier, Christophe; Birnbaum, Daniel; Charafe-Jauffret, Emmanuelle; Codogno, Patrice; Mehrpour, Maryam; xRodriguez, Raphaël Rodriguez (Oct 2017). "Salinomycin kills cancer stem cells by sequestering iron in lysosomes". Nature Chemistry. 9 (10): 1025–1033. doi:10.1038/nchem.2778. PMC 5890907. PMID 28937680.
Solier, Stéphanie; Müller, Sebastian; Tatiana, Cañeque; Antoine, Versini; Arnaud, Mansart; Fabien, Sindikubwabo; Leeroy, Baron; Laila, Emam; Pierre, Gestraud; G. Dan, Pantoș; Vincent, Gandon; Christine, Gaillet; Ting-Di, Wu; Florent, Dingli; Damarys, Loew; Sylvain, Baulande; Sylvère, Durand; Valentin, Sencio; Cyril, Robil; François, Trottein; David, Péricat; Emmanuelle, Näser; Céline, Cougoule; Etienne, Meunier; Anne-Laure, Bègue; Hélène, Salmon; Nicolas, Manel; Alain, Puisieux; Sarah, Watson; Mark A., Dawson; Nicolas, Servant; Guido, Kroemer; Djillali, Annane; Raphaël, Rodriguez (2023). "A druggable copper-signalling pathway that drives inflammation". Nature. 617 (7960): 386–394. doi:10.1038/s41586-023-06017-4. PMC 10131557. PMID 37100912.
Devaraj, Neal K.; Weissleder, Ralph; Hilderbrand, Scott A. (December 2008). "Tetrazine-based cycloadditions: application to pretargeted live cell imaging". Bioconjugate Chem. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Ding, H.; Demple, B (2000). "Direct nitric oxide signal transduction via nitrosylation of iron-sulfur centers in the SoxR transcription activator". Proc. Natl. Acad. Sci. U.S.A. 97 (10): 5146–5150. Bibcode:2000PNAS...97.5146D. doi:10.1073/pnas.97.10.5146. PMC 25796. PMID 10805777.
Dieterich; et al. (2007). "Labeling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino-acid tagging". Nature Protocols. 2 (3): 532–540. doi:10.1038/nprot.2007.52. PMID 17406607. S2CID 2833184.
Yu; et al. (2012). "Genetically Encoded Cyclopropene Directs Rapid, Photoclick-Chemistry-Mediated Protein Labeling in Mammalian Cells". Angew Chem Int Ed Engl. 51 (42): 10600–10604. doi:10.1002/anie.201205352. PMC 3517012. PMID 22997015.
Ilya A. Osterman; Alexey V. Ustinov; Denis V. Evdokimov; Vladimir A. Korshun; Petr V. Sergiev; Marina V. Serebryakova; Irina A. Demina; Maria A. Galyamina; Vadim M. Govorun; Olga A. Dontsova (January 2013). "A nascent proteome study combining click chemistry with 2DE" (PDF). Proteomics. 13 (1): 17–21. doi:10.1002/pmic.201200393. PMID 23161590. S2CID 9002232. Archived from the original (PDF) on 2015-06-30. Retrieved 2015-02-11.
Cox, Courtney L.; Tietz, Jonathan I.; Sokolowski, Karol; Melby, Joel O.; Doroghazi, James R.; Mitchell, Douglas A. (17 June 2014). "Nucleophilic 1,4-Additions for Natural Product Discovery". ACS Chemical Biology. 9 (9): 2014–2022. doi:10.1021/cb500324n. PMC 4168802. PMID 24937678.
Michael Floros; Alcides Leão; Suresh Narine (2014). "Vegetable Oil Derived Solvent, and Catalyst Free "Click Chemistry" Thermoplastic Polytriazoles". BioMed Research International. 2014: 1–14. doi:10.1155/2014/792901. PMC 4085725. PMID 25032224.
London, Gábor; Chen, Kuang-Yen; Carroll, Gregory T.; Feringa, Ben L. (2013). "Towards Dynamic Control of Wettability by Using Functionalized Altitudinal Molecular Motors on Solid Surfaces". Chemistry: A European Journal. 19 (32): 10690–10697. doi:10.1002/chem.201300500. PMID 23784916. S2CID 5759186.
John E. Moses; Adam D. Moorhouse (2007). "The growing applications of click chemistry". Chem. Soc. Rev. 36 (8): 1249–1262. doi:10.1039/b613014n. PMID 17619685.
Jean-François Lutz; Zoya Zarafshani (2008). "Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide–alkyne "click" chemistry". Advanced Drug Delivery Reviews. 60 (9): 958–970. doi:10.1016/j.addr.2008.02.004. PMID 18406491.

ncbi.nlm.nih.gov

Blackman, Melissa L.; Royzen Maksim; Fox, Joseph M. (2008). "Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels−Alder Reactivity". Journal of the American Chemical Society. 130 (41): 13518–13519. doi:10.1021/ja8053805. PMC 2653060. PMID 18798613.
Devaraj, Neal K.; Weissleder Ralph & Hilderbrand, Scott A. (2008). "Tetrazine Based Cycloadditions: Application to Pretargeted Live Cell Labeling". Bioconjugate Chemistry. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Codelli, J. A.; Baskin, J. M.; Agard, N. J.; Bertozzi, C. R. (2008). "Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry". J. Am. Chem. Soc. 130 (34): 11486–11493. doi:10.1021/ja803086r. PMC 2646667. PMID 18680289.
Ning, X.; Guo, J.; Wolfert, M. A.; Boons, G.-J. (2008). "Visualizing Metabolically Labeled Glycoconjugates of Living Cells by Copper-Free and Fast Huisgen Cycloadditions". Angew. Chem. Int. Ed. 47 (12): 2253–2255. doi:10.1002/anie.200705456. PMC 2835304. PMID 18275058.
Gordon, C. G.; Mackey, J. L.; Jewett, J. C.; Sletten, E. M.; Houk, K. N.; Bertozzi, C. R. (2012). "Reactivity of Biarylazacyclooctynones in Copper-Free Click Chemistry". J. Am. Chem. Soc. 134 (22): 9199–9208. doi:10.1021/ja3000936. PMC 3368396. PMID 22553995.
Ramil, Carlo P; Lin, Qing (August 2014). "Photoclick chemistry: a fluorogenic light-triggered in vivo ligation reaction". Current Opinion in Chemical Biology. 21: 89–95. doi:10.1016/j.cbpa.2014.05.024. PMC 4149939. PMID 25022432.
Mai, Trang Thi; Hamaï, Ahmed; Hienzsch, Antje; Cañeque, Tatiana; Müller, Sebastian; Wicinski, Julien; Cabaud, Olivier; Leroy, Christine; David, Amandine; Acevedo, Verónica; Ryo, Akihide; Ginestier, Christophe; Birnbaum, Daniel; Charafe-Jauffret, Emmanuelle; Codogno, Patrice; Mehrpour, Maryam; xRodriguez, Raphaël Rodriguez (Oct 2017). "Salinomycin kills cancer stem cells by sequestering iron in lysosomes". Nature Chemistry. 9 (10): 1025–1033. doi:10.1038/nchem.2778. PMC 5890907. PMID 28937680.
Solier, Stéphanie; Müller, Sebastian; Tatiana, Cañeque; Antoine, Versini; Arnaud, Mansart; Fabien, Sindikubwabo; Leeroy, Baron; Laila, Emam; Pierre, Gestraud; G. Dan, Pantoș; Vincent, Gandon; Christine, Gaillet; Ting-Di, Wu; Florent, Dingli; Damarys, Loew; Sylvain, Baulande; Sylvère, Durand; Valentin, Sencio; Cyril, Robil; François, Trottein; David, Péricat; Emmanuelle, Näser; Céline, Cougoule; Etienne, Meunier; Anne-Laure, Bègue; Hélène, Salmon; Nicolas, Manel; Alain, Puisieux; Sarah, Watson; Mark A., Dawson; Nicolas, Servant; Guido, Kroemer; Djillali, Annane; Raphaël, Rodriguez (2023). "A druggable copper-signalling pathway that drives inflammation". Nature. 617 (7960): 386–394. doi:10.1038/s41586-023-06017-4. PMC 10131557. PMID 37100912.
Devaraj, Neal K.; Weissleder, Ralph; Hilderbrand, Scott A. (December 2008). "Tetrazine-based cycloadditions: application to pretargeted live cell imaging". Bioconjugate Chem. 19 (12): 2297–2299. doi:10.1021/bc8004446. PMC 2677645. PMID 19053305.
Ding, H.; Demple, B (2000). "Direct nitric oxide signal transduction via nitrosylation of iron-sulfur centers in the SoxR transcription activator". Proc. Natl. Acad. Sci. U.S.A. 97 (10): 5146–5150. Bibcode:2000PNAS...97.5146D. doi:10.1073/pnas.97.10.5146. PMC 25796. PMID 10805777.
Yu; et al. (2012). "Genetically Encoded Cyclopropene Directs Rapid, Photoclick-Chemistry-Mediated Protein Labeling in Mammalian Cells". Angew Chem Int Ed Engl. 51 (42): 10600–10604. doi:10.1002/anie.201205352. PMC 3517012. PMID 22997015.
Cox, Courtney L.; Tietz, Jonathan I.; Sokolowski, Karol; Melby, Joel O.; Doroghazi, James R.; Mitchell, Douglas A. (17 June 2014). "Nucleophilic 1,4-Additions for Natural Product Discovery". ACS Chemical Biology. 9 (9): 2014–2022. doi:10.1021/cb500324n. PMC 4168802. PMID 24937678.
Michael Floros; Alcides Leão; Suresh Narine (2014). "Vegetable Oil Derived Solvent, and Catalyst Free "Click Chemistry" Thermoplastic Polytriazoles". BioMed Research International. 2014: 1–14. doi:10.1155/2014/792901. PMC 4085725. PMID 25032224.

nobelprize.org

"The Nobel Prize in Chemistry 2022". NobelPrize.org. Retrieved 2022-10-05.

rsc.org

pubs.rsc.org

Lowe, A. B. Polymer Chemistry 2010, 1 (1), 17–36. DOI: 10.1039/B9PY00216B

rug.nl

pure.rug.nl

Carroll, G. T.; London, G.; Fernandez-Landaluce, T.; Rudolf, P.; Feringa, B. L. (2011). "Adhesion of Photon-Driven Molecular Motors to Surfaces via 1,3-Dipolar Cycloadditions: Effect of Interfacial Interactions on Molecular Motion" (PDF). ACS Nano. 5 (1): 622–630. doi:10.1021/nn102876j. PMID 21207983. S2CID 39105918.

rug.nl

London, Gábor; Chen, Kuang-Yen; Carroll, Gregory T.; Feringa, Ben L. (2013). "Towards Dynamic Control of Wettability by Using Functionalized Altitudinal Molecular Motors on Solid Surfaces". Chemistry: A European Journal. 19 (32): 10690–10697. doi:10.1002/chem.201300500. PMID 23784916. S2CID 5759186.

scripps.edu

"Click Chemistry". Archived from the original on 2012-05-15. Retrieved 2012-06-05.

semanticscholar.org

api.semanticscholar.org

Wang, Xifan; Schmidt, Franziska; Hanaor, Dorian; Kamm, Paul H.; Li, Shuang; Gurlo, Aleksander (May 6, 2019). "Additive manufacturing of ceramics from preceramic polymers: A versatile stereolithographic approach assisted by thiol-ene click chemistry". Additive Manufacturing. 27: 80–90. arXiv:1905.02060. doi:10.1016/j.addma.2019.02.012. S2CID 104470679.
Tornoe, C. W.; Christensen, C.; Meldal, M. (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): 3057–3064. doi:10.1021/jo011148j. PMID 11975567. S2CID 11957672.
B. Stump (2022). "Click Bioconjugation: Modifying Proteins Using Click-Like Chemistry". ChemBioChem. 23 (16): e202200016. doi:10.1002/cbic.202200016. PMID 35491526. S2CID 248494718.
Carroll, G. T.; London, G.; Fernandez-Landaluce, T.; Rudolf, P.; Feringa, B. L. (2011). "Adhesion of Photon-Driven Molecular Motors to Surfaces via 1,3-Dipolar Cycloadditions: Effect of Interfacial Interactions on Molecular Motion" (PDF). ACS Nano. 5 (1): 622–630. doi:10.1021/nn102876j. PMID 21207983. S2CID 39105918.
Cañeque, Tatiana; Müller, Sebastian; Rodriguez, Raphaël (2018). "Visualizing biologically active small molecules in cells using click chemistry". Nature Reviews Chemistry. 2 (9): 202–215. doi:10.1038/s41570-018-0030-x. S2CID 91366817.
Dieterich; et al. (2007). "Labeling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino-acid tagging". Nature Protocols. 2 (3): 532–540. doi:10.1038/nprot.2007.52. PMID 17406607. S2CID 2833184.
Ilya A. Osterman; Alexey V. Ustinov; Denis V. Evdokimov; Vladimir A. Korshun; Petr V. Sergiev; Marina V. Serebryakova; Irina A. Demina; Maria A. Galyamina; Vadim M. Govorun; Olga A. Dontsova (January 2013). "A nascent proteome study combining click chemistry with 2DE" (PDF). Proteomics. 13 (1): 17–21. doi:10.1002/pmic.201200393. PMID 23161590. S2CID 9002232. Archived from the original (PDF) on 2015-06-30. Retrieved 2015-02-11.
London, Gábor; Chen, Kuang-Yen; Carroll, Gregory T.; Feringa, Ben L. (2013). "Towards Dynamic Control of Wettability by Using Functionalized Altitudinal Molecular Motors on Solid Surfaces". Chemistry: A European Journal. 19 (32): 10690–10697. doi:10.1002/chem.201300500. PMID 23784916. S2CID 5759186.

web.archive.org

Gregory C., Patton (November 8, 2004). "Development and Applications of Click Chemistry" (PDF). Department of Chemistry. College of Liberal Arts & Sciences, University of Illinois at Urbana-Champaign. Archived from the original (PDF) on 2010-07-09. {{cite journal}}: Cite journal requires |journal= (help)
Ilya A. Osterman; Alexey V. Ustinov; Denis V. Evdokimov; Vladimir A. Korshun; Petr V. Sergiev; Marina V. Serebryakova; Irina A. Demina; Maria A. Galyamina; Vadim M. Govorun; Olga A. Dontsova (January 2013). "A nascent proteome study combining click chemistry with 2DE" (PDF). Proteomics. 13 (1): 17–21. doi:10.1002/pmic.201200393. PMID 23161590. S2CID 9002232. Archived from the original (PDF) on 2015-06-30. Retrieved 2015-02-11.
"Click Chemistry". Archived from the original on 2012-05-15. Retrieved 2012-06-05.
"Integrated Diagnostics Licenses "Click Chemistry" from the Scripps Research Institute, Strengthening Partner Network". Archived from the original on 2012-04-30. Retrieved 2012-06-05.
"CYANDYE". 2018-10-03. Archived from the original on 3 October 2018. Retrieved 2022-03-21.

worldcat.org

search.worldcat.org

Rodionov, Valentin O.; Fokin, Valery V.; Finn, M. G. (2005-04-08). "Mechanism of the Ligand-Free CuI-Catalyzed Azide–Alkyne Cycloaddition Reaction". Angewandte Chemie International Edition. 44 (15): 2210–2215. doi:10.1002/anie.200461496. ISSN 1521-3773. PMID 15693051.
Iacobucci, Claudio; Reale, Samantha; Gal, Jean-François; De Angelis, Francesco (2015-03-02). "Dinuclear Copper Intermediates in Copper(I)-Catalyzed Azide–Alkyne Cycloaddition Directly Observed by Electrospray Ionization Mass Spectrometry". Angewandte Chemie International Edition. 54 (10): 3065–3068. doi:10.1002/anie.201410301. ISSN 1521-3773. PMID 25614295.
Özkılıç, Yılmaz; Tüzün, Nurcan Ş. (2016-08-22). "A DFT Study on the Binuclear CuAAC Reaction: Mechanism in Light of New Experiments". Organometallics. 35 (16): 2589–2599. doi:10.1021/acs.organomet.6b00279. ISSN 0276-7333.
Ziegler, Micah S.; Lakshmi, K. V.; Tilley, T. Don (2017-04-19). "Dicopper Cu(I)Cu(I) and Cu(I)Cu(II) Complexes in Copper-Catalyzed Azide–Alkyne Cycloaddition" (PDF). Journal of the American Chemical Society. 139 (15): 5378–5386. doi:10.1021/jacs.6b13261. ISSN 0002-7863. PMID 28394586.

xconomy.com

"Xconomy: Allozyne Licenses Scripps Chemistry". 2010-07-15.
"Xconomy: Aileron and Scripps Ink Deal". 2010-11-30.

youtube.com

Nobel Prize lecture: Barry Sharpless, Nobel Prize in Chemistry 2022, retrieved 2024-01-04