The genetic incorporation of thirteen novel non-canonical amino acids

Alfred Tuley, Yane-Shih Wang, Xinqiang Fang, Yadagiri Kurra, Yohannes H. Rezenom and Wenshe R. Liu

Chem. Commun., 2014, 50, 2673
DOI: 10.1039/C3CC49068H

Bioorthogonal chemistry: strategies and recent developments

Carlo P. Ramil and Qing Lin

Chem. Commun., 2013, 49, 11007
DOI: 10.1039/c3cc44272a

A genetically encoded aldehyde for rapid protein labelling

Alfred Tuley, Yan-Jiun Lee, Bo Wu, Zhiyong U. Wang and Wenshe R. Liu

Chem. Commun., 2014, 50, 7424
DOI: 10.1039/C4CC02000F

Rewriting the bacterial glycocalyx via Suzuki–Miyaura cross-coupling

Christopher D. Spicer and Benjamin G. Davis

Chem. Commun., 2013, 49, 2747
DOI: 10.1039/c3cc38824g

Designing logical codon reassignment – Expanding the chemistry in biology

Anaëlle Dumas, Lukas Lercher, Christopher D. Spicer and Benjamin G. Davis

Chem. Sci., 2015, 6, 50
DOI: 10.1039/C4SC01534G

Site-directed spin labelling of proteins by Suzuki–Miyaura coupling via a genetically encoded aryliodide amino acid

Anandi Kugele, Theresa Sophie Braun, Pia Widder, Lara Williams, Moritz Johannes Schmidt, Daniel Summerer and Malte Drescher

Chem. Commun., 2019, 55, 1923
DOI: 10.1039/C8CC09325C

Fluorogenic Diversification of Unprotected Bromotryptophan by Aqueous Mizoroki–Heck Cross‐Coupling

Hendrik Gruß, Clara Belu, Laura M. Bernhard, Arne Merschel and Norbert Sewald

Chemistry A European J, 2019, 25, 5880
DOI: 10.1002/chem.201900437

Arylierungschemie für die Biokonjugation

Chi Zhang, Ekaterina V. Vinogradova, Alexander M. Spokoyny, Stephen L. Buchwald and Bradley L. Pentelute

Angewandte Chemie, 2019, 131, 4860
DOI: 10.1002/ange.201806009

Efficient Reassignment of a Frequent Serine Codon in Wild-Type Escherichia coli

Joanne M. Ho, Noah M. Reynolds, Keith Rivera, Morgan Connolly, Li-Tao Guo, Jiqiang Ling, Darryl J. Pappin, George M. Church and Dieter Söll

ACS Synth. Biol., 2016, 5, 163
DOI: 10.1021/acssynbio.5b00197

A Genetically Encoded Allysine for the Synthesis of Proteins with Site‐Specific Lysine Dimethylation

Zhipeng A. Wang, Yu Zeng, Yadagiri Kurra, Xin Wang, Jeffery M. Tharp, Erol C. Vatansever, Willie W. Hsu, Susie Dai, Xinqiang Fang and Wenshe R. Liu

Angew Chem Int Ed, 2017, 56, 212
DOI: 10.1002/anie.201609452

Genetic Incorporation of Twelve meta-Substituted Phenylalanine Derivatives Using a Single Pyrrolysyl-tRNA Synthetase Mutant

Yane-Shih Wang, Xinqiang Fang, Hsueh-Ying Chen, Bo Wu, Zhiyong U. Wang, Christian Hilty and Wenshe R. Liu

ACS Chem. Biol., 2013, 8, 405
DOI: 10.1021/cb300512r

Palladium-Mediated Cell-Surface Labeling

Christopher D. Spicer, Therese Triemer and Benjamin G. Davis

J. Am. Chem. Soc., 2012, 134, 800
DOI: 10.1021/ja209352s

Structural Basis of Furan–Amino Acid Recognition by a Polyspecific Aminoacyl‐tRNA‐Synthetase and its Genetic Encoding in Human Cells

Moritz J. Schmidt, Annemarie Weber, Moritz Pott, Wolfram Welte and Daniel Summerer

ChemBioChem, 2014, 15, 1755
DOI: 10.1002/cbic.201402006

Two Rapid Catalyst-Free Click Reactions for In Vivo Protein Labeling of Genetically Encoded Strained Alkene/Alkyne Functionalities

Yadagiri Kurra, Keturah A. Odoi, Yan-Jiun Lee, Yanyan Yang, Tongxiang Lu, Steven E. Wheeler, Jessica Torres-Kolbus, Alexander Deiters and Wenshe R. Liu

Bioconjugate Chem., 2014, 25, 1730
DOI: 10.1021/bc500361d

A Rationally Designed Pyrrolysyl-tRNA Synthetase Mutant with a Broad Substrate Spectrum

Yane-Shih Wang, Xinqiang Fang, Ashley L. Wallace, Bo Wu and Wenshe R. Liu

J. Am. Chem. Soc., 2012, 134, 2950
DOI: 10.1021/ja211972x

Engineering Pyrrolysyl-tRNA Synthetase for the Incorporation of Non-Canonical Amino Acids with Smaller Side Chains

Nikolaj G. Koch, Peter Goettig, Juri Rappsilber and Nediljko Budisa

IJMS, 2021, 22, 11194
DOI: 10.3390/ijms222011194

The Impact of Hidden Structure on Aggregate Disassembly by Molecular Chaperones

Daniel Shoup, Andrew Roth, Jason Puchalla and Hays S. Rye

Front. Mol. Biosci., 2022, 9
DOI: 10.3389/fmolb.2022.915307

Selective chemical protein modification

Christopher D. Spicer and Benjamin G. Davis

Nat Commun, 2014, 5
DOI: 10.1038/ncomms5740

Expanding the Genetic Code for a Dinitrophenyl Hapten

Wei Ren, Ao Ji, Michael X. Wang and Hui‐wang Ai

ChemBioChem, 2015, 16, 2007
DOI: 10.1002/cbic.201500204

A Genetically Encoded Allysine for the Synthesis of Proteins with Site‐Specific Lysine Dimethylation

Zhipeng A. Wang, Yu Zeng, Yadagiri Kurra, Xin Wang, Jeffery M. Tharp, Erol C. Vatansever, Willie W. Hsu, Susie Dai, Xinqiang Fang and Wenshe R. Liu

Angewandte Chemie, 2017, 129, 218
DOI: 10.1002/ange.201609452

A robust platform streamlining aromatic noncanonical amino acid biosynthesis and genetic code expansion in Escherichia coli

Jingxuan Zhang, Keying Yu, Yali Xu, Wushuang Zhao, Yulian Li, Ying Wang, Florian P. Seebeck, Xiao-Hua Chen and Cangsong Liao

Nat Commun, 2025, 16
DOI: 10.1038/s41467-025-63679-6

Arylation Chemistry for Bioconjugation

Chi Zhang, Ekaterina V. Vinogradova, Alexander M. Spokoyny, Stephen L. Buchwald and Bradley L. Pentelute

Angew Chem Int Ed, 2019, 58, 4810
DOI: 10.1002/anie.201806009

Experimental challenges of sense codon reassignment: An innovative approach to genetic code expansion

Radha Krishnakumar and Jiqiang Ling

FEBS Letters, 2014, 588, 383
DOI: 10.1016/j.febslet.2013.11.039

Expanding the genetic code: In vivo approaches for incorporating non-proteinogenic monomers

Dongheon Lee, Suk Min Yun and Jong-il Choi

Journal of Microbiology, 2025, 63, e2501005
DOI: 10.71150/jm.2501005

Exploring the Substrate Range of Wild‐Type Aminoacyl‐tRNA Synthetases

Chenguang Fan, Joanne M. L. Ho, Napon Chirathivat, Dieter Söll and Yane‐Shih Wang

ChemBioChem, 2014, 15, 1805
DOI: 10.1002/cbic.201402083

Evolving the N‐Terminal Domain of Pyrrolysyl‐tRNA Synthetase for Improved Incorporation of Noncanonical Amino Acids

Vangmayee Sharma, Yu Zeng, W. Wesley Wang, Yuchen Qiao, Yadagiri Kurra and Wenshe R. Liu

ChemBioChem, 2018, 19, 26
DOI: 10.1002/cbic.201700268

Site-Specific Incorporation of Unnatural Amino Acids into Escherichia coli Recombinant Protein: Methodology Development and Recent Achievement

Sviatlana Smolskaya and Yaroslav Andreev

Biomolecules, 2019, 9, 255
DOI: 10.3390/biom9070255

Monitoring monomer-specific acyl–tRNA levels in cells with PARTI

Meghan A Pressimone, Carly K Schissel, Isabella H Goss, Cameron V Swenson and Alanna Schepartz

Nucleic Acids Research, 2025, 53
DOI: 10.1093/nar/gkaf327

Engineering posttranslational proofreading to discriminate nonstandard amino acids

Aditya M. Kunjapur, Devon A. Stork, Erkin Kuru, Oscar Vargas-Rodriguez, Matthieu Landon, Dieter Söll and George M. Church

Proc. Natl. Acad. Sci. U.S.A., 2018, 115, 619
DOI: 10.1073/pnas.1715137115

Expanding the substrate scope of pyrrolysyl-transfer RNA synthetase enzymes to include non-α-amino acids in vitro and in vivo

Riley Fricke, Cameron V. Swenson, Leah Tang Roe, Noah Xue Hamlish, Bhavana Shah, Zhongqi Zhang, Elise Ficaretta, Omer Ad, Sarah Smaga, Christine L. Gee, Abhishek Chatterjee and Alanna Schepartz

Nat. Chem., 2023, 15, 960
DOI: 10.1038/s41557-023-01224-y

Genetic Incorporation of Seven ortho-Substituted Phenylalanine Derivatives

Jeffery M. Tharp, Yane-Shih Wang, Yan-Jiun Lee, Yanyan Yang and Wenshe R. Liu

ACS Chem. Biol., 2014, 9, 884
DOI: 10.1021/cb400917a

Multiple Site‐Selective Insertions of Noncanonical Amino Acids into Sequence‐Repetitive Polypeptides

I‐Lin Wu, Melissa A. Patterson, Holly E. Carpenter Desai, Ryan A. Mehl, Gianluca Giorgi and Vincent P. Conticello

ChemBioChem, 2013, 14, 968
DOI: 10.1002/cbic.201300069

Stereochemical Basis for Engineered Pyrrolysyl-tRNA Synthetase and the Efficient in Vivo Incorporation of Structurally Divergent Non-native Amino Acids

Jeffrey K. Takimoto, Nikki Dellas, Joseph P. Noel and Lei Wang

ACS Chem. Biol., 2011, 6, 733
DOI: 10.1021/cb200057a

Palladium-Triggered Chemical Rescue of Intracellular Proteins via Genetically Encoded Allene-Caged Tyrosine

Jie Wang, Siqi Zheng, Yanjun Liu, Zhaoyue Zhang, Zhi Lin, Jiaofeng Li, Gong Zhang, Xin Wang, Jie Li and Peng R. Chen

J. Am. Chem. Soc., 2016, 138, 15118
DOI: 10.1021/jacs.6b08933

Update of the Pyrrolysyl-tRNA Synthetase/tRNA Pyl Pair and Derivatives for Genetic Code Expansion

Xuemei Gong, Haolin Zhang, Yue Shen, Xian Fu and Julie A. Maupin-Furlow

J Bacteriol, 2023, 205
DOI: 10.1128/jb.00385-22

Directed Evolution of Methanomethylophilus alvus Pyrrolysyl-tRNA Synthetase Generates a Hyperactive and Highly Selective Variant

Jonathan T. Fischer, Dieter Söll and Jeffery M. Tharp

Front. Mol. Biosci., 2022, 9
DOI: 10.3389/fmolb.2022.850613

Engineering a Polyspecific Pyrrolysyl-tRNA Synthetase by a High Throughput FACS Screen

Adrian Hohl, Ram Karan, Anastassja Akal, Dominik Renn, Xuechao Liu, Seema Ghorpade, Michael Groll, Magnus Rueping and Jörg Eppinger

Sci Rep, 2019, 9
DOI: 10.1038/s41598-019-48357-0

Pyrrolysyl-tRNA synthetase: An ordinary enzyme but an outstanding genetic code expansion tool

Wei Wan, Jeffery M. Tharp and Wenshe R. Liu

Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, 2014, 1844, 1059
DOI: 10.1016/j.bbapap.2014.03.002

Intracellular Catalysis with Selected Metal Complexes and Metallic Nanoparticles: Advances toward the Development of Catalytic Metallodrugs

Joan Josep Soldevila-Barreda and Nils Metzler-Nolte

Chem. Rev., 2019, 119, 829
DOI: 10.1021/acs.chemrev.8b00493

Pyrrolysine Amber Stop‐Codon Suppression: Development and Applications

Robin Brabham and Martin A. Fascione

ChemBioChem, 2017, 18, 1973
DOI: 10.1002/cbic.201700148

An Operationally Simple Aqueous Suzuki–Miyaura Cross-Coupling Reaction for an Undergraduate Organic Chemistry Laboratory

Alaina E. Hamilton, Audrey M. Buxton, Christopher J. Peeples and Justin M. Chalker

J. Chem. Educ., 2013, 90, 1509
DOI: 10.1021/ed4002333

Structural Basis for the Site-Specific Incorporation of Lysine Derivatives into Proteins

Veronika Flügel, Milan Vrabel, Sabine Schneider and Nediljko Budisa

PLoS ONE, 2014, 9, e96198
DOI: 10.1371/journal.pone.0096198

Structural Insights into Incorporation of Norbornene Amino Acids for Click Modification of Proteins

Sabine Schneider, Michael J. Gattner, Milan Vrabel, Veronika Flügel, Verónica López‐Carrillo, Stefan Prill and Thomas Carell

ChemBioChem, 2013, 14, 2114
DOI: 10.1002/cbic.201300435

Self‐Liganded Suzuki–Miyaura Coupling for Site‐Selective Protein PEGylation

Anaëlle Dumas, Christopher D. Spicer, Zhanghua Gao, Tsuyoshi Takehana, Yuya A. Lin, Tohru Yasukohchi and Benjamin G. Davis

Angewandte Chemie, 2013, 125, 4008
DOI: 10.1002/ange.201208626

Melamine and Melamine-Formaldehyde Polymers as Ligands for Palladium and Application to Suzuki–Miyaura Cross-Coupling Reactions in Sustainable Solvents

Grant A. Edwards, Mitchell A. Trafford, Alaina E. Hamilton, Audrey M. Buxton, Matthew C. Bardeaux and Justin M. Chalker

J. Org. Chem., 2014, 79, 2094
DOI: 10.1021/jo402799t

Pyrrolysine Aminoacyl-tRNA Synthetase as a Tool for Expanding the Genetic Code

Anastasia Dakhnevich, Alisa Kazakova, Danila Iliushin and Roman A. Ivanov

IJMS, 2025, 26, 539
DOI: 10.3390/ijms26020539

Recent advances in genetic code engineering in Escherichia coli

Michael Georg Hoesl and Nediljko Budisa

Current Opinion in Biotechnology, 2012, 23, 751
DOI: 10.1016/j.copbio.2011.12.027

Developments in the Field of Bioorthogonal Bond Forming Reactions—Past and Present Trends

Mathias King and Alain Wagner

Bioconjugate Chem., 2014, 25, 825
DOI: 10.1021/bc500028d

Ferritin Conjugates With Multiple Clickable Amino Acids Encoded by C-Terminal Engineered Pyrrolysyl-tRNA Synthetase

Yi-Hui Wang, Mu-Lung Jian, Pei-Jung Chen, Jo-Chu Tsou, Le P. Truong and Yane-Shih Wang

Front. Chem., 2021, 9
DOI: 10.3389/fchem.2021.779976

Pyrrolysyl‐tRNA synthetase variants reveal ancestral aminoacylation function

Jae-hyeong Ko, Yane-Shih Wang, Akiyoshi Nakamura, Li-Tao Guo, Dieter Söll and Takuya Umehara

FEBS Letters, 2013, 587, 3243
DOI: 10.1016/j.febslet.2013.08.018

Development of Host‐Orthogonal Genetic Systems for Synthetic Biology

Yang Zhang, Wentao Ding, Zhihui Wang, Huimin Zhao and Shuobo Shi

Advanced Biology, 2021, 5
DOI: 10.1002/adbi.202000252

An overview of chemo- and site-selectivity aspects in the chemical conjugation of proteins

Charlotte Sornay, Valentine Vaur, Alain Wagner and Guilhem Chaubet

R. Soc. open sci., 2022, 9
DOI: 10.1098/rsos.211563

Palladium-mediated chemistry in living cells

Sunay V Chankeshwara, Eugenio Indrigo and Mark Bradley

Current Opinion in Chemical Biology, 2014, 21, 128
DOI: 10.1016/j.cbpa.2014.07.007

An evolved pyrrolysyl-tRNA synthetase with polysubstrate specificity expands the toolbox for engineering enzymes with incorporation of noncanonical amino acids

Ke Liu, Ling Jiang, Shuang Ma, Zhongdi Song, Lun Wang, Qunfeng Zhang, Renhao Xu, Lirong Yang, Jianping Wu and Haoran Yu

Bioresour. Bioprocess., 2023, 10
DOI: 10.1186/s40643-023-00712-w

Machine Learning Enables Prediction of Pyrrolysyl-tRNA Synthetase Substrate Specificity

Qunfeng Zhang, Wenlong Zheng, Zhongdi Song, Qiang Zhang, Lirong Yang, Jianping Wu, Jianping Lin, Gang Xu and Haoran Yu

ACS Synth. Biol., 2023, 12, 2403
DOI: 10.1021/acssynbio.3c00225

Synthesis and Explosion Hazards of 4-Azido-l-phenylalanine

Mark B. Richardson, Derek B. Brown, Carlos A. Vasquez, Joseph W. Ziller, Kevin M. Johnston and Gregory A. Weiss

J. Org. Chem., 2018, 83, 4525
DOI: 10.1021/acs.joc.8b00270

Expanding the genetic code: Strategies for noncanonical amino acid incorporation in biopolymer

Donghyeon Kim, Doeon Sung and Jeong Wook Lee

Bioresource Technology, 2025, 432, 132691
DOI: 10.1016/j.biortech.2025.132691

Nonsense and Sense Suppression Abilities of Original and Derivative Methanosarcina mazei Pyrrolysyl-tRNA Synthetase-tRNAPyl Pairs in the Escherichia coli BL21(DE3) Cell Strain

Keturah A. Odoi, Ying Huang, Yohannes H. Rezenom, Wenshe R. Liu and Lennart Randau

PLoS ONE, 2013, 8, e57035
DOI: 10.1371/journal.pone.0057035

Computational Aminoacyl-tRNA Synthetase Library Design for Photocaged Tyrosine

Tobias Baumann, Matthias Hauf, Florian Richter, Suki Albers, Andreas Möglich, Zoya Ignatova and Nediljko Budisa

IJMS, 2019, 20, 2343
DOI: 10.3390/ijms20092343

Self‐Liganded Suzuki–Miyaura Coupling for Site‐Selective Protein PEGylation

Anaëlle Dumas, Christopher D. Spicer, Zhanghua Gao, Tsuyoshi Takehana, Yuya A. Lin, Tohru Yasukohchi and Benjamin G. Davis

Angew Chem Int Ed, 2013, 52, 3916
DOI: 10.1002/anie.201208626

Noncanonical Amino Acid Tools and Their Application to Membrane Protein Studies

Chiara De Faveri, Jordan M. Mattheisen, Thomas P. Sakmar and Irene Coin

Chem. Rev., 2024, 124, 12498
DOI: 10.1021/acs.chemrev.4c00181

A Semi-Rationally Engineered Bacterial Pyrrolysyl-tRNA Synthetase Genetically Encodes Phenyl Azide Chemistry

Patrik Fladischer, Alexandra Weingartner, Johannes Blamauer, Barbara Darnhofer, Ruth Birner-Gruenberger, Tsvetan Kardashliev, Anna Joelle Ruff, Ulrich Schwaneberg and Birgit Wiltschi

Biotechnol. J., 2019, 14, 1800125
DOI: 10.1002/biot.201800125

Catalyst‐Free and Site‐Specific One‐Pot Dual‐Labeling of a Protein Directed by Two Genetically Incorporated Noncanonical Amino Acids

Bo Wu, Zhiyong Wang, Ying Huang and Wenshe R. Liu

ChemBioChem, 2012, 13, 1405
DOI: 10.1002/cbic.201200281

The pyrrolysine translational machinery as a genetic-code expansion tool

Tomasz Fekner and Michael K Chan

Current Opinion in Chemical Biology, 2011, 15, 387
DOI: 10.1016/j.cbpa.2011.03.007

Genetic Code Expansion: Inception, Development, Commercialization

Miglena Manandhar, Eugene Chun and Floyd E. Romesberg

J. Am. Chem. Soc., 2021, 143, 4859
DOI: 10.1021/jacs.0c11938

Cracking the Code: Reprogramming the Genetic Script in Prokaryotes and Eukaryotes to Harness the Power of Noncanonical Amino Acids

Cosimo Jann, Sabrina Giofré, Rajanya Bhattacharjee and Edward A. Lemke

Chem. Rev., 2024, 124, 10281
DOI: 10.1021/acs.chemrev.3c00878

Engineering Pyrrolysine Systems for Genetic Code Expansion and Reprogramming

Daniel L. Dunkelmann and Jason W. Chin

Chem. Rev., 2024, 124, 11008
DOI: 10.1021/acs.chemrev.4c00243