Literature DB >> 15740134

Single turn peptide alpha helices with exceptional stability in water.

Nicholas E Shepherd1, Huy N Hoang, Giovanni Abbenante, David P Fairlie.   

Abstract

Cyclic pentapeptides are not known to exist in alpha-helical conformations. CD and NMR spectra show that specific 20-membered cyclic pentapeptides, Ac-(cyclo-1,5) [KxxxD]-NH(2) and Ac-(cyclo-2,6)-R[KxxxD]-NH(2), are highly alpha-helical structures in water and independent of concentration, TFE, denaturants, and proteases. These are the smallest alpha-helical peptides in water.

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Year:  2005        PMID： 15740134     DOI： 10.1021/ja0456003

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


  52 in total

1.  Lactam-stabilized helical analogues of the analgesic μ-conotoxin KIIIA.

Authors:  Keith K Khoo; Michael J Wilson; Brian J Smith; Min-Min Zhang; Joszef Gulyas; Doju Yoshikami; Jean E Rivier; Grzegorz Bulaj; Raymond S Norton
Journal:  J Med Chem       Date:  2011-10-12       Impact factor: 7.446

2.  Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices.

Authors:  Andrew B Mahon; Paramjit S Arora
Journal:  Chem Commun (Camb)       Date:  2011-09-28       Impact factor: 6.222

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.  Development of small molecules designed to modulate protein-protein interactions.

Authors:  Ye Che; Bernard R Brooks; Garland R Marshall
Journal:  J Comput Aided Mol Des       Date:  2006-04-19       Impact factor: 3.686

5.  Evaluation of biologically relevant short alpha-helices stabilized by a main-chain hydrogen-bond surrogate.

Authors:  Deyun Wang; Kang Chen; John L Kulp Iii; Paramjit S Arora
Journal:  J Am Chem Soc       Date:  2006-07-19       Impact factor: 15.419

6.  Optimized synthesis of hydrogen-bond surrogate helices: surprising effects of microwave heating on the activity of Grubbs catalysts.

Authors:  Ross N Chapman; Paramjit S Arora
Journal:  Org Lett       Date:  2006-12-07       Impact factor: 6.005

7.  Nucleation and stability of hydrogen-bond surrogate-based alpha-helices.

Authors:  Deyun Wang; Kang Chen; Gianluca Dimartino; Paramjit S Arora
Journal:  Org Biomol Chem       Date:  2006-11-21       Impact factor: 3.876

8.  Direct assessment of the α-helix nucleation time.

Authors:  Arnaldo L Serrano; Matthew J Tucker; Feng Gai
Journal:  J Phys Chem B       Date:  2011-05-13       Impact factor: 2.991

9.  Natural tri- to hexapeptides self-assemble in water to amyloid beta-type fiber aggregates by unexpected alpha-helical intermediate structures.

Authors:  Charlotte A E Hauser; Rensheng Deng; Archana Mishra; Yihua Loo; Ulung Khoe; Furen Zhuang; Daniel W Cheong; Angelo Accardo; Michael B Sullivan; Christian Riekel; Jackie Y Ying; Ulrich A Hauser
Journal:  Proc Natl Acad Sci U S A       Date:  2011-01-04       Impact factor: 11.205

10.  A cell-penetrant lactam-stapled peptide for targeting eIF4E protein-protein interactions.

Authors:  Erin E Gallagher; Arya Menon; Alyah F Chmiel; Kirsten Deprey; Joshua A Kritzer; Amanda L Garner
Journal:  Eur J Med Chem       Date:  2020-07-25       Impact factor: 6.514
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