Publications

           

117) Ramaraj, P. K.; Pol, M.; Scinto, S. L.; Jia, X.*; Fox, J. M.* Covalent Attachment of Functional Proteins to Microfiber Surfaces via a General Strategy for Site–Selective Tetrazine Ligation. ACS Appl. Mater. & Interfaces, 2024, https://doi.org/10.1021/acsami.4c12609.



116) Gao, H.; Pol, M.; Makara, C. A.; Song, J.; Zhang, H.; Zou, X.; Benson, J. M.; Burris, D. J.; Fox, J. M ; Jia, X.* "Bioorthogonal Tuning of Matrix Properties during 3D Cell Culture to Induce Morphological and Phenotypic Changes" Nat. Protoc., 2024, in press, DOI : 10.1038/s41596-024-01066-z.


115) Gao, H.; Zhang, T.; Langenstein, M. G.; Xie, W.; Udan, S.; Zhang, Z.; Saven, J. G.; Bai, S.; Pochan, D. J.; Fox, J. M. ; Jia, X.* "High Molecular Weight Protein–Like Semiflexible Chains via Bioorthogonal Polymerization of Coiled–Coil Peptides" Macromolecules, 2024, 57, 20, 9585–9594. DOI: 10.1021/acs.macromol.4c01866.



  1. 114)Devaraj, N.; Fox, J. M.; Lei, X.; Wang, Q. Next-Generation Organic Chemistry for Labeling and Imaging. J. Org. Chem. 2024, 89, 14609–14611.  DOI: 10.1021/acs.joc.4c023.

113) O’Brien, J. G. K.; Conway, L. P.; Ramaraj, P. K.; Jadhav, A. M.; Jin, J.; Dutra, J. K.; Evers, P.; Masoud, S. S.; Schupp, M.; Saridakis, I.; Chen, Y.; Maulide, N.; Pezacki, J. P.; am Ende, C. W.; Parker, C. G.; Fox, J. M. Mechanistic Differences between Linear vs. Spirocyclic Dialkyldiazirine Probes for Photoaffinity Labeling. Chem. Sci. 2024, 15, 15463–15473. DOI: 10.1039/D4SC04238G



112) Fang, Y.; Hillman, A.S.; Fox, J. M. Advances in the synthesis of bioorthogonal reagents—s-Tetrazines, 1,2,4-Triazines, Cyclooctynes, Heterocycloheptynes, and trans-Cyclooctenes. Top. Curr. Chem. 2024, 382, 15. https://doi.org/10.1007/s41061-024-00455-y. 

      


111) Hillman, A.S.; Hyland, S.N.; Wodzanowski, K.A.; Moore, D.L.; Ratna, S.; Jemas, A.; Sandles, L.M.; Chaya, T.; Ghosh, A.; Fox, J.M.; Grimes, C.L.; Minimalist Tetrazine N-Acetyl Muramic Acid Probes for Rapid and Efficient Labeling of Commensal and Pathogenic Peptidoglycans in Living Bacterial Culture and During Macrophage Invasion.  J. Am. Chem. Soc. 2024, 146, 6817–6829.

      


110) Xu, M.; Ma, X.; Pigga J.E.; Zhang H.; Wang, S.; Zhao, W.; Deng, H,; Wu, A. M,; Liu, R.; Wu, Z.; Fox, J. M.; Li, Z. Development of 18F-Labeled Hydrophilic trans-Cyclooctene as a Bioorthogonal Tool for PET Probe Construction. Chemical Communications 2023, 59, 14387. doi:10.1039/D3CC04212J

      


109) Tallon A, Xu Y, West G, am Ende C, Fox J. Thiomethyltetrazines are Reversible Covalent Cysteine Warheads whose Dynamic Behavior can be "Switched off” via Bioorthogonal Chemistry Inside Live Cells. J. Am. Chem. Soc. 2023, 145, 29, 16069–16080.

       https://pubs.acs.org/doi/10.1021/jacs.3c04444

     


108) Zou, X.; Zhang, H.; Benson, J. M.; Gao, H.; Burris, D. L.; Fox, J. M.; Jia, X.* "Modeling the Maturation of the Vocal Fold Lamina Propria Using a Bioorthogonally Tunable Hydrogel Platform" Adv. Healthc. Mater., 2023, DOI:10.1002/adhm.202301701


107)  Pol, M.; Gao, H.; Zhang, H.; George, O. J.; Fox, J. M.; Jia, X. "Dynamic Modulation of Matrix Adhesiveness Induces Epithelial–to–Mesenchymal Transition in Prostate Cancer Cells in 3D" Biomaterials, 2023, 299, 122180.

      https://doi.org/10.1016/j.biomaterials.2023.122180.


106) Rosenberger, J. E.; Xie, X.; Fang, Y.; Lyu, X.; Trout, W.; Dmitrenko, O.; Fox, J. M. Ligand-directed Photocatalysts and Far-red Light Enable Catalytic Bioorthogonal Uncaging inside Live Cells. J. Am. Chem. Soc. 2023, 145, 11, 6067–6078.

      https://doi.org/10.1021/jacs.2c10655


       


105) Song, J.; Gao, H; Zhang, H.; George, O. J.; Hillman, A. S.; Fox, J. M.; Jia, X. "Matrix Adhesiveness Regulates Myofibroblast Differentiation from Vocal Fold Fibroblasts in a Bio–orthogonally Cross-linked Hydrogel" ACS Appl. Mater. Interfaces, 2022, 14, 51669–51682, https://doi.org/10.1021/acsami.2c13852



104) Scinto, S. L.*; Reagle, T.; Fox, J. M.* “Affinity Bioorthogonal Chemistry (ABC) Tags for Site-selective Conjugation, On-resin Protein-Protein Coupling, and Purification of Protein Conjugates” Angew. Chem. Int. Edit. 2022, 61, e202207661.

       https://doi.org/10.1002/anie.202207661


       


103) George, O. J; Song, J.; Benson, J. M.; Fang, Y.; Zhang, H.; Burris, D. L.; Fox, J. M.*; Jia, X.* "Tunable Synthesis of Hydrogel Microfibers via Interfacial Tetrazine Ligation" Biomacromolecules, 2022, 23, 3017–3030. doi.org/10.1021/acs.biomac.2c00504.


102) Jemas, A.; Xie, Y.; Pigga, J. E.; Caplan, J. L.; am Ende, C. W.; Fox, J. M. Catalytic Activation of Bioorthogonal Chemistry with Light (CABL) Enables Rapid, Spatiotemporally-controlled Labeling and No-Wash, Subcellular 3D-Patterning in Live Cells using Long Wavelength Light.  J. Am. Chem. Soc. 2022, 144, 1647–1662. https://doi.org/10.1021/jacs.1c10390


        Highlighted in C&E News: https://t.co/hNT3VDZzqC

        Highlighted as a JACS Spotlight: https://pubs.acs.org/doi/10.1021/jacs.2c01203

        Highlighted in Nature Chemical Biology: https://doi.org/10.1038/s41589-022-00987-8

        Highlighted in Synfacts: DOI: 10.1055/s-0041-1738359       


       


101) Wang, C.; Zhang, H.; Zhang, T.; Zou, X.; Wang, H.; Rosenberger, J.; Vannam, R.; Trout, W.; Grimm, J. B.; Lavis, L. D.; Thorpe, C.; Jia, X.; Li, Z.; Fox, J.M.* Enabling in vivo Photocatalytic Activation of Rapid Bioorthogonal Chemistry by Repurposing Si-Rhodamine Fluorophores as Cytocompatible Far-Red Photocatalysts, J. Am. Chem. Soc. 2021, 143, 28, 10793–10803. https://doi.org/10.1021/jacs.1c05547


       


100) Scinto, S.; Bilodeau, D. A.; Hincapie, R.; Lee, W.; Nguyen, S. S.; Xu, M.; am Ende,  C. W.;  Finn, M. G.; Lang, K. Lin, Q.; Pezacki, J. P.; Prescher, J. A.; Robillard, M. S.; Fox, J. M.* Bioorthogonal Chemistry, Nature Reviews Methods Primers, 2021, 1, Article number: 30. https://doi.org/10.1038/s43586-021-00028-z


       


99) Pigga, J. E.; Rosenberger, J.; Jemas, A.; Boyd, S.; Dmitrenko, O.; Xie, Y.; Fox, J.. General, Divergent Platform for Diastereoselective Synthesis of trans-Cyclooctenes with High Reactivity and Favorable Physiochemical Properties, Angew. Chem. Int. Edit. 2021, 60, 14975-14980. https://doi.org/10.1002/anie.202101483


       


98) O’Brien, J. G. K., Jemas, A., Asare-Okai, P. N., am Ende, C. W.; Fox, J. M.* Probing the Mechanism of Photoaffinity Labeling by Dialkyldiazirines through Bioorthogonal Capture of Diazoalkanes. Org. Lett. 2020, 22, 9415-9420, doi:10.1021/acs.orglett.0c02714.


       


97) Ravikrishnan, A.; Zhang, H.; Fox, J. M.*; Jia, X.*  Core–Shell Microfibers via Bioorthogonal Layer-by-Layer Assembly.  ACS Macro Lett. 2020, 9, 1369–1375.  https://doi.org/10.1021/acsmacrolett.0c00515

  

       


  1. 96)Xie, Y.; Fang, Y.; Huang, Z.; Tallon, A; am Ende, C.; Fox, J.M. Divergent Synthesis of Monosubstituted and Unsymmetrical 3,6‐Disubstituted Tetrazines from Carboxylic Ester Precursors. Angew. Chem. Int. Ed. 2020, 59, 16967-16973, doi:10.1002/anie.202005569


       


95)  Feng, H.; Zhang, H.; Wang, M.; Vannam, R.; Wang, H.; Yan, X.; Ouyang, W.; Jia, X.; Fox, J. M.*; Li, Z.* Improving Tumor-to-Background Contrast Through Hydrophilic Tetrazines: The Construction of 18F Labeled PET Agents Targeting Non-Small Cell Lung Carcinoma Chem. Eur. J. 2020, 26, 4690-4694. https://doi.org/10.1002/chem.202000028


94)Lambert, W.; Fang, Y.; Mahapatra, S.; Huang, Z.; am Ende, C. W.; Fox, J. M. Installation of Minimal Tetrazines Through Silver-mediated Liebeskind-Srogl Coupling with Arylboronic Acids J. Am. Chem. Soc. 2019, 141, 17068-17074.  https://doi.org/10.1021/jacs.9b08677


       


  1. 93)Pigga, J. E.; Fox, J. M. Flow Photochemical Syntheses of trans-Cyclooctenes and trans-Cycloheptenes Driven by Metal Complexation Isr. J. Chem. 2019, 60, 207-218.

            https://doi.org/10.1002/ijch.201900085


Invited Review Article in a special issue honoring Professor Stephen L. Buchwald and John Hartwig on the occasion of the 2019 Wolf Prize


       




92) Scinto, S. L.; Ekanayake, O.; Sereviratne, U.; Pigga, J. E.; Boyd, S. J.; Taylor, M. T.; Liu, J.; am Ende, C. W.; Rozovsky, S.*; Fox, J. M.* Dual-Reactivity trans-Cyclooctenol Probes for Sulfenylation in Live Cells Enable Temporal Control via Bioorthogonal Quenching.  J. Am. Chem. Soc. 2019, 141, 10932-10937.  https://doi.org/10.1021/jacs.9b01164


       



91) Dicker, K. T.; Moore, A. C.; Garabedian, N. T.; Zhang, H.; Scinto, S. L.; Akins, R. E.; Burris, D. L.; Fox, J. M.*; Jia, X.* Spatial Patterning of Molecular Cues and Vascular Cells in Fully Integrated Hydrogel Channels via Interfacial Bioorthogonal Crosslinking. ACS Appl. Mater. Interfaces, 2019, 11, 16402-16411. DOI: 10.1021/acsami.9b04383


       


90) Fang, Y.; Judkins, J. C.; Boyd, S. J.; am Ende, C. W.; Rohlfing, K.; Huang, Z.; Xie, Y.; Johnson, D. S.; Fox, J. M. Studies on the Stability and Stabilization of trans-Cyclooctenes through Radical Inhibition and Silver (I) Metal Complexation Tetrahedron, 2019, 75, 4307-4317. https://doi.org/10.1016/j.tet.2019.05.038


Invited Contribution honoring Professor Stephen L. Buchwald on the occasion of the 2018 Tetrahedron Prize


       


89) Wang, M.; Vannam, R.; Lambert, W.; Xie, Y.; Wang, H.; Giglio, B.; Ma, X.; Wu, Z.; Fox, J. M.; Li, Z. Hydrophilic 18F-labeled trans-5-oxocene (oxoTCO) for efficient construction of PET agents with improved tumor-to-background ratios in neurotensin receptor (NTR) imaging.  Chemical Communications 2019, 55, 2485-2488, DOI: 10.1039/C8CC09747J



88) Liu, S.; Moore, A. C.; Zerdoum, A. B.; Zhang, H.; Scinto, S. L.; Zhang, H.; Gong, L.; Burris, D. L.; Rajasekaran, A. K.; Fox, J. M.; Jia, X. Cellular Interactions with Hydrogel Microfibers Synthesized via Interfacial Tetrazine Ligation. Biomaterials 2018. 180, 24-35. https://doi.org/10.1016/j.biomaterials.2018.06.042


       


87) Hao, Y.; Song, J.; Ravikrishnan, A.; Dicker, K. T.; Fowler, E. W.; Zerdoum, A. B.; Li, Y.; Zhang, H.; Rajasekaran, A. K.; Fox, J. M.; Jia, X. Rapid Bioorthogonal Chemistry Enables in Situ Modulation of Stem Cell Behavior in 3D without External Triggers. ACS Appl. Mater. Interfaces 2018, 10, 26016–26027 DOI: 10.1021/acsami.8b07632


       


86) Darko, A.; Boyd, S. J.; Fox, J. M. Large Scale Flow Photochemical Syntheses of Functionalized trans-Cyclooctenes Using Sulfonated Silica Gel.  Synthesis 2018 50, 4875-4882.


       


85) Dicker, K. T.; Song, J.; Moore, A.; Zhang, H.; Li, Y.; Burris, D. L.; Jia, X.; Fox, J. M.  Core Shell Patterning of Synthetic Hydrogels via Interfacial Bioorthogonal Chemistry for Spatial Control of Stem Cell Behavior Chemical Science 2018, 9, 5394-5404  DOI: 10.1039/C8SC00495A.


       


84) Smith, N.; Sawicki, L.; Rohlfing, K.; Kharkar, P. M.; Boyd, S. B.; Kloxin, A.; Fox, J. Fast, Irreversible Modification of Cysteines through Strain Releasing Conjugate Additions of Cyclopropenyl Ketones. Org. Biomol. Chem. 2018. 16, 2164-2169 .  DOI: 10.1039/C8OB00166A


       



83) Fang, Y.; Zhang, H.; Huang, Z.; Scinto, L.; Yang, J. C.; am Ende, C. W.; Dmitrenko, O.; Johnson, D.; S.; Fox, J. M.  Photochemical Syntheses, Transformations, and Bioorthogonal Chemistry of trans-Cycloheptene and Sila trans-Cycloheptene Ag(I) Complexes.  Chemical Science 2018, 9, 1953 - 1963.  DOI: 10.1039/C7SC04773H


       



82) O’Brien, J. G. K.; Chintala, S. R.; Fox, J. M.  Stereoselective Synthesis of Bicyclo[6.1.0]nonene Precursors of the Bioorthogonal Reagents s-TCO and BCN J. Org. Chem. 2018, 83, 7500–7503. DOI: 10.1021/acs.joc.7b02329. 

     

      Invited to Special Issue on 'Organic & Biocompatible Transformations in Aqueous Media' 


       


81) Lambert, W. D.; Scinto, L.; Dmitrenko, O.; Boyd, S. J.; Magboo, R.; Mehl, R. A.; Chin*, J. W.; Fox*, J. M.; Wallace*, S. Computationally guided discovery of a reactive, hydrophilic trans-5-oxocene dienophile for bioorthogonal labeling Org. Biomol. Chem. 2017, 15, 6640-6644.  doi: 10.1039/C7OB01707C


       



80)  Lamb, K. N., Squitieri, R. A., Chintala, S. R., Kwong, A. J., Balmond, E. I., Soldi, C., Dmytrenko, O., Reis, M. C., Chung, R., Addison, J. B., Fettinger, J. C., Hein, J. C., Tantillo, D. J.; Fox, J. M.*; Shaw, J. T.*  Synthesis of Benzodihydrofurans by Asymmetric C-H Insertion Reactions of Donor/Donor Carbenoids. Chem. Eur. J. 2017, 23, 11843-11855. doi:10.1002/chem.201701630


       



79) Zhang, H.; Trout, W. S.; Liu, S.; Andrade, G. A; Hudson, D. A.; Scinto, S. L.; Dicker, K. T.; Li, Y.; Lazouski, N.; Rosenthal, J.; Thorpe, C.; Jia, X.; Fox, J. M.  Rapid Bioorthogonal Chemistry Turn-on through Enzymatic or Long Wavelength Photocatalytic Activation of Tetrazine Ligation  J. Am. Chem. Soc. 2016, 138, pp 5978–5983.  DOI: 10.1021/jacs.6b02168


      * Highlighted in Chemical and Engineering News in their News of the Week section


       


78) Wang, M.; Svatunek, D.; Rohlfing, K.; Liu, Y.; Wang, H.; Giglio, B.; Yuan, H.; Wu, Z.; Li, Z., Fox, J. M. Conformationally Strained trans-Cyclooctene (sTCO) Enables the Rapid Construction of 18F-PET Probes via Tetrazine Ligation Theranostics 2016; 6, 887-895. doi:10.7150/thno.14742


       


77) Panish, R. A.; Chintala, S. R.; Fox, J. M. Mixed-Ligand Chiral Rhodium(II) Catalyst Enables the Enantioselective Total Synthesis of Piperarborenine B  2016  Angew. Chem. Int. Ed. 2016, 55, 4983-4987.  DOI: 10.1002/anie.201600766


      *Highlighted in Synfacts: DOI: 10.1055/s-0035-1562120


        


76) DeAngelis, A.; Panish, R.; Fox, J. M. Rh-Catalyzed Intermolecular Reactions of α-Alkyl-α-Diazo Carbonyl Compounds with Selectivity over β-Hydride Migration  Acc. Chem. Res., 2016, 49, 115–127.  DOI: 10.1021/acs.accounts.5b00425

     

        


  1. 75)Panish, R.; Selvaraj, R.; Fox, J. M. Rh(II)-Catalyzed Reactions of Diazoesters with

      Organozinc Reagents. Org. Lett. 2015, 17, 3978–3981. http://dx.doi.org/10.1021/acs.orglett.5b01836



       



74) Murrey, H. E.; Judkins, J. C.; am Ende, C. W.; Ballard, T. E.; Fang, Y.; Riccardi, K.; Di, L.; Guilmette, E. R.; Schwartz, J. W.; Fox, J. M.; Johnson, D. S. Systematic Evaluation of Bioorthogonal Reactions in Live Cells with Clickable HaloTag Ligands: Implications for Intracellular Imaging. J. Am. Chem. Soc. 2015, 137, 11461–11475.  http://dx.doi.org/10.1021/jacs.5b06847


       



73) Liu, S.; Zhang, H; Remy R. A.; Deng, F.; Mackay, M. E.; Fox, J. M.*; Jia, X.* Meter–Long Multiblock Copolymer Microfibers via Interfacial Bioorthogonal Polymerization Adv Mater, 2015, 27, 2783-90.  DOI: 10.1002/adma.201500360.


       


72) Taylor, M. T.; Fox, J. M. , Biosynthesis of the C15-acetogenin laurepoxide may involve bromine-induced skeletal rearrangement of a Δ4-oxocene precursor, Tetrahedron Lett., 2015, 56, 3560–3563. doi:10.1016/j.tetlet.2015.03.009


~Invited article in special issue dedicated to Howard Zimmerman


       



71) Selvaraj, R.; Giglio, B.; Liu, S.; Wang, H.; Wang, M.; Yuan, H.; Chintala, S. R.; Yap, L.-P.; Conti, P. S.; Fox, J. M.*; Li, Z.* Improved Metabolic Stability for 18F PET Probes Rapidly Constructed via Tetrazine trans-Cyclooctene Ligation Bioconjugate Chem. 2015, 26, 435–442.  DOI: 10.1021/acs.bioconjchem.5b00089


       



70) Selvaraj, R.; Chintala, S. R.; Taylor, M. T.; Fox, J. M. Org. Synth. 3-Hydroxymethyl-3-phenylcyclopropene.  2014, 91, 322-337.  DOI: 10.15227/orgsyn.091.0322



69) Darko, A.; Wallace, S.; Dmitrenko, O.; Machovina, M. M.; Mehl, R. A.; Chin, J. W.; Fox, J. M. Conformationally strained trans-cyclooctene with improved stability and excellent reactivity in tetrazine ligation Chemical Science 2014, 5, 3770. DOI: 10.1039/C4SC01348D


       


68)Zhang, H.; Dicker, K. T.; Xu, X.; Jia, X.; Fox, J. M. Interfacial Bioorthogonal Cross-Linking ACS Macro Letters 2014, 3, 727.  http://pubs.acs.org/doi/abs/10.1021/mz5002993


       


  1. 67)Fox, J. M.; Robillard, M.  In vivo chemistry - pushing the envelope  Curr. Opin. Chem. Biol. 2014, 21, v-viii.  http://www.sciencedirect.com/science/article/pii/S1367593114000982


66) Selvaraj, R.; Fox, J. M. An efficient and mild oxidant for the synthesis of s-tetrazines Tetrahedron Lett. 2014, 55, 4795–4797.   doi:10.1016/j.tetlet.2014.07.012



       



65) Selvaraj, R.; Fox, J. M. trans-Cyclooctene- a stable, voracious dienophile for bioorthogonal labeling Curr. Opin. Chem. Biol. 2013, 17, 753-760.   http://dx.doi.org/10.1016/j.cbpa.2013.07.031


       


64) Panish, R.; Chintala, S. R.; Boruta, D. T.; Fang, Y.; Taylor, M. T.; Fox, J. M., Enantioselective Synthesis of Cyclobutanes via Sequential Rh-catalyzed Bicyclobutanation/Cu-catalyzed Homoconjugate Addition. J. Am. Chem. Soc. 2013, 135, 9283-9286. DOI: 10.1021/ja403811t

       

       


63) Xie, X.; Fox, J. M., Diastereoselective Syntheses of Highly Substituted Methylenecyclopropanes via Copper- or Iron-Catalyzed Reactions of 1,2-Disubstituted 3-(Hydroxymethyl)cyclopropenes with Grignard Reagents. Synthesis 2013, 1807-14.  DOI: 10.1055/s-0033-1338876

   

        Invited article to a special issue dedicated to Scott Denmark

  

       


62)  Xie, X.; Fox, J.; Li, Y., Selective Syntheses of Δα,β and Δβ,γ Butenolides from Allylic Cyclopropenecarboxylates via Tandem Ring Expansion/[3,3]-Sigmatropic Rearrangements. Org. Lett. 2013, 15, 1500–1503 http://dx.doi.org/10.1021/ol400264a.


       


61)  Fisher, L. A.; Smith, N. J.; Fox, J. M. Chiral Cyclopropenyl Ketones— Reactive and Selective Diels-Alder Dienophiles J. Org. Chem. 2013, 78, 3342–3348.

       

       


  1. 60) Wu, Z., Liu, S., Hassink, M., Nair, I., Park, R., Li, L., Todorov, I., Fox, J. M., Li, Z., Shively, J. E., Conti, P. S., Kandeel, F. Development and Evaluation of 18F-TTCO-Cys40-Exendin-4: A novel PET probe for transplanted islets imaging Journal of Nuclear Medicine, 2013, 54, 244-251.

       

       


  1. 59)Liu, S., Hassink, M., Selvaraj, R., Yap, L.-P., Park, R., Wang, H., Chen, X., Fox, J., Li, Z., Conti, P.S. Efficient 18F labeling of cysteine containing peptides and proteins using the tetrazine-trans-cyclooctene ligation Molecular Imaging, 2013, 12, 121-8.


       




  1. 58) Tarwade, V.; Selvaraj, R.; Fox, J. M. Facially Selective Cu-Catalyzed Carbozincation of Cyclopropenes Using Arylzinc Reagents Formed by Sequential I/Mg/Zn Exchange.  J. Org. Chem. 2012, 77, 9900–9904.  


       


57)  DeAngelis, A.; Dmitrenko, O.; Fox, J. M.  Rh-Catalyzed Intermolecular Reactions of Cyclic α-Diazocarbonyl Compounds with Selectivity over Tertiary C–H Bond Migration J. Am. Chem. Soc., 2012, 134, 11035–11043 .

      

       


56) Lang, K.; Davis, L.; Wallace, S.; Mahesh, M.; Cox, D. J.; Blackman, M. L.; Fox, J. M.; Chin, J. W. Genetic encoding of bicyclononynes and trans-cyclooctenes for site-specific protein labeling in vitro and in live mammalian cells via fluorogenic Diels-Alder reactions. J. Am. Chem. Soc. 2012, 134, 10317-10320.


       


55) Hassink, M. D.; Fox, J. M. Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes  Synthesis, 2012, 44, 2843-2850. NIHMS387488, PMC3128944.


    Invited contribution to Special Topic Issue on the synthesis and chemistry of small rings


       


54) Boruta, D. T.; Dmitrenko, O.; Yap, G. P. A.; Fox, J. M. Rh2(S-PTTL)3TPA—a mixed-ligand dirhodium(II) catalyst for enantioselective reactions of α-alkyl-α-diazoesters.  Chemical Science, 2012, 3, 1589-1593

       


53) Seitchik, J. L; Peeler, J. C.; Taylor, M. T.; Blackman, M. L.; Rhoads, T. W.; Cooley, R. B.; Refakis, C.; Fox, J. M.; Mehl, R. A. Genetically Encoded Tetrazine Amino Acid Directs Rapid Site-Specific in Vivo Bioorthogonal Ligation with trans-Cyclooctenes.  J. Am. Chem. Soc., 2012, 134, 2898–2901.


       


52) D. S. Liu, A. Tangpeerachaikul, R. Selvaraj, M. T. Taylor, J. M. Fox, and A. Y. Ting.  Diels-Alder cycloaddition for fluorophore targeting to specific proteins inside living cells. J. Am. Chem. Soc. 2012, 134, 792-795.  

        



51) Royzen, M.; Taylor, M. T.; DeAngelis, A.; Fox, J. M.  “Total Synthesis of Hyacinthacine A2: Stereocontrolled 5-aza-cyclooctene Photoisomerization and Transannular Hydroamination with Planar-to-Point Chirality Transfer” Chemical Science 2011, 2, 2162.    


50) Taylor, M. T.; Blackman, M. L.; Dmitrenko, O.; Fox, J. M. “Design and Synthesis of Highly Reactive Dienophiles for the Tetrazine-trans-Cyclooctene Ligation” J. Am. Chem. Soc. 2011, 133, 9646–9649.


   


  1. 49)Selvaraj, R.; Liu, S.; Hassink, M.; Huang, C.-w.; Yap, L.-p.; Park, R.; Fox, J. M.; Li, Z.; Conti, P. S. “Tetrazine-trans-cyclooctene ligation for the rapid construction of integrin αvβ3 targeted PET tracer based on a cyclic RGD peptide” Bioorganic and Medicinal Chemistry Letters 2011, 21, 5011–5014. 


     Invited contribution in special issue in honor of Carolyn Bertozzi, Tetrahedron Young Investigator Award


      



  1. 48)Hassink, M.; Liu, X.; Fox, J. M. “Copper-catalyzed Synthesis of Allenoates from α- Substituted α- Diazoesters” Org. Lett. 2011, 13, 2388–2391.


    


  1. 47)DeAngelis, A.; Shurtleff, V. W.; Dmitrenko, O.; Fox, J. M. “Rhodium(II)-Catalyzed Enantioselective C-H Functionalization of Indoles” J. Am. Chem. Soc. 2011, 133, 1650. 


    


  1. 46)Dong, Z.; Bai, S.; Yap, G. P. A.; Fox, J. M.  “Interplay between Diamine Structure and Absolute Helicity in Ni-salen Metallofoldamers” Chem. Commun. 2011, 47, 3781-3783.


   


  1. 45)Li, Z.; Cai, H.; Hassink, M.; Blackman, M. L.; Brown, R. C. D.; Conti, P. S.; Fox, J. M. "Tetrazine-trans-Cyclooctene Ligation for the Rapid Construction of F-18 Labeled Probes” Chem. Commun. 2010, 46, 8043-8045.


   


  1. 44)Dong, Z.; Plampin, J. N. III; Yap, G. P. A.; Fox, J. M. ‘Minimalist Endgroups for Control of Absolute Helicity in Salen- and Salophen-based Metallofoldamers’ Org. Lett. 2010, 12, 4002–4005.   DOI: 10.1021/ol101583v

   


  1. 43)DeAngelis, A.; Boruta, D. T.; Lubin, J.-B.; Plampin, J. N. III, Fox, J. M. “The Chiral Crown Conformation in Paddlewheel Complexes” Chemical Communications 2010, 4541-4543.




42) Xie, X.; Yang, Z.; Fox, J. M. “Stereospecific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift" J. Org. Chem. 2010, 75, 3847–3850.  




  1. 41)Fisher, L. A.; Zhang, F.; Yap, G. P. A.; Fox, J. M. “Weak absolute helicity direction in Ni–salen by trans-cyclohexane-(1R,2R)-diamine” Inorg. Chim. Acta. 2010, 364, 259-260.



 

The Fox Group             Designing New Reactions for Chemical Biology

New Reactions for Biology

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Synthetic Methods