A RaPID way to discover nonstandard macrocyclic peptide modulators of drug targets

Toby Passioura and Hiroaki Suga

Chem. Commun., 2017, 53, 1931
DOI: 10.1039/C6CC06951G

Selective thiazoline peptide cyclisation compatible with mRNA display and efficient synthesis

Minglong Liu, Richard Morewood, Ryoji Yoshisada, Mirte N. Pascha, Antonius J. P. Hopstaken, Eliza Tarcoveanu, David A. Poole, Cornelis A. M. de Haan, Christoph Nitsche and Seino A. K. Jongkees

Chem. Sci., 2023, 14, 10561
DOI: 10.1039/D3SC03117A

Synthesis of bicyclic organo-peptide hybrids via oxime/intein-mediated macrocyclization followed by disulfide bond formation

Jessica M. Smith, Nicholas C. Hill, Peter J. Krasniak and Rudi Fasan

Org. Biomol. Chem., 2014, 12, 1135
DOI: 10.1039/C3OB42222D

Cyclic peptides target the aromatic cage of a PHD-finger reader domain to modulate epigenetic protein function

Oliver D. Coleman, Jessica Macdonald, Ben Thomson, Jennifer A. Ward, Christopher J. Stubbs, Tom E. McAllister, Shane Clark, Siddique Amin, Yimang Cao, Martine I. Abboud, Yijia Zhang, Hitesh Sanganee, Kilian V. M. Huber, Tim D. W. Claridge and Akane Kawamura

Chem. Sci., 2023, 14, 7136
DOI: 10.1039/D2SC05944D

Display selection of peptide ligands for helical aromatic foldamers

Lingfei Wang, Joseph M. Rogers, Simon J. Dawson, Line M. Langhorn, Ryan T. Howard, Sunbum Kwon, Céline Douat, Hiroaki Suga and Ivan Huc

Org. Biomol. Chem., 2025, 23, 4641
DOI: 10.1039/D5OB00228A

Tandem Wittig/Diels–Alder diversification of genetically encoded peptide libraries

Vivian Triana and Ratmir Derda

Org. Biomol. Chem., 2017, 15, 7869
DOI: 10.1039/C7OB01635B

Linker-free incorporation of carbohydrates into in vitro displayed macrocyclic peptides

S. A. K. Jongkees, S. Umemoto and H. Suga

Chem. Sci., 2017, 8, 1474
DOI: 10.1039/C6SC04381J

Ribosomal incorporation of N-acetyl-3,5-bis(chloromethyl)benzylthio-l-alanine for developing an mRNA-displayed bicyclic peptide library cyclized via 1,3,5-tris(methyl)benzene

Maolin Li, Haipeng Yu, Jie Cheng, Wenfeng Cai, Youming Zhang and Yizhen Yin

Org. Biomol. Chem., 2025, 23, 9839
DOI: 10.1039/D5OB00693G

Bridged bicyclic peptides as potential drug scaffolds: synthesis, structure, protein binding and stability

Marco Bartoloni, Xian Jin, Maria José Marcaida, João Banha, Ivan Dibonaventura, Swathi Bongoni, Kathrin Bartho, Olivia Gräbner, Michael Sefkow, Tamis Darbre and Jean-Louis Reymond

Chem. Sci., 2015, 6, 5473
DOI: 10.1039/C5SC01699A

Small and Simple, yet Sturdy: Conformationally Constrained Peptides with Remarkable Properties

Krištof Bozovičar and Tomaž Bratkovič

IJMS, 2021, 22, 1611
DOI: 10.3390/ijms22041611

In Vitro Selection of Macrocyclic α/β3-Peptides against Human EGFR

Risa Wakabayashi, Marina Kawai, Takayuki Katoh and Hiroaki Suga

J. Am. Chem. Soc., 2022, 144, 18504
DOI: 10.1021/jacs.2c07624

Construction and screening of vast libraries of natural product-like macrocyclic peptides using in vitro display technologies

Nasir K Bashiruddin and Hiroaki Suga

Current Opinion in Chemical Biology, 2015, 24, 131
DOI: 10.1016/j.cbpa.2014.11.011

Biphenyl-dihydrothiazole-cyclized peptide libraries for peptide ligand and drug discovery

Junjie Liu, Xiangnan Sun, Jie Zhuang, Ziyan Liu, Chaoying Xu, Dalei Wu and Chuanliu Wu

Sci. China Chem., 2025, 68, 1434
DOI: 10.1007/s11426-024-2291-x

Non‐Canonical Amino Acids for Engineering Peptides and Proteins with new Functions

Kelly Zhi Qi Zhou and Richard Obexer

Israel Journal of Chemistry, 2024
DOI: 10.1002/ijch.202400006

Suppression of Formylation Provides an Alternative Approach to Vacant Codon Creation in Bacterial In Vitro Translation

Minglong Liu, Vito Thijssen and Seino A. K. Jongkees

Angewandte Chemie, 2020, 132, 22054
DOI: 10.1002/ange.202003779

Expanding the Chemical Diversity of Genetically Encoded Libraries

Sabrina E. Iskandar, Victoria A. Haberman and Albert A. Bowers

ACS Comb. Sci., 2020, 22, 712
DOI: 10.1021/acscombsci.0c00179

Inhibition of H1 and H5 Influenza A Virus Entry by Diverse Macrocyclic Peptides Targeting the Hemagglutinin Stem Region

Mirte N. Pascha, Vito Thijssen, Julia E. Egido, Mirte W. Linthorst, Jipke H. van Lanen, David A. A. van Dongen, Antonius J. P. Hopstaken, Frank J. M. van Kuppeveld, Joost Snijder, Cornelis A. M. de Haan and Seino A. K. Jongkees

ACS Chem. Biol., 2022, 17, 2425
DOI: 10.1021/acschembio.2c00040

Chemical and Ribosomal Synthesis of Topologically Controlled Bicyclic and Tricyclic Peptide Scaffolds Primed by Selenoether Formation

Yizhen Yin, Qianran Fei, Weidong Liu, Zhuoru Li, Hiroaki Suga and Chuanliu Wu

Angew Chem Int Ed, 2019, 58, 4880
DOI: 10.1002/anie.201813827

Ribosome-mediated synthesis of natural product-like peptides via cell-free translation

Rumit Maini, Shiori Umemoto and Hiroaki Suga

Current Opinion in Chemical Biology, 2016, 34, 44
DOI: 10.1016/j.cbpa.2016.06.006

A Fluorescent Imaging Probe Based on a Macrocyclic Scaffold That Binds to Cellular EpCAM

Kazuhiro Iwasaki, Yuki Goto, Takayuki Katoh, Taro Yamashita, Shuichi Kaneko and Hiroaki Suga

J Mol Evol, 2015, 81, 210
DOI: 10.1007/s00239-015-9710-z

Suppression of Formylation Provides an Alternative Approach to Vacant Codon Creation in Bacterial In Vitro Translation

Minglong Liu, Vito Thijssen and Seino A. K. Jongkees

Angew Chem Int Ed, 2020, 59, 21870
DOI: 10.1002/anie.202003779

p‐Chloropropynyl Phenylalanine, a Versatile Non‐Canonical Amino Acid for Co‐Translational Peptide Macrocyclization and Side Chain Diversification

H. Estheban Osorio Franco, Anthony V. Le, Nathan Y. Chang and Matthew C. T. Hartman

ChemBioChem, 2023, 24
DOI: 10.1002/cbic.202300020

Bioinspired Strategy for the Ribosomal Synthesis of Thioether-Bridged Macrocyclic Peptides in Bacteria

Nina Bionda, Abby L. Cryan and Rudi Fasan

ACS Chem. Biol., 2014, 9, 2008
DOI: 10.1021/cb500311k

Towards Tuneable Retaining Glycosidase‐Inhibiting Peptides by Mimicry of a Plant Flavonol Warhead

Ryoji Yoshisada, Lieke van Gijzel and Seino A. K. Jongkees

ChemBioChem, 2017, 18, 2333
DOI: 10.1002/cbic.201700457

Post-translational backbone-acyl shift yields natural product-like peptides bearing hydroxyhydrocarbon units

Tomohiro Kuroda, Yichao Huang, Soichiro Nishio, Yuki Goto and Hiroaki Suga

Nat. Chem., 2022, 14, 1413
DOI: 10.1038/s41557-022-01065-1

Substrates and Cyclic Peptide Inhibitors of the Oligonucleotide‐Activated Sirtuin 7**

Julie E. Bolding, Alexander L. Nielsen, Iben Jensen, Tobias N. Hansen, Line A. Ryberg, Samuel T. Jameson, Pernille Harris, Günther H. J. Peters, John M. Denu, Joseph M. Rogers and Christian A. Olsen

Angew Chem Int Ed, 2023, 62
DOI: 10.1002/anie.202314597

Chemical and Ribosomal Synthesis of Topologically Controlled Bicyclic and Tricyclic Peptide Scaffolds Primed by Selenoether Formation

Yizhen Yin, Qianran Fei, Weidong Liu, Zhuoru Li, Hiroaki Suga and Chuanliu Wu

Angewandte Chemie, 2019, 131, 4934
DOI: 10.1002/ange.201813827

Macrocycles as protein–protein interaction inhibitors

Patrick G. Dougherty, Ziqing Qian and Dehua Pei

Biochemical Journal, 2017, 474, 1109
DOI: 10.1042/BCJ20160619

De novo discovery of bicyclic cysteine-rich peptides targeting gasdermin D

Choi Yi Li, Yin Sun, Alexander A. Vinogradov and Hiroaki Suga

Proc. Natl. Acad. Sci. U.S.A., 2026, 123
DOI: 10.1073/pnas.2516051123

A Macrocyclic Peptide that Serves as a Cocrystallization Ligand and Inhibits the Function of a MATE Family Transporter

Christopher Hipolito, Yoshiki Tanaka, Takayuki Katoh, Osamu Nureki and Hiroaki Suga

Molecules, 2013, 18, 10514
DOI: 10.3390/molecules180910514

Max‐Bergmann award lecture:A RaPID way to discover bioactive nonstandard peptides assisted by the flexizyme and FIT systems

Hiroaki Suga

Journal of Peptide Science, 2018, 24
DOI: 10.1002/psc.3055

Understanding Cell Penetration of Cyclic Peptides

Patrick G. Dougherty, Ashweta Sahni and Dehua Pei

Chem. Rev., 2019, 119, 10241
DOI: 10.1021/acs.chemrev.9b00008

Technologies for the Synthesis of mRNA-Encoding Libraries and Discovery of Bioactive Natural Product-Inspired Non-Traditional Macrocyclic Peptides

Kenichiro Ito, Toby Passioura and Hiroaki Suga

Molecules, 2013, 18, 3502
DOI: 10.3390/molecules18033502

From Transient to Stable: Incorporating Electrophiles in Genetically-Encoded and DNA-Encoded Libraries of Peptide-Derived Macrocycles

James H. Walker, Kejia Yan and Ratmir Derda

Biochemistry, 2026, 65, 149
DOI: 10.1021/acs.biochem.5c00646

Oligonucleotide-mediated tRNA sequestration enables one-pot sense codon reassignment in vitro

Zhenling Cui, Yue Wu, Sergey Mureev and Kirill Alexandrov

Nucleic Acids Research, 2018, 46, 6387
DOI: 10.1093/nar/gky365

Library and post-translational modifications of peptide-based display systems

Hanna Dotter, Melanie Boll, Matthias Eder and Ann-Christin Eder

Biotechnology Advances, 2021, 47, 107699
DOI: 10.1016/j.biotechadv.2021.107699

An Efficient, Site‐Selective and Spontaneous Peptide Macrocyclisation During in vitro Translation

Minglong Liu, Ryoji Yoshisada, Avand Amedi, Antonius J. P. Hopstaken, Mirte N. Pascha, Cornelis A. M. de Haan, Daan P. Geerke, David A. Poole and Seino A. K. Jongkees

Chemistry A European J, 2023, 29
DOI: 10.1002/chem.202203923

RNA Display Methods for the Discovery of Bioactive Macrocycles

Yichao Huang, Mareike Margarete Wiedmann and Hiroaki Suga

Chem. Rev., 2019, 119, 10360
DOI: 10.1021/acs.chemrev.8b00430

Rapid Discovery of Potent and Selective Glycosidase-Inhibiting De Novo Peptides

Seino A.K. Jongkees, Sami Caner, Christina Tysoe, Gary D. Brayer, Stephen G. Withers and Hiroaki Suga

Cell Chemical Biology, 2017, 24, 381
DOI: 10.1016/j.chembiol.2017.02.001

Artificial In Vitro Biosynthesis Systems for the Development of Pseudo-Natural Products

Yuki Goto and Hiroaki Suga

Bulletin of the Chemical Society of Japan, 2018, 91, 410
DOI: 10.1246/bcsj.20170379

A Macrocyclic Peptide Library with a Structurally Constrained Cyclopropane‐containing Building Block Leads to Thiol‐independent Inhibitors of Phosphoglycerate Mutase

Rika Okuma, Tomoki Kuwahara, Takafumi Yoshikane, Mizuki Watanabe, Patricia Dranchak, James Inglese, Satoshi Shuto, Yuki Goto and Hiroaki Suga

Chemistry An Asian Journal, 2020, 15, 2631
DOI: 10.1002/asia.202000700

The RaPID Platform for the Discovery of Pseudo-Natural Macrocyclic Peptides

Yuki Goto and Hiroaki Suga

Acc. Chem. Res., 2021, 54, 3604
DOI: 10.1021/acs.accounts.1c00391

Synthesis of fused tricyclic peptides using a reprogrammed translation system and chemical modification

Nasir Kato Bashiruddin, Masanobu Nagano and Hiroaki Suga

Bioorganic Chemistry, 2015, 61, 45
DOI: 10.1016/j.bioorg.2015.06.002

Mixed Stereochemistry Macrocycle Acts as a Helix-Stabilizing Peptide N-Cap

Fabian Hink, Julen Aduriz-Arrizabalaga, Xabier Lopez, Hiroaki Suga, David De Sancho and Joseph M. Rogers

J. Am. Chem. Soc., 2024, 146, 24348
DOI: 10.1021/jacs.4c05378

Diverse thioether macrocyclized peptides through a radical SAM maturase

Karsten A. S. Eastman, Andrew G. Roberts and Vahe Bandarian

Proc. Natl. Acad. Sci. U.S.A., 2025, 122
DOI: 10.1073/pnas.2512563122

In Vitro Selection of Macrocyclic d/l-Hybrid Peptides against Human EGFR

Sayaka Imanishi, Takayuki Katoh, Yizhen Yin, Mituhiro Yamada, Marina Kawai and Hiroaki Suga

J. Am. Chem. Soc., 2021, 143, 5680
DOI: 10.1021/jacs.1c02593

Genetically Encoded Libraries of Nonstandard Peptides

Takashi Kawakami and Hiroshi Murakami

Journal of Nucleic Acids, 2012, 2012, 1
DOI: 10.1155/2012/713510

Protein cocrystallization molecules originating from in vitro selected macrocyclic peptides

Christopher J Hipolito, Nasir K Bashiruddin and Hiroaki Suga

Current Opinion in Structural Biology, 2014, 26, 24
DOI: 10.1016/j.sbi.2014.03.001

Substrates and Cyclic Peptide Inhibitors of the Oligonucleotide‐Activated Sirtuin 7**

Julie E. Bolding, Alexander L. Nielsen, Iben Jensen, Tobias N. Hansen, Line A. Ryberg, Samuel T. Jameson, Pernille Harris, Günther H. J. Peters, John M. Denu, Joseph M. Rogers and Christian A. Olsen

Angewandte Chemie, 2023, 135
DOI: 10.1002/ange.202314597

Systematic Determination of the Impact of Structural Edits on Peptide Accumulation into Mycobacteria

Rachita Dash, Zichen Liu, Irene Lepori, Mahendra D. Chordia, Karl Ocius, Kadie Holsinger, Han Zhang, Ryan Kenyon, Wonpil Im, M. Sloan Siegrist and Marcos M. Pires

ACS Chem. Biol., 2025, 20, 1962
DOI: 10.1021/acschembio.5c00330

Design, synthesis, and diversification of ribosomally derived peptide macrocycles

John R. Frost, Jessica M. Smith and Rudi Fasan

Current Opinion in Structural Biology, 2013, 23, 571
DOI: 10.1016/j.sbi.2013.06.015

Ribosomal Synthesis of Natural‐Product‐Like Bicyclic Peptides in Escherichia coli

Nina Bionda and Rudi Fasan

ChemBioChem, 2015, 16, 2011
DOI: 10.1002/cbic.201500179