General approach to the synthesis of short .alpha.-helical peptides

Cited by (313)

Items 101–200 of 313

1. End-capped α-helices as modulators of protein function
   Mahon, Andrew B., Arora, Paramjit S. · 2012 · Drug Discovery Today: Technologies
2. Amphipathic α-Helix Mimetics Based on a 1,2-Diphenylacetylene Scaffold
   Kwan‐Young Jung, Kenno Vanommeslaeghe, Maryanna E. Lanning · 2013 · Organic Letters
3. Peptide Recognition: Encapsulation and α‐Helical Folding of a Nine‐Residue Peptide within a Hydrophobic Dimeric Capsule of a Bowl‐Shaped Host
   Shohei Tashiro, Masahide Tominaga, Yoshiki Yamaguchi · 2006 · Chemistry - A European Journal
4. Rational design of stapled antimicrobial peptides
   Yuhao You, Hongyu Liu, Youzhuo Zhu, Heng Zheng · 2023 · Amino Acids
5. Methylation specific targeting of a chromatin remodeling complex from sponges to humans
   Jason M. Cramer, Deborah Pohlmann, Fernando Gómez, Leslie Mark, Benjamin Kornegay, Chelsea P. Hall, Edhriz Siraliev-Perez, Ninad M. Walavalkar, M. Jeannette Sperlazza, Stephanie M. Bilinovich et al. · 2017 · Scientific Reports
6. Acetone‐Linked Peptides: A Convergent Approach for Peptide Macrocyclization and Labeling
   Naila Assem, David J. Ferreira, Dennis W. Wolan · 2015 · Angewandte Chemie
7. Tackling Undruggable Targets with Designer Peptidomimetics and Synthetic Biologics
   Colin Swenson, Gunasheil Mandava, Deborah M. Thomas, Raymond E. Moellering · 2024 · Chemical Reviews
8. Assessing the Efficacy of Mdm2/Mdm4-Inhibiting Stapled Peptides Using Cellular Thermal Shift Assays
   Ban Xiong Tan, Christopher John Brown, Fernando Jose Ferrer, Tsz Ying Yuen, Soo Tng Quah, Boon Hong Chan, Anna Elisabet Jansson, Hsiangling Teo, Pär Nordlund, David Philip Lane · 2015 · Scientific Reports
9. Solid-Phase Synthesis of Tris-Benzamides as α-Helix Mimetics
   Tae-Kyung Lee, Jung‐Mo Ahn · 2010 · ACS Combinatorial Science
10. Neue Modalitäten für schwierige Zielstrukturen in der Wirkstoffentwicklung
    Eric Valeur, Stéphanie M. Guéret, Hélène Adihou, Ranganath Gopalakrishnan, Malin Lemurell, Herbert Waldmann, Tom N. Grossmann, Alleyn T. Plowright · 2017 · Angewandte Chemie
11. Hydrogen Bond Surrogate Stabilization of β-Hairpins
    Nicholas Sawyer, Paramjit S. Arora · 2018 · ACS Chemical Biology
12. Photo-control of peptide helix content by an azobenzene cross-linker: steric interactions with underlying residues are not critical
    Janet R. Kumita, Daniel G. Flint, Oliver S. Smart, G. Andrew Woolley · 2002 · Protein Engineering Design and Selection
13. Dynamic covalent side‐chain cross‐links via intermolecular oxime or hydrazone formation from bifunctional peptides and simple organic linkers
    Conor M. Haney, W. Seth Horne · 2014 · Journal of Peptide Science
14. An in-tether sulfilimine chiral center induces helicity in short peptides
    Huacan Lin, Yixiang Jiang, Qingzhou Zhang · 2016 · Chemical Communications
15. Helix‐enhancing propensity of fluoro and alkyl alcohols: influence of pH, temperature and cosolvent concentration on the helical conformation of peptides
    Sangaralingam Kumaran, Rajendra Prasad Roy · 1999 · Journal of Peptide Research
16. A Cyclic Metallopeptide Induces α Helicity in Short Peptide Fragments of Thermolysin
    Michael J. Kelso, Huy N. Hoang, Warren Oliver · 2003 · Angewandte Chemie International Edition
17. Effective stabilisation of α-helical structures in short peptides with acetylenic cross-linking agents
    Kazuhisa Fujimoto, Natsuko Oimoto, Kahori Katsuno · 2004 · Chemical Communications
18. Evidence for a 310‐helical conformation of an eight‐residue peptide from 1H‐ 1H rotating frame overhauser studies
    Gautam Basu, Atsuo Kuki · 1993 · Biopolymers
19. From Peptides to Non‐Peptide Alpha‐Helix Inducers and Mimetics
    V. Haridas · 2009 · European Journal of Organic Chemistry
20. Confromational Studies on Peptides Containing Enantiometric α‐Methyl α‐Amino Acids. Part I. Differential conformational properties of (R)‐ and (S)‐2‐methylaspartic acid
    Karl‐Heinz Altmann, Eva Altmann, Manfred Mutter · 1992 · Helvetica Chimica Acta
21. Designer macrocyclic organo-peptide hybrids inhibit the interaction between p53 and HDM2/X by accommodating a functional α-helix
    Jessica M. Smith, John R. Frost, Rudi Fasan · 2014 · Chemical Communications
22. Different stapling-based peptide drug design: Mimicking α-helix as inhibitors of protein–protein interaction
    Xiang Li, Yan Zou, Honggang Hu · 2018 · Chinese Chemical Letters
23. Design, synthesis and evaluation of synthetic receptors for the recognition of aspartate pairs in an α-helical conformation
    Jeffrey S. Albert, Mark W. Peczuh, Andrew D. Hamilton · 1997 · Bioorganic & Medicinal Chemistry
24. Understanding and designing head‐to‐tail cyclic peptides
    Diana P. Slough, Sean M. McHugh, Yu‐Shan Lin · 2018 · Biopolymers
25. Fluorogenically Active Leucine Zipper Peptides as Tag–Probe Pairs for Protein Imaging in Living Cells
    Hiroshi Tsutsumi, Wataru Nomura, Seiichiro Abe et al. · 2009 · Angewandte Chemie International Edition
26. Conformational consequences of i, i + 3 cystine linkages: nucleation for α‐helicity?
    Maria Pellegrini, Míriam Royo, Michael Chorev, Dale F. Mierke · 1997 · Journal of Peptide Research
27. Enantioselective synthesis of benzocyclic α,α-dialkyl-amino acids: new insight into the solvent dependent stereoselectivity of the TMSCN addition to phenylglycinol derived imines
    Ralf Warmuth, Tamara E. Munsch, Robert Stalker · 2001 · Tetrahedron
28. Rigid Peptide Macrocycles from On‐Resin Glaser Stapling
    Philip A. Cistrone, Anthony P. Silvestri, Jordi C. J. Hintzen, Philip E. Dawson · 2018 · ChemBioChem
29. Automated Design of Macrocycles for Therapeutic Applications: From Small Molecules to Peptides and Proteins
    Dan Sindhikara, Michael Wagner, Paraskevi Gkeka, Stefan Güssregen, Garima Tiwari, Gerhard Heßler, Engin Yapici, Ziyu Li, Andreas Evers · 2020 · Journal of Medicinal Chemistry
30. Privileged scaffolds targeting reverse-turn and helix recognition
    Ye Che, Garland R. Marshall · 2007 · Expert Opinion on Therapeutic Targets
31. Synthesis and NMR solution structure of an α‐helical hairpin stapled with two disulfide bridges
    Philippe Barthe, Christian Roumestand, Sandrine Rochette · 2000 · Protein Science
32. Methodology for optimizing functional miniature proteins based on avian pancreatic polypeptide using phage display
    Jason W. Chin, Robert M. Grotzfeld, Miles A. Fabian · 2001 · Bioorganic & Medicinal Chemistry Letters
33. Investigation of the Mechanisms Involved in the High-Dose and Long-Term Acetyl Salicylic Acid Therapy of Type I Diabetic Rats
    Akbar Jafarnejad, Seyedeh Zahra Bathaie, Manouchehr Nakhjavani · 2007 · Journal of Pharmacology and Experimental Therapeutics
34. Effect of Glutamate Side Chain Length on Intrahelical Glutamate–Lysine Ion Pairing Interactions
    Richard Ping Cheng, Wei-Ren Wang, Prashant Girinath, Po-An Yang, Raheel Ahmad, Jhe-Hao Li, Pier Hart, Bashkim Kokona, Robert Fairman, Casey L. Kilpatrick et al. · 2012 · Biochemistry
35. Stable helical peptoids via covalent side chain to side chain cyclization
    Belén Vaz, Luc Brunsveld · 2008 · Organic & Biomolecular Chemistry
36. Protein–protein interactions in transcription: A fertile ground for helix mimetics
    Danielle A. Guarracino, Brooke N. Bullock, Paramjit S. Arora · 2010 · Biopolymers
37. Oxime Side‐Chain Cross‐Links in an α‐Helical Coiled‐Coil Protein: Structure, Thermodynamics, and Folding‐Templated Synthesis of Bicyclic Species
    Conor M. Haney, W. Seth Horne · 2013 · Chemistry - A European Journal
38. Constrained α-Helical Peptides as Inhibitors of Protein-Protein and Protein-DNA Interactions
    Siddhartha Roy, Piya Ghosh, Israr Ahmed, Madhumita Chakraborty, Gitashri Naiya, Basusree Ghosh · 2018 · Biomedicines
39. Competing interactions contributing to α‐helical stability in aqueous solution
    Michael J. Bodkin, Julia M. Goodfellow · 1995 · Protein Science
40. Synthesis of cell-permeable stapled BH3 peptide-based Mcl-1 inhibitors containing simple aryl and vinylaryl cross-linkers
    Avinash Muppidi, Kenichiro Doi, Carlo P. Ramil, Hong‐Gang Wang, Qing Lin · 2014 · Tetrahedron
41. Microwave-assisted solid-phase synthesis of side-chain to side-chain lactam-bridge cyclic peptides
    Srinivasa Rao Tala, Sathya M. Schnell, Carrie Haskell‐Luevano · 2015 · Bioorganic & Medicinal Chemistry Letters
42. Design of a stabilized short helical peptide and its application to catalytic enantioselective epoxidation of (E)-chalcone
    Nanako Yamagata, Yosuke Demizu, Yukiko Sato · 2010 · Tetrahedron Letters
43. Stereoisomerism of stapled peptide inhibitors of the p53-Mdm2 interaction: an assessment of synthetic strategies and activity profiles
    Tsz Ying Yuen, Christopher John Brown, Yuezhen Xue, Yaw Sing Tan, Fernando J. Ferrer‐Gago, Xue’Er Cheryl Lee, Jin Yong Neo, Dawn Thean, Hung Yi Kristal Kaan, Anthony W. Partridge et al. · 2019 · Chemical Science
44. Structure and Stability of the α-Helix: Lessons for Design
    Neil Errington, Teuku M. Iqbalsyah, Andrew J. Doig · 2006 · Humana Press eBooks
45. Helix‐capping interaction in λ cro protein: A free energy simulation analysis
    Bruce Tidor · 1994 · Proteins Structure Function and Bioinformatics
46. Fortified Coiled Coils: Enhancing Mechanical Stability with Lactam or Metal Staples
    Patricia López‐García, Aline D. de Araujo, Ana Elisa Bergues-Pupo, Isabell Tunn, David P. Fairlie, Kerstin G. Blank · 2020 · Angewandte Chemie International Edition
47. Suprastapled Peptides: Hybridization-Enhanced Peptide Ligation and Enforced α-Helical Conformation for Affinity Selection of Combinatorial Libraries
    Pramod M. Sabale, Mateusz Imiołek, Pierre Raia, Sofía Barluenga, Nicolas Winssinger · 2021 · Journal of the American Chemical Society
48. Unprotected peptide macrocyclization and stapling via a fluorine-thiol displacement reaction
    Islam, Md Shafiqul, Junod, Samuel L., Zhang, Si, Buuh, Zakey Yusuf, Guan, Yifu, Zhao, Mi, Kaneria, Kishan H., Kafley, Parmila, Cohen, Carson, Maloney, Robert et al. · 2022 · Nature Communications
49. Selective Dynamic Assembly of Disulfide Macrocyclic Helical Foldamers with Remote Communication of Handedness
    Christos Tsiamantas, Xavier de Hatten, Céline Douat · 2016 · Angewandte Chemie
50. Functional, metal-based crosslinkers for α-helix induction in short peptides
    Sarah J. Smith, Kang Du, Robert J. Radford, F. Akif Tezcan · 2013 · Chemical Science
51. Stapling strategy enables improvement of antitumor activity and proteolytic stability of host-defense peptide hymenochirin-1B
    Yulei Li, Minghao Wu, Qi Chang, Xia Zhao · 2018 · RSC Advances
52. Exposing the Nucleation Site in α-Helix Folding: A Joint Experimental and Simulation Study
    Arusha Acharyya, Yun-Hui Ge, Hai-Fan Wu, W. DeGrado, Vincent A. Voelz, F. Gai · 2019 · Journal of Physical Chemistry B
53. Dual-Purpose Linker for Alpha Helix Stabilization and Imaging Agent Conjugation to Glucagon-Like Peptide-1 Receptor Ligands
    Liang Zhang, Tejas A. Navaratna, Jianshan Liao, Greg M. Thurber · 2015 · Bioconjugate Chemistry
54. A Helix-Stabilizing Linker Improves Subcutaneous Bioavailability of a Helical Peptide Independent of Linker Lipophilicity
    Liang Zhang, Tejas A. Navaratna, Greg M. Thurber · 2016 · Bioconjugate Chemistry
55. Constructing thioether‐tethered cyclic peptides via on‐resin intra‐molecular thiol–ene reaction
    Bingchuan Zhao, Qingzhou Zhang, Zigang Li · 2016 · Journal of Peptide Science
56. Pleurocidin-derived antifungal peptides with selective membrane-disruption effect
    Woo Sang Sung, Dong Gun Lee · 2008 · Biochemical and Biophysical Research Communications
57. Diastereocontrolled synthesis of optically pure functionalized heterohelicenes
    Kazuhiko Tanaka, Hideji Osuga, Hitomi Suzuki · 1993 · Tetrahedron Asymmetry
58. Photochromic Polypeptides as Synthetic Models of Biological Photoreceptors: A Spectroscopic Study
    Nicola Angelini, Barbara Corrias, Adriano Fissi · 1998 · Biophysical Journal
59. Chiral Sulfoxide-Induced Single Turn Peptide α-Helicity
    Qingzhou Zhang, Fan Jiang, Bingchuan Zhao, Huacan Lin, Yuan Tian, Mingsheng Xie, Guoyun Bai, Adam M. Gilbert, Gilles H. Goetz, Spiros I. Liras et al. · 2016 · Scientific Reports
60. A Minimalist Design Approach to Antimicrobial Agents Based on a Thionin Template
    Miquel Vila‐Perelló, Sabrina Tognon, Andrea Sánchez‐Vallet, Francisco García‐Olmedo, Antonio Molina, David Andreu · 2005 · Journal of Medicinal Chemistry
61. Protein recognition using synthetic surface-targeted agents
    Rishi K. Jain, Justin T. Ernst, Olaf Kutzki, Hyung Soon Park, Andrew D. Hamilton · 2004 · Molecular Diversity
62. Macrocyclization of Unprotected Peptide Isocyanates
    Alexander A. Vinogradov, Zi-Ning Choo, Kyle A. Totaro, Bradley L. Pentelute · 2016 · Organic Letters
63. Directional assembly of a stapled α-helical peptide
    Kuan Hu, Feng Yin, Ziyuan Zhou, Chenshan Lian, Yinghuan Liu, Chengjie Sun, Wenjun Li, Jianing Zhang, Zigang Li · 2019 · Chemical Communications
64. An In‐tether Chiral Center Modulates the Helicity, Cell Permeability, and Target Binding Affinity of a Peptide
    Kuan Hu, Hao Ran Geng, Qingzhou Zhang, Qisong Liu, Mingsheng Xie, Chengjie Sun, Wenjun Li, Huacan Lin, Fan Jiang, Tao Wang et al. · 2016 · Angewandte Chemie
65. Folding a De Novo Designed Peptide into an α‐Helix through Hydrophobic Binding by a Bowl‐Shaped Host
    Shohei Tashiro, Masahide Tominaga, Yoshiki Yamaguchi · 2005 · Angewandte Chemie
66. Liquid-Phase Synthesis of Bridged Peptides Using Olefin Metathesis of a Protected Peptide with a Long Aliphatic Chain Anchor
    Keisuke Aihara, Chiaki Komiya, Akira Shigenaga, Tsubasa Inokuma, Daisuke Takahashi, Akira Otaka · 2015 · Organic Letters
67. Investigation of the mechanism(s) involved in decreasing increased fibrinogen activity in hyperglycemic conditions using L-lysine supplementation
    Hossein Mirmiranpour, Seyedeh Zahra Bathaie, Shahnaz Khaghani, Manouchehr Nakhjavani, Abbas Kebriaeezadeh · 2012 · Thrombosis Research
68. Efficient solid-phase synthesis of peptides with tripodal side-chain bridges and optimization of the solvent conditions for solid-phase cyclizations
    Wentao Zhang, John William Taylor · 1996 · Tetrahedron Letters
69. Regulation of protein–protein interactions using stapled peptides
    Andrew G. Jamieson, Naomi Robertson · 2015 · Reports in Organic Chemistry
70. Decelerated chirality interconversion of an optically inactive 310-helical peptide by metal chelation
    Naoki Ousaka, Norihiko Tani, Ryo Sekiya, Reiko Kuroda · 2008 · Chemical Communications
71. Robust asymmetric synthesis of unnatural alkenyl amino acids for conformationally constrained α-helix peptides
    Boris Aillard, Naomi Robertson, Adam R. Baldwin · 2014 · Organic & Biomolecular Chemistry
72. An efficient synthetic method for optically pure heterohelicenes
    Kazuhiko Tanaka, Hideji Osuga, Hitomi Suzuki · 1992 · Tetrahedron Letters
73. Furan-Based Locked Z-Vinylogous γ-Amino Acid Stabilizing Protein α-Turn in Water-Soluble Cyclic α3γ Tetrapeptides
    Yarkali Krishna, Shrikant Sharma, Ravi Sankar Ampapathi⧧ · 2014 · Organic Letters
74. Molecular to supramolecular design of synthetic polypeptides
    Masahiko Sisido · 1992 · Progress in Polymer Science
75. Trp-Trp Cross-Linking: A Structure–Reactivity Relationship in the Formation and Design of Hyperstable Peptide β-Hairpin and α-Helix Scaffolds
    Kamlesh Madhusudan Makwana, Radhakrishnan Mahalakshmi · 2015 · Organic Letters
76. Trishomocubane Amino Acid as a β‐turn scaffold
    Fernando Alberício, Per I. Arvidson, Krishna Bisetty · 2008 · Chemical Biology & Drug Design
77. Recapitulating the α-Helix: Nonpeptidic, Low-Molecular-Weight Ligands for the Modulation of Helix-Mediated Protein–Protein Interactions
    Maryanna E. Lanning, Steven Fletcher · 2013 · Future Medicinal Chemistry
78. Design of a Long-Acting and Selective MEG-Fatty Acid Stapled Prolactin-Releasing Peptide Analog
    Elsa Pflimlin, Sam Lear, Candy Lee, Shan Yu, Huafei Zou, Andrew To, Sean B. Joseph, Vân T. B. Nguyen-Tran, Matthew S. Tremblay, Weijun Shen · 2019 · ACS Medicinal Chemistry Letters
79. Repetitive Synthetic Method foro,o,p-Oligophenylenes Using C–H Arylation
    Kei Manabe, Takeshi Kimura · 2013 · Organic Letters
80. Dual In-Tether Chiral Centers Modulate Peptide Helicity
    Kuan Hu, Chengjie Sun, Mengying Yu · 2017 · Bioconjugate Chemistry
81. A new strategy applied to the synthesis of an α-helical bicyclic peptide constrained by two overlapping i, i+7 side-chain bridges of novel design
    Chongxi Yu, John W. Taylor · 1996 · Tetrahedron Letters
82. Stability and Design of α‐Helices
    Andrew J. Doig, Neil Errington, Teuku M. Iqbalsyah · 2005
83. Remodeling of Dynamic Structures of HIV-1 Envelope Proteins Leads to Synthetic Antigen Molecules Inducing Neutralizing Antibodies
    Toru Nakahara, Wataru Nomura, Kenji Ohba · 2010 · Bioconjugate Chemistry
84. Stability and Design of α-Helical Peptides
    Andrew J. Doig · 2008 · Progress in molecular biology and translational science
85. Consecutive Cyclic Pentapeptide Modules Form Short α‐Helices that are Very Stable to Water and Denaturants
    Nicholas E. Shepherd, Giovanni Abbenante, David P. Fairlie · 2004 · Angewandte Chemie
86. “Covalent Capture”: Verschmelzung von kovalenter und nichtkovalenter Synthese
    Leonard J. Prins, Paolo Scrimin · 2009 · Angewandte Chemie
87. Cetp and exchangeable apoproteins. Common features in lipid binding activity
    Víctor M. Bolaños-García, Jaime Mas‐Oliva, Manuel Soriano-García · 1997 · Molecular and Cellular Biochemistry
88. Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle
    Haifan Wu, Arusha Acharyya, Yibing Wu · 2018 · ChemBioChem
89. Effect of Low-Level Laser Irradiation on the Function of Glycated Catalase
    Hossein Mirmiranpour, Fatemeh Shmas Nosrati, Seyed Omid Sobhai · 2018 · Journal of lasers in medical sciences
90. H-Bond Surrogate-Stabilized Shortest Single-Turn α-Helices: sp2 Constraints and Residue Preferences for the Highest α-Helicities
    Sunit Pal, Shreya Banerjee, Ankur Kumar, Erode N. Prabhakaran · 2020 · ACS Omega
91. An In-Cell Fluorogenic Tag–Probe System for Protein Dynamics Imaging Enabled by Cell-Penetrating Peptides
    Wataru Nomura, Nami Ohashi, Atsumi Mori · 2015 · Bioconjugate Chemistry
92. Bioactivity of topologically confined gramicidin A dimers
    Kirtikumar B. Jadhav, Claudia Stein, Oliwia Makarewicz · 2016 · Bioorganic & Medicinal Chemistry
93. Lybatides from Lycium barbarum Contain An Unusual Cystine-stapled Helical Peptide Scaffold
    Wei Liang Tan, Ka Ho Wong, Jian Lei, Naoki Sakai, Hong‐Wei Tan, Rolf Hilgenfeld, James P. Tam · 2017 · Scientific Reports
94. A precisely positioned chiral center in an i, i + 7 tether modulates the helicity of the backbone peptide
    Kuan Hu, Chengjie Sun, Dan Yang · 2017 · Chemical Communications
95. Reversible and Versatile On-Tether Modification of Chiral-Center-Induced Helical Peptides
    Kuan Hu, Chengjie Sun, Zigang Li · 2017 · Bioconjugate Chemistry
96. A Cyclic Metallopeptide Induces α Helicity in Short Peptide Fragments of Thermolysin
    Michael J. Kelso, Huy N. Hoang, Warren Oliver · 2003 · Angewandte Chemie
97. Precisely Regulated and Efficient Locking of Linear Peptides into Stable Multicyclic Topologies through a One‐Pot Reaction
    Weidong Liu, Yiwu Zheng, Xu‐Dong Kong, Christian Heinis, Yibing Zhao, Chuanliu Wu · 2017 · Angewandte Chemie
98. Conjugation of spermine enhances cellular uptake of the stapled peptide-based inhibitors of p53-Mdm2 interaction
    Muppidi, Avinash, Li, Xiaolong, Chen, Jiandong, Lin, Qing · 2011 · Bioorganic & Medicinal Chemistry Letters
99. Constrained Peptides as Miniature Protein Structures
    Hang Hubert Yin · 2012 · ISRN Biochemistry
100. RNA Grooves Can Accommodate Disulfide‐Bridged Bundles of α‐Helical Peptides
     Soonsil Hyun, Ji‐Young Na, Su Jin Lee, Sangeun Park, Jaehoon Yu · 2010 · ChemBioChem