Non-canonical amino acids in protein engineering

Expanding the Genetic Code of Escherichia coli

Wang, L., Brock, A., Herberich, B., & Schultz, P. G. (2001) · Science · doi:10.1126/science.1060077 · Cited by 1,504

A General Method for Site-specific Incorporation of Unnatural Amino Acids into Proteins

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Selenomethionyl proteins produced for analysis by multiwavelength anomalous diffraction (MAD): a vehicle for direct determination of three‐dimensional structure.

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Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation

Kiick, K. L., Saxon, E., Tirrell, D. A., & Bertozzi, C. R. (2001) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.012583299 · Cited by 911

An Expanded Eukaryotic Genetic Code

Chin, J. W., Cropp, T. A., Anderson, J. C., Mukherji, M., Zhang, Z., & Schultz, P. G. (2003) · Science · doi:10.1126/science.1084772 · Cited by 820

Addition of a photocrosslinking amino acid to the genetic code of Escherichia coli

Chin, J. W., Martin, A., King, D., Wang, L., & Schultz, P. G. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.172226299 · Cited by 708

Cell Surface Labeling of Escherichia coli via Copper(I)-Catalyzed [3+2] Cycloaddition

Link, A. J., & Tirrell, D. A. (2003) · Journal of the American Chemical Society · doi:10.1021/ja036765z · Cited by 578

Addition of the keto functional group to the genetic code of Escherichia coli

Wang, L., Zhang, Z., Brock, A., & Schultz, P. G. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0234824100 · Cited by 356

Modern Separation Techniques for the Efficient Workup in Organic Synthesis

Tzschucke, C. C., Märkert, C., Bannwarth, W., Roller, S., Hebel, A., & Haag, R. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20021104)41:21 · Cited by 354

Biosynthesis by Escherichia coli of active altered proteins containing selenium instead of sulfur

Cowie, D. B., & Cohen, G. N. (1957) · Biochimica et Biophysica Acta · doi:10.1016/0006-3002(57)90003-3 · Cited by 290

Generation of a Bacterium with a 21 Amino Acid Genetic Code

Mehl, R. A., Anderson, J. C., Santoro, S. W., Wang, L., Martin, A., King, D., Horn, D. M., & Schultz, P. G. (2003) · Journal of the American Chemical Society · doi:10.1021/ja0284153 · Cited by 287

Site-specific incorporation of an unnatural amino acid into proteins in mammalian cells

Sakamoto, K. (2002) · Nucleic Acids Research · doi:10.1093/nar/gkf589 · Cited by 276

Biosynthetic site-specific incorporation of a non-natural amino acid into a polypeptide

Bain, J. D., Diala, E. S., Glabe, C. G., Dix, T. A., & Chamberlin, A. R. (1989) · Journal of the American Chemical Society · doi:10.1021/ja00202a052 · Cited by 250

Unnatural amino acids as probes of protein structure and function

Dougherty, D. D. (2000) · Current Opinion in Chemical Biology · doi:10.1016/s1367-5931(00)00148-4 · Cited by 243

Nicotinic Receptor Binding Site Probed with Unnatural Amino Acid Incorporation in Intact Cells

Nowak, M. W., Kearney, P. C., Sampson, Saks, M. E., Labarca, C. G., Silverman, S. K., Zhong, W., Thorson, J. S., Abelson, J. N., Davidson, N., et al. (1995) · Science · doi:10.1126/science.7716551 · Cited by 230

Incorporation of non-natural amino acids into proteins

Hohsaka, T., & Sisido, M. (2002) · Current Opinion in Chemical Biology · doi:10.1016/s1367-5931(02)00376-9 · Cited by 218

Expansion of the genetic code: Site‐directed p‐fluoro‐phenylalanine incorporation in Escherichia coli

Furter, R. (1998) · Protein Science · doi:10.1002/pro.5560070223 · Cited by 216

An efficient system for the evolution of aminoacyl-tRNA synthetase specificity

Santoro, S. W., Wang, L., Herberich, B., King, D., & Schultz, P. G. (2002) · Nature Biotechnology · doi:10.1038/nbt742 · Cited by 211

Expansion of the Genetic Code Enables Design of a Novel “Gold” Class of Green Fluorescent Proteins

Bae, J. H., Rubini, M., Jung, G., Wiegand, G., Seifert, M. H. J., Azim, M. K., Kim, J.-S., Zumbusch, A., Holak, T. A., Moroder, L., et al. (2003) · Journal of Molecular Biology · doi:10.1016/s0022-2836(03)00364-4 · Cited by 204

A New Strategy for the Site-Specific Modification of Proteins in Vivo

Zhang, Z., Smith, B. A. C., Wang, L., Brock, A., Cho, C., & Schultz, P. G. (2003) · Biochemistry · doi:10.1021/bi0300231 · Cited by 191

Enlarging the Amino Acid Set of Escherichia coli by Infiltration of the Valine Coding Pathway

Döring, V., Mootz, H. D., Nangle, L. A., Hendrickson, T. L., de Crécy‐Lagard, V., SCHIMMEL, P. R., & Marlière, P. (2001) · Science · doi:10.1126/science.1057718 · Cited by 183

Evolution of Nitrate Reductase: Molecular and Structural Variations on a Common Function

Stolz, J. F., & Basu, P. (2002) · ChemBioChem · doi:10.1002/1439-7633(20020301)3:2/3 · Cited by 171

Biosynthesis of a Highly Stable Coiled-Coil Protein Containing Hexafluoroleucine in an Engineered Bacterial Host

Tang, Y., & Tirrell, D. A. (2001) · Journal of the American Chemical Society · doi:10.1021/ja016652k · Cited by 170

Programmed Self-Sorting of Coiled Coils with Leucine and Hexafluoroleucine Cores

Bilgiçer, B., Xing, X., & Kumar, K. (2001) · Journal of the American Chemical Society · doi:10.1021/ja016767o · Cited by 169

A Coiled Coil with a Fluorous Core

Bilgiçer, B., Fichera, A., & Kumar, K. (2001) · Journal of the American Chemical Society · doi:10.1021/ja002961j · Cited by 164

Stabilization of Coiled-Coil Peptide Domains by Introduction of Trifluoroleucine

Tang, Y., Ghirlanda, G., Vaidehi, N., Kua, J., Mainz, D. T., Goddard, W. A., DeGrado, W. F., & Tirrell, D. A. (2001) · Biochemistry · doi:10.1021/bi0022588 · Cited by 164

Enhanced d -Amino Acid Incorporation into Protein by Modified Ribosomes

Dedkova, L. M., Fahmi, N. E., Golovine, S. Y., & Hecht, S. M. (2003) · Journal of the American Chemical Society · doi:10.1021/ja035141q · Cited by 157

A Designed Phenylalanyl-tRNA Synthetase Variant Allows Efficient in Vivo Incorporation of Aryl Ketone Functionality into Proteins

Datta, D., Wang, P., Carrico, I. S., Mayo, S. L., & Tirrell, D. A. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0177096 · Cited by 139

Backbone Mutations in Transmembrane Domains of a Ligand-Gated Ion Channel

England, P. M., Zhang, Y., Dougherty, D. A., & Lester, H. A. (1999) · Cell · doi:10.1016/s0092-8674(00)80962-9 · Cited by 137

Breaking the Degeneracy of the Genetic Code

Kwon, I., Kirshenbaum, K., & Tirrell, D. A. (2003) · Journal of the American Chemical Society · doi:10.1021/ja0350076 · Cited by 131

Expanding the genetic code: selection of efficient suppressors of four-base codons and identification of “shifty” four-base codons with a library approach in Escherichia coli11Edited by M. Gottesman

Magliery, T. J., Anderson, J. C., & Schultz, P. G. (2001) · Journal of Molecular Biology · doi:10.1006/jmbi.2001.4518 · Cited by 131

Substrate Specificity Is Determined by Amino Acid Binding Pocket Size in Escherichia coli Phenylalanyl-tRNA Synthetase

Ibba, M., Kast, P., & Hennecke, H. (1994) · Biochemistry · doi:10.1021/bi00189a013 · Cited by 129

Incorporation of Trifluoroisoleucine into Proteins in Vivo

Wang, P., Tang, Y., & Tirrell, D. A. (2003) · Journal of the American Chemical Society · doi:10.1021/ja0298287 · Cited by 129

A Method for the Generation of Glycoprotein Mimetics

Liu, H., Wang, L., Brock, A., Wong, C., & Schultz, P. G. (2003) · Journal of the American Chemical Society · doi:10.1021/ja029433n · Cited by 118

Adaptation of an Orthogonal Archaeal Leucyl-tRNA and Synthetase Pair for Four-base, Amber, and Opal Suppression

Anderson, J. C., & Schultz, P. G. (2003) · Biochemistry · doi:10.1021/bi034550w · Cited by 114

Unnatural Amino Acid Mutagenesis of Green Fluorescent Protein

Wang, L., Xie, J., Deniz, A. A., & Schultz, P. G. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo026570u · Cited by 109

Attenuation of the Editing Activity of theEscherichia coliLeucyl-tRNA Synthetase Allows Incorporation of Novel Amino Acids into Proteins in Vivo

Tang, Y., & Tirrell, D. A. (2002) · Biochemistry · doi:10.1021/bi026130x · Cited by 99

Efficient introduction of aryl bromide functionality into proteins in vivo

Sharma, N., Furter, R., Kast, P., & Tirrell, D. A. (2000) · FEBS Letters · doi:10.1016/s0014-5793(00)01120-0 · Cited by 99

Slow Exchange in the Chromophore of a Green Fluorescent Protein Variant

Seifert, M. H. J., Ksiazek, D., Azim, M. K., Smialowski, P., Budiša, N., & Holak, T. A. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0257725 · Cited by 95

Exploring the Limits of Codon and Anticodon Size

Anderson, J. C., Magliery, T. J., & Schultz, P. G. (2002) · Chemistry & Biology · doi:10.1016/s1074-5521(02)00094-7 · Cited by 88

Five-base codons for incorporation of nonnatural amino acids into proteins

Hohsaka, T. (2001) · Nucleic Acids Research · doi:10.1093/nar/29.17.3646 · Cited by 85

In Vitro Selection of mRNA Display Libraries Containing an Unnatural Amino Acid

Li, S., Millward, S. W., & Roberts, R. W. (2002) · Journal of the American Chemical Society · doi:10.1021/ja026789q · Cited by 79

Synthesis and thermodynamic characterization of self-sorting coiled coils

Bilgiçer, B., & Kumar, K. (2002) · Tetrahedron · doi:10.1016/s0040-4020(02)00260-0 · Cited by 74

Relaxing the substrate specificity of an aminoacyl‐tRNA synthetase allows in vitro and in vivo synthesis of proteins containing unnatural amino acids

Ibba, M., & Hennecke, H. (1995) · FEBS Letters · doi:10.1016/0014-5793(95)00408-2 · Cited by 72

Macrocyclic Hairpin Mimetics of the Cationic Antimicrobial Peptide Protegrin I: A New Family of Broad-Spectrum Antibiotics

Shankaramma, S. C., Athanassiou, Z., Zerbe, O., Moehle, K., Mouton, C., Bernardini, F., Vrijbloed, J. W., Obrecht, D., & Robinson, J. A. (2002) · ChemBioChem · doi:10.1002/1439-7633(20021104)3:11 · Cited by 70

Fluorescence Resonance Energy Transfer between Unnatural Amino Acids in a Structurally Modified Dihydrofolate Reductase

Anderson, R. D., Zhou, J., & Hecht, S. M. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0205939 · Cited by 65

Site-Specific Incorporation of Unnatural Amino Acids into Receptors Expressed in Mammalian Cells

Monahan, S. L., Lester, H. A., & Dougherty, D. A. (2003) · Chemistry & Biology · doi:10.1016/s1074-5521(03)00124-8 · Cited by 61

Position-Specific Incorporation of a Fluorophore−Quencher Pair into a Single Streptavidin through Orthogonal Four-Base Codon/Anticodon Pairs

Taki, M., Hohsaka, T., Murakami, H., Taira, K., & Sisido, M. (2002) · Journal of the American Chemical Society · doi:10.1021/ja017714+ · Cited by 60

Real-time and equilibrium 19 F-NMR studies reveal the role of domain–domain interactions in the folding of the chaperone PapD

Bann, J. G., Pinkner, J. S., Hultgren, S. J., & Frieden, C. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.022649599 · Cited by 59

Incorporation of β-selenolo[3,2-b]pyrrolyl-alanine into proteins for phase determination in protein X-ray crystallography

Bae, J. H., Alefelder, S., Kaiser, J. T., Friedrich, R., Moroder, L., Huber, R., & Budiša, N. (2001) · Journal of Molecular Biology · doi:10.1006/jmbi.2001.4699 · Cited by 46

Nickel-Catalyzed Generation of Schiff Base Aluminum Enolate Initiators for Controlled Methacrylate Polymerization

Cameron, P. A., Gibson, V. C., & Irvine, D. J. (2000) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20000616)39:12 · Cited by 43

Site-Specific Incorporation of (Aminooxy)acetic Acid into Proteins

Eisenhauer, B. M., & Hecht, S. M. (2002) · Biochemistry · doi:10.1021/bi020352d · Cited by 33

A Perturbed pKa at the Binding Site of the Nicotinic Acetylcholine Receptor: Implications for Nicotine Binding

Petersson, E. J., Choi, A., Dahan, D. S., Lester, H. A., & Dougherty, D. A. (2002) · Journal of the American Chemical Society · doi:10.1021/ja028206i · Cited by 32

In vitro selection for sense codon suppression

Frankel, A., & Roberts, R. W. (2003) · RNA · doi:10.1261/rna.5350303 · Cited by 30

Chemically Mediated Site-Specific Proteolysis. Alteration of Protein−Protein Interaction

Wang, B., Brown, K. C., Lodder, M., Craik, C. S., & Hecht, S. M. (2002) · Biochemistry · doi:10.1021/bi011762p · Cited by 24

Structure-based design of mutant Methanococcus jannaschii tyrosyl-tRNA synthetase for incorporation of O -methyl- l -tyrosine

Zhang, D., Vaidehi, N., Goddard, W. A., Danzer, J. F., & Debe, D. A. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.052150499 · Cited by 24

Nickel-Catalyzed Generation of Schiff Base Aluminum Enolate Initiators for Controlled Methacrylate Polymerization

Cameron, P. A., Gibson, V. C., & Irvine, D. J. (2000) · Angewandte Chemie · doi:10.1002/1521-3757(20000616)112:12 · Cited by 6

Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality

Sletten, E. M., & Bertozzi, C. R. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200900942 · Cited by 3,165

Adding New Chemistries to the Genetic Code

Liu, C. C., & Schultz, P. G. (2010) · Annual Review of Biochemistry · doi:10.1146/annurev.biochem.052308.105824 · Cited by 1,725

Chemistry in living systems

Prescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,473

Hydrogel biomaterials: A smart future?

Kopec̆ek, J. (2007) · Biomaterials · doi:10.1016/j.biomaterials.2007.07.044 · Cited by 1,004

Tetrazine-Based Cycloadditions: Application to Pretargeted Live Cell Imaging

Devaraj, N. K., Weissleder, R., & Hilderbrand, S. A. (2008) · Bioconjugate Chemistry · doi:10.1021/bc8004446 · Cited by 859

Protein Engineering mit nicht-kanonischen Aminosäuren

Hotz, N., Marzluf, T., & Wiltschi, B. (2012) · BIOspektrum · doi:10.1007/s12268-012-0146-3

Residue-specific incorporation of non-canonical amino acids into proteins: recent developments and applications

Johnson, J. A., Lu, Y. Y., Deventer, J. A. V., & Tirrell, D. A. (2010) · Current Opinion in Chemical Biology · doi:10.1016/j.cbpa.2010.09.013 · Cited by 331

From Multi-fluorinated DNA Polymerases to Insights into DNA Synthesis by NMR spectroscopy

Holzberger, B. (2012) · KOPS (University of Konstanz)

Residue-specific Incorporation of Noncanonical Amino Acids into Model Proteins Using an Escherichia coli Cell-free Transcription-translation System

Worst, E. G., Exner, M., Simone, A. D., Schenkelberger, M., Noireaux, V., Budiša, N., & Ott, A. (2016) · Journal of Visualized Experiments · doi:10.3791/54273 · Cited by 15

Incorporation of Non-Canonical Amino Acids into Proteins by Global Reassignment of Sense Codons

Fang, K. Y., Lieblich, S. A., & Tirrell, D. A. (2018) · Methods in molecular biology · doi:10.1007/978-1-4939-7893-9_13 · Cited by 14