Literature DB >> 24710524

Designer macrocyclic organo-peptide hybrids inhibit the interaction between p53 and HDM2/X by accommodating a functional α-helix.

Jessica M Smith1, John R Frost, Rudi Fasan.   

Abstract

We report the design of side-chain-to-tail linked organo-peptide hybrids incorporating an α-helical protein-binding motif. Using this strategy, macrocyclic inhibitors of the p53:HDM2 interaction displaying dual specificity against the HDMX homolog as well as increased proteolytic stability could be obtained.

Entities:  

Mesh：

Substances：

Year:  2014        PMID： 24710524      PMCID： PMC4480681          DOI： 10.1039/c4cc01199f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  34 in total

1.  Using a beta-hairpin to mimic an alpha-helix: cyclic peptidomimetic inhibitors of the p53-HDM2 protein-protein interaction.

Authors:  Rudi Fasan; Ricardo L A Dias; Kerstin Moehle; Oliver Zerbe; Jan W Vrijbloed; Daniel Obrecht; John A Robinson
Journal:  Angew Chem Int Ed Engl       Date:  2004-04-13       Impact factor: 15.336

2.  Terphenyl-based helical mimetics that disrupt the p53/HDM2 interaction.

Authors:  Hang Yin; Gui-in Lee; Hyung Soon Park; Gregory A Payne; Johanna M Rodriguez; Said M Sebti; Andrew D Hamilton
Journal:  Angew Chem Int Ed Engl       Date:  2005-04-29       Impact factor: 15.336

3.  Enhanced metabolic stability and protein-binding properties of artificial alpha helices derived from a hydrogen-bond surrogate: application to Bcl-xL.

Authors:  Deyun Wang; Wei Liao; Paramjit S Arora
Journal:  Angew Chem Int Ed Engl       Date:  2005-10-14       Impact factor: 15.336

4.  Synthesis of constrained helical peptides by thioether ligation: application to analogs of gp41.

Authors:  Florence M Brunel; Philip E Dawson
Journal:  Chem Commun (Camb)       Date:  2005-03-11       Impact factor: 6.222

5.  MDMX overexpression prevents p53 activation by the MDM2 inhibitor Nutlin.

Authors:  Baoli Hu; Daniele M Gilkes; Bilal Farooqi; Said M Sebti; Jiandong Chen
Journal:  J Biol Chem       Date:  2006-08-11       Impact factor: 5.157

6.  Probing the structural requirements of peptoids that inhibit HDM2-p53 interactions.

Authors:  Toshiaki Hara; Stewart R Durell; Michael C Myers; Daniel H Appella
Journal:  J Am Chem Soc       Date:  2006-02-15       Impact factor: 15.419

7.  Structure of the MDM2 oncoprotein bound to the p53 tumor suppressor transactivation domain.

Authors:  P H Kussie; S Gorina; V Marechal; B Elenbaas; J Moreau; A J Levine; N P Pavletich
Journal:  Science       Date:  1996-11-08       Impact factor: 47.728

8.  Hdmx modulates the outcome of p53 activation in human tumor cells.

Authors:  Mark Wade; Ee Tsin Wong; Mengjia Tang; Jayne M Stommel; Geoffrey M Wahl
Journal:  J Biol Chem       Date:  2006-08-13       Impact factor: 5.157

9.  Structure-activity studies in a family of beta-hairpin protein epitope mimetic inhibitors of the p53-HDM2 protein-protein interaction.

Authors:  Rudi Fasan; Ricardo L A Dias; Kerstin Moehle; Oliver Zerbe; Daniel Obrecht; Peer R E Mittl; Markus G Grütter; John A Robinson
Journal:  Chembiochem       Date:  2006-03       Impact factor: 3.164

10.  A perfluoroaryl-cysteine S(N)Ar chemistry approach to unprotected peptide stapling.

Authors:  Alexander M Spokoyny; Yekui Zou; Jingjing J Ling; Hongtao Yu; Yu-Shan Lin; Bradley L Pentelute
Journal:  J Am Chem Soc       Date:  2013-04-16       Impact factor: 15.419
View more
  9 in total

1.  Oxadiazole grafts in peptide macrocycles.

Authors:  John R Frost; Conor C G Scully; Andrei K Yudin
Journal:  Nat Chem       Date:  2016-10-24       Impact factor: 24.427

2.  Side-chain-to-tail cyclization of ribosomally derived peptides promoted by aryl and alkyl amino-functionalized unnatural amino acids.

Authors:  John R Frost; Zhijie Wu; Yick Chong Lam; Andrew E Owens; Rudi Fasan
Journal:  Org Biomol Chem       Date:  2016-04-11       Impact factor: 3.876

3.  Stapling of two PEGylated side chains increases the conformational stability of the WW domain via an entropic effect.

Authors:  Qiang Xiao; Natalie A Bécar; Nathaniel P Brown; Mason S Smith; Kimberlee L Stern; Steven R E Draper; Katherine P Thompson; Joshua L Price
Journal:  Org Biomol Chem       Date:  2018-11-28       Impact factor: 3.876

Review 4.  Selection, Addiction and Catalysis: Emerging Trends for the Incorporation of Noncanonical Amino Acids into Peptides and Proteins in Vivo.

Authors:  Clemens Mayer
Journal:  Chembiochem       Date:  2019-03-13       Impact factor: 3.164

5.  Double Strain-Promoted Macrocyclization for the Rapid Selection of Cell-Active Stapled Peptides.

Authors:  Yu Heng Lau; Yuteng Wu; Maxim Rossmann; Ban Xiong Tan; Peterson de Andrade; Yaw Sing Tan; Chandra Verma; Grahame J McKenzie; Ashok R Venkitaraman; Marko Hyvönen; David R Spring
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-02       Impact factor: 15.336

Review 6.  Cyclic and Macrocyclic Peptides as Chemical Tools To Recognise Protein Surfaces and Probe Protein-Protein Interactions.

Authors:  Teresa A F Cardote; Alessio Ciulli
Journal:  ChemMedChem       Date:  2015-11-13       Impact factor: 3.466

Review 7.  Surface Plasmon Resonance Sensing of Biorecognition Interactions within the Tumor Suppressor p53 Network.

Authors:  Ilaria Moscetti; Salvatore Cannistraro; Anna Rita Bizzarri
Journal:  Sensors (Basel)       Date:  2017-11-20       Impact factor: 3.576

8.  Stapled Peptides as HIF-1α/p300 Inhibitors: Helicity Enhancement in the Bound State Increases Inhibitory Potency.

Authors:  Kristina Hetherington; Zsofia Hegedus; Thomas A Edwards; Richard B Sessions; Adam Nelson; Andrew J Wilson
Journal:  Chemistry       Date:  2020-05-26       Impact factor: 5.020

9.  Expanded toolbox for directing the biosynthesis of macrocyclic peptides in bacterial cells.

Authors:  Jacob A Iannuzzelli; Rudi Fasan
Journal:  Chem Sci       Date:  2020-05-27       Impact factor: 9.825
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.