Literature DB >> 21780756

Pyrrolinone-pyrrolidine oligomers as universal peptidomimetics.

Arjun Raghuraman1, Eunhwa Ko, Lisa M Perez, Thomas R Ioerger, Kevin Burgess.   

Abstract

Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/β-turn/sheet motif.

Entities:  

Mesh：

Substances：

Year:  2011        PMID： 21780756      PMCID： PMC3154983          DOI： 10.1021/ja2033734

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  16 in total

1.  Design and application of an alpha-helix-mimetic scaffold based on an oligoamide-foldamer strategy: antagonism of the Bak BH3/Bcl-xL complex.

Authors:  Justin T Ernst; Jorge Becerril; Hyung Soon Park; Hang Yin; Andrew D Hamilton
Journal:  Angew Chem Int Ed Engl       Date:  2003-02-03       Impact factor: 15.336

2.  Universal peptidomimetics.

Authors:  Eunhwa Ko; Jing Liu; Lisa M Perez; Genliang Lu; Amber Schaefer; Kevin Burgess
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

3.  Synthesis of a 2,3';6',3''-terpyridine scaffold as an alpha-helix mimetic.

Authors:  Jessica M Davis; Anh Truong; Andrew D Hamilton
Journal:  Org Lett       Date:  2005-11-24       Impact factor: 6.005

4.  Scalable molecular dynamics with NAMD.

Authors:  James C Phillips; Rosemary Braun; Wei Wang; James Gumbart; Emad Tajkhorshid; Elizabeth Villa; Christophe Chipot; Robert D Skeel; Laxmikant Kalé; Klaus Schulten
Journal:  J Comput Chem       Date:  2005-12       Impact factor: 3.376

5.  Benzoylurea oligomers: synthetic foldamers that mimic extended alpha helices.

Authors:  Johanna M Rodriguez; Andrew D Hamilton
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 6.  Recent advances in the development of aryl-based foldamers.

Authors:  Ishu Saraogi; Andrew D Hamilton
Journal:  Chem Soc Rev       Date:  2009-04-02       Impact factor: 54.564

7.  Dynamical search for bis-penicillamine enkephalin conformations.

Authors:  B M Pettitt; T Matsunaga; F al-Obeidi; C Gehrig; V J Hruby; M Karplus
Journal:  Biophys J       Date:  1991-12       Impact factor: 4.033

8.  A NMR and theoretical study of the aggregates between alkyllithium and chiral lithium amides: control of the topology through a single asymmetric center.

Authors:  Aline Corruble; Daniel Davoust; Stéphanie Desjardins; Catherine Fressigné; Claude Giessner-Prettre; Anne Harrison-Marchand; Henri Houte; Marie-Claire Lasne; Jacques Maddaluno; Hassan Oulyadi; Jean-Yves Valnot
Journal:  J Am Chem Soc       Date:  2002-12-25       Impact factor: 15.419

9.  Catechol: A minimal scaffold for non-peptide peptidomimetics of the i + 1 and i + 2 positions of the beta-turn of somatostatin.

Authors:  Brendan P Mowery; Vidya Prasad; Craig S Kenesky; Angie R Angeles; Laurie L Taylor; Jin-Jye Feng; Wen-Long Chen; Atsui Lin; Fong-Chi Cheng; Amos B Smith; Ralph Hirschmann
Journal:  Org Lett       Date:  2006-09-28       Impact factor: 6.005

10.  Terphenyl-Based Bak BH3 alpha-helical proteomimetics as low-molecular-weight antagonists of Bcl-xL.

Authors:  Hang Yin; Gui-In Lee; Kristine A Sedey; Olaf Kutzki; Hyung Soon Park; Brendan P Orner; Justin T Ernst; Hong-Gang Wang; Said M Sebti; Andrew D Hamilton
Journal:  J Am Chem Soc       Date:  2005-07-27       Impact factor: 15.419
View more
  14 in total

1.  Evaluating minimalist mimics by exploring key orientations on secondary structures (EKOS).

Authors:  Dongyue Xin; Eunhwa Ko; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
Journal:  Org Biomol Chem       Date:  2013-10-14       Impact factor: 3.876

2.  Exploring key orientations at protein-protein interfaces with small molecule probes.

Authors:  Eunhwa Ko; Arjun Raghuraman; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
Journal:  J Am Chem Soc       Date:  2012-12-27       Impact factor: 15.419

3.  Expanding the scope of oligo-pyrrolinone-pyrrolidines as protein-protein interface mimics.

Authors:  Arjun Raghuraman; Dongyue Xin; Lisa M Perez; Kevin Burgess
Journal:  J Org Chem       Date:  2013-05-08       Impact factor: 4.354

4.  Enantioselective organo-SOMO cycloadditions: a catalytic approach to complex pyrrolidines from olefins and aldehydes.

Authors:  Nathan T Jui; Jeffrey A O Garber; Fernanda Gadini Finelli; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2012-07-10       Impact factor: 15.419

5.  Aldol reactions in multicomponent reaction based domino pathways: a multipurpose enabling tool in heterocyclic chemistry.

Authors:  Zhigang Xu; Fabio De Moliner; Alexandra P Cappelli; Christopher Hulme
Journal:  Org Lett       Date:  2013-05-29       Impact factor: 6.005

6.  Substituted imidazo[1,2-a]pyridines as β-strand peptidomimetics.

Authors:  Chang Won Kang; Yongmao Sun; Juan R Del Valle
Journal:  Org Lett       Date:  2012-12-04       Impact factor: 6.005

7.  Ligand-Enabled γ-C(sp(3))-H Olefination of Amines: En Route to Pyrrolidines.

Authors:  Heng Jiang; Jian He; Tao Liu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2016-02-04       Impact factor: 15.419

8.  A multifaceted secondary structure mimic based on piperidine-piperidinones.

Authors:  Dongyue Xin; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-03       Impact factor: 15.336

9.  Probing Protein Surfaces: QSAR Analysis with Helix Mimetics.

Authors:  Valeria Azzarito; Philip Rowell; Anna Barnard; Thomas A Edwards; Andrew Macdonald; Stuart L Warriner; Andrew J Wilson
Journal:  Chembiochem       Date:  2016-01-21       Impact factor: 3.164

10.  Preparation of conjugated dienoates with Bestmann ylide: Towards the synthesis of zampanolide and dactylolide using a facile linchpin approach.

Authors:  Jingjing Wang; Samuel Z Y Ting; Joanne E Harvey
Journal:  Beilstein J Org Chem       Date:  2015-10-05       Impact factor: 2.883
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.