878
Views
56
CrossRef citations to date
0
Altmetric
Reviews

Stabilized helical peptides: overview of the technologies and therapeutic promises

&
Pages 937-963 | Published online: 22 Jul 2011

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (2)

Mark Klein. (2017) Stabilized helical peptides: overview of the technologies and its impact on drug discovery. Expert Opinion on Drug Discovery 12:11, pages 1117-1125.
Read now
Bhupesh Goyal, Anil Kumar, Kinshuk Raj Srivastava & Susheel Durani. (2017) Scrutiny of chain-length and N-terminal effects in α-helix folding: a molecular dynamics study on polyalanine peptides. Journal of Biomolecular Structure and Dynamics 35:9, pages 1923-1935.
Read now

Articles from other publishers (54)

Ravikumar Jimmidi. (2023) Synthesis and Applications of Peptides and Peptidomimetics in Drug Discovery. European Journal of Organic Chemistry 26:18.
Crossref
Léonie Cussol, Laura Mauran‐Ambrosino, Jérémie Buratto, Anna Y Belorusova, Maxime Neuville, Judit Osz, Sébastien Fribourg, Juliette Fremaux, Christel Dolain, Sébastien R. Goudreau, Natacha Rochel & Gilles Guichard. (2020) Structural Basis for α‐Helix Mimicry and Inhibition of Protein–Protein Interactions with Oligourea Foldamers. Angewandte Chemie International Edition 60:5, pages 2296-2303.
Crossref
Léonie Cussol, Laura Mauran‐Ambrosino, Jérémie Buratto, Anna Y Belorusova, Maxime Neuville, Judit Osz, Sébastien Fribourg, Juliette Fremaux, Christel Dolain, Sébastien R. Goudreau, Natacha Rochel & Gilles Guichard. (2020) Structural Basis for α‐Helix Mimicry and Inhibition of Protein–Protein Interactions with Oligourea Foldamers. Angewandte Chemie 133:5, pages 2326-2333.
Crossref
Alexander Yakimov, Irina Bakhlanova & Dmitry Baitin. (2021) Targeting evolution of antibiotic resistance by SOS response inhibition. Computational and Structural Biotechnology Journal 19, pages 777-783.
Crossref
Aimee J. Horsfall, Kylie R. Dunning, Kelly L. Keeling, Denis B. Scanlon, Kate L. Wegener & Andrew D. Abell. (2020) A Bimane‐Based Peptide Staple for Combined Helical Induction and Fluorescent Imaging. ChemBioChem 21:23, pages 3423-3432.
Crossref
Chao Zhang, Xiaoguang Bai, Larisa M. Dedkova & Sidney M. Hecht. (2020) Protein synthesis with conformationally constrained cyclic dipeptides. Bioorganic & Medicinal Chemistry 28:22, pages 115780.
Crossref
Aimee J. Horsfall, Andrew D. Abell & John B. Bruning. (2019) Targeting PCNA with Peptide Mimetics for Therapeutic Purposes. ChemBioChem 21:4, pages 442-450.
Crossref
Chun‐wa Chung & Michael M. Hann. 2020. Structural Biology in Drug Discovery. Structural Biology in Drug Discovery 479 502 .
Darja Kanduc. (2020) Hydrophobicity and the Physico-Chemical Basis of Immunotolerance. Pathobiology 87:4, pages 268-276.
Crossref
Alexander Lathbridge & Jody M. Mason. (2019) Combining Constrained Heptapeptide Cassettes with Computational Design To Create Coiled-Coil Targeting Helical Peptides. ACS Chemical Biology 14:6, pages 1293-1304.
Crossref
Juliette Fremaux, Claire Venin, Laura Mauran, Robert H. Zimmer, Gilles Guichard & Sébastien R. Goudreau. (2019) Peptide-oligourea hybrids analogue of GLP-1 with improved action in vivo. Nature Communications 10:1.
Crossref
Tyler Lalonde, Trevor G. Shepherd, Savita Dhanvantari & Leonard G. Luyt. (2019) Stapled ghrelin peptides as fluorescent imaging probes. Peptide Science 111:1, pages e24055.
Crossref
Sanjit Das, Khoubaib Ben Haj Salah, Mahamadou Djibo & Nicolas Inguimbert. (2018) Peptaibols as a model for the insertions of chemical modifications. Archives of Biochemistry and Biophysics 658, pages 16-30.
Crossref
Krishna C. Nadimpally, Krishnaprasad Madica, Amol S. Kotmale, Rajesh G. Gonnade & Gangadhar J. Sanjayan. (2018) Helically Structured Peptide Architecture Engineered Using Dimedone as a Rigid Organic Scaffold. ChemistrySelect 3:10, pages 2776-2780.
Crossref
Ariadna Lobo-Ruiz & Judit Tulla-Puche. 2018. Peptide Applications in Biomedicine, Biotechnology and Bioengineering. Peptide Applications in Biomedicine, Biotechnology and Bioengineering 23 49 .
Alexander Yakimov, Georgii Pobegalov, Irina Bakhlanova, Mikhail Khodorkovskii, Michael Petukhov & Dmitry Baitin. (2017) Blocking the RecA activity and SOS-response in bacteria with a short α-helical peptide. Nucleic Acids Research 45:16, pages 9788-9796.
Crossref
Bhupesh Goyal, Kinshuk Raj Srivastava & Susheel Durani. (2017) N‐terminal diproline and charge group effects on the stabilization of helical conformation in alanine‐based short peptides: CD studies with water and methanol as solvent. Journal of Peptide Science 23:6, pages 431-437.
Crossref
M. Pasco, C. Dolain & G. Guichard. 2017. Comprehensive Supramolecular Chemistry II. Comprehensive Supramolecular Chemistry II 89 125 .
Qingzhou Zhang, Fan Jiang, Bingchuan Zhao, Huacan Lin, Yuan Tian, Mingsheng Xie, Guoyun Bai, Adam M. Gilbert, Gilles H. Goetz, Spiros Liras, Alan A. Mathiowetz, David A. Price, Kun Song, Meihua Tu, Yujie Wu, Tao Wang, Mark E. Flanagan, Yun-Dong Wu & Zigang Li. (2016) Chiral Sulfoxide-Induced Single Turn Peptide α-Helicity. Scientific Reports 6:1.
Crossref
Bhupesh Goyal, Kinshuk Raj Srivastava & Susheel Durani. (2016) Examination of the Effect of N‐terminal Diproline and Charged Side Chains on the Stabilization of Helical Conformation in Alanine–based Short Peptides: A Molecular Dynamics Study. ChemistrySelect 1:19, pages 6321-6327.
Crossref
Sarah J. Smith, Robert J. Radford, Rohit H. Subramanian, Brandon R. Barnett, Joshua S. Figueroa & F. Akif Tezcan. (2016) Tunable helicity, stability and DNA-binding properties of short peptides with hybrid metal coordination motifs. Chemical Science 7:8, pages 5453-5461.
Crossref
Bhupesh Goyal, Anil Kumar, Kinshuk Raj Srivastava & Susheel Durani. (2016) Computational scrutiny of the effect of N-terminal proline and residue stereochemistry in the nucleation of α-helix fold. RSC Advances 6:78, pages 74162-74176.
Crossref
Tukaram S. Ingole, Sangram S. Kale, Sukumaran Santhosh Babu & Gangadhar J. Sanjayan. (2016) Self-assembled vesicles of urea-tethered foldamers as hydrophobic drug carriers. Chemical Communications 52:71, pages 10771-10774.
Crossref
Laura Mauran, Brice Kauffmann, Benoit Odaert & Gilles Guichard. (2016) Stabilization of an α-helix by short adjacent accessory foldamers. Comptes Rendus Chimie 19:1-2, pages 123-131.
Crossref
Romila D. Gopalan, Mark P. Del Borgo, Adam I. Mechler, Patrick Perlmutter & Marie-Isabel Aguilar. (2015) Geometrically Precise Building Blocks: the Self-Assembly of β-Peptides. Chemistry & Biology 22:11, pages 1417-1423.
Crossref
Alberto Oddo, Nils T. Nyberg, Niels Frimodt-Møller, Peter W. Thulstrup & Paul R. Hansen. (2015) The effect of glycine replacement with flexible ω-amino acids on the antimicrobial and haemolytic activity of an amphipathic cyclic heptapeptide. European Journal of Medicinal Chemistry 102, pages 574-581.
Crossref
Khoubaib Ben Haj Salah, Baptiste Legrand, Sanjit Das, Jean Martinez & Nicolas Inguimbert. (2015) Straightforward strategy to substitute amide bonds by 1,2,3-triazoles in peptaibols analogs using Aibψ[Tz]-Xaa dipeptides. Biopolymers 104:5, pages 611-621.
Crossref
Juliette FremauxLaura MauranKarolina Pulka‐ZiachBrice KauffmannBenoit OdaertGilles Guichard. (2015) α‐Peptide–Oligourea Chimeras: Stabilization of Short α‐Helices by Non‐Peptide Helical Foldamers. Angewandte Chemie International Edition 54:34, pages 9816-9820.
Crossref
Juliette Fremaux, Laura Mauran, Karolina Pulka‐Ziach, Brice Kauffmann, Benoit Odaert & Gilles Guichard. (2015) α‐Peptide–Oligourea Chimeras: Stabilization of Short α‐Helices by Non‐Peptide Helical Foldamers. Angewandte Chemie 127:34, pages 9954-9958.
Crossref
Aldrin V. Vasco, Carlos S. Pérez, Fidel E. Morales, Hilda E. Garay, Dimitar Vasilev, José A. Gavín, Ludger A. Wessjohann & Daniel G. Rivera. (2015) Macrocyclization of Peptide Side Chains by the Ugi Reaction: Achieving Peptide Folding and Exocyclic N -Functionalization in One Shot . The Journal of Organic Chemistry 80:13, pages 6697-6707.
Crossref
Shane L. Mangold & Robert H. Grubbs. (2015) Stereoselective synthesis of macrocyclic peptides via a dual olefin metathesis and ethenolysis approach. Chemical Science 6:8, pages 4561-4569.
Crossref
Roshna V. Nair, Kuruppanthara N. Vijayadas, Arup Roy & Gangadhar J. Sanjayan. (2014) Heterogeneous Foldamers from Aliphatic-Aromatic Amino Acid Building Blocks: Current Trends and Future Prospects. European Journal of Organic Chemistry 2014:35, pages 7763-7780.
Crossref
Timothy A. Hill, Nicholas E. Shepherd, Frederik Diness & David P. Fairlie. (2014) Constraining Cyclic Peptides To Mimic Protein Structure Motifs. Angewandte Chemie International Edition 53:48, pages 13020-13041.
Crossref
Timothy A. Hill, Nicholas E. Shepherd, Frederik Diness & David P. Fairlie. (2014) Fixierung cyclischer Peptide: Mimetika von Proteinstrukturmotiven. Angewandte Chemie 126:48, pages 13234-13257.
Crossref
Mark L. Peterson. 2014. Macrocycles in Drug Discovery. Macrocycles in Drug Discovery 398 486 .
Shane L. Mangold, Daniel J. O’Leary & Robert H. Grubbs. (2014) Z-Selective Olefin Metathesis on Peptides: Investigation of Side-Chain Influence, Preorganization, and Guidelines in Substrate Selection. Journal of the American Chemical Society 136:35, pages 12469-12478.
Crossref
Aline D. de Araujo, Huy N. Hoang, W. Mei Kok, Frederik Diness, Praveer Gupta, Timothy A. Hill, Russell W. Driver, David A. Price, Spiros Liras & David P. Fairlie. (2014) Comparative α‐Helicity of Cyclic Pentapeptides in Water. Angewandte Chemie International Edition 53:27, pages 6965-6969.
Crossref
Aline D. de Araujo, Huy N. Hoang, W. Mei Kok, Frederik Diness, Praveer Gupta, Timothy A. Hill, Russell W. Driver, David A. Price, Spiros Liras & David P. Fairlie. (2014) Comparative α‐Helicity of Cyclic Pentapeptides in Water. Angewandte Chemie 126:27, pages 7085-7089.
Crossref
Jasmeet S. Khara, Ying Wang, Xi-Yu Ke, Shaoqiong Liu, Sandra M. Newton, Paul R. Langford, Yi Yan Yang & Pui Lai Rachel Ee. (2014) Anti-mycobacterial activities of synthetic cationic α-helical peptides and their synergism with rifampicin. Biomaterials 35:6, pages 2032-2038.
Crossref
Miriam Góngora-Benítez, Judit Tulla-Puche & Fernando Albericio. (2013) Multifaceted Roles of Disulfide Bonds. Peptides as Therapeutics. Chemical Reviews 114:2, pages 901-926.
Crossref
Alexander Yakimov, Georgy Rychkov & Michael Petukhov. 2014. Protein Design. Protein Design 1 14 .
Myasar Alkotaji, Alain Pluen, Egor Zindy, Zahra Hamrang & Harmesh Aojula. (2014) On the Cellular Uptake and Membrane Effect of the Multifunctional Peptide, TatLK15. Journal of Pharmaceutical Sciences 103:1, pages 293-304.
Crossref
Lucas N. Wafer, Franco O. Tzul, Pranav P. Pandharipande & George I. Makhatadze. (2013) Novel Interactions of the TRTK12 Peptide with S100 Protein Family Members: Specificity and Thermodynamic Characterization. Biochemistry 52:34, pages 5844-5856.
Crossref
Andrew J. Phillips & Dylan J. Taatjes. (2013) Small-Molecule Probes to Target the Human Mediator Complex. Israel Journal of Chemistry 53:8, pages 588-595.
Crossref
Peiju Yang, Jiamin Wang, Chuandong Jia, Xiao-Juan Yang & Biao Wu. (2013) Dinuclear Chloride-Binding Foldamers Based on Fluorescent Oligoureas. European Journal of Organic Chemistry 2013:17, pages 3446-3454.
Crossref
Jonathan E. Bock, Jason Gavenonis & Joshua A. Kritzer. (2012) Getting in Shape: Controlling Peptide Bioactivity and Bioavailability Using Conformational Constraints. ACS Chemical Biology 8:3, pages 488-499.
Crossref
John A. Robinson. (2013) Max Bergmann lecture Protein epitope mimetics in the age of structural vaccinology. Journal of Peptide Science 19:3, pages 127-140.
Crossref
Nikken Wiradharma, Melvin Y. S. Sng, Majad Khan, Zhan-Yuin Ong & Yi-Yan Yang. (2013) Rationally Designed α-Helical Broad-Spectrum Antimicrobial Peptides with Idealized Facial Amphiphilicity. Macromolecular Rapid Communications 34:1, pages 74-80.
Crossref
Sarah J. Smith, Kang Du, Robert J. Radford & F. Akif Tezcan. (2013) Functional, metal-based crosslinkers for α-helix induction in short peptides. Chemical Science 4:9, pages 3740.
Crossref
Ahmed M. Ali & G. Andrew Woolley. (2013) The effect of azobenzene cross-linker position on the degree of helical peptide photo-control. Organic & Biomolecular Chemistry 11:32, pages 5325.
Crossref
Hubert Chapuis, Jiřina Slaninová, Lucie Bednárová, Lenka Monincová, Miloš Buděšínský & Václav Čeřovský. (2012) Effect of hydrocarbon stapling on the properties of α-helical antimicrobial peptides isolated from the venom of hymenoptera. Amino Acids 43:5, pages 2047-2058.
Crossref
Holly S. Haase, Kimberly J. Peterson-Kaufman, Sheeny K. Lan Levengood, James W. Checco, William L. Murphy & Samuel H. Gellman. (2012) Extending Foldamer Design beyond α-Helix Mimicry: α/β-Peptide Inhibitors of Vascular Endothelial Growth Factor Signaling. Journal of the American Chemical Society 134:18, pages 7652-7655.
Crossref
Lisa M. Johnson, David E. Mortenson, Hyun Gi Yun, W. Seth Horne, Thomas J. Ketas, Min Lu, John P. Moore & Samuel H. Gellman. (2012) Enhancement of α-Helix Mimicry by an α/β-Peptide Foldamer via Incorporation of a Dense Ionic Side-Chain Array. Journal of the American Chemical Society 134:17, pages 7317-7320.
Crossref
Paola Fatás, Ana I. Jiménez, M. Isabel Calaza & Carlos Cativiela. (2012) β-Phenylproline: the high β-turn forming propensity of proline combined with an aromatic side chain. Org. Biomol. Chem. 10:3, pages 640-651.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.