Structural mimicry of two cytochrome b(562) interhelical loops using macrocycles constrained by oxazoles and thiazoles

Singh, Y, Stoermer, MJ, Lucke, AJ, Guthrie, T and Fairlie, DP (2005) Structural mimicry of two cytochrome b(562) interhelical loops using macrocycles constrained by oxazoles and thiazoles. Journal of The American Chemical Society, 127 18: 6563-6572. doi:10.1021/ja0455300


Author Singh, Y
Stoermer, MJ
Lucke, AJ
Guthrie, T
Fairlie, DP
Title Structural mimicry of two cytochrome b(562) interhelical loops using macrocycles constrained by oxazoles and thiazoles
Journal name Journal of The American Chemical Society   Check publisher's open access policy
ISSN 0002-7863
Publication date 2005-01-01
Sub-type Article (original research)
DOI 10.1021/ja0455300
Volume 127
Issue 18
Start page 6563
End page 6572
Total pages 10
Place of publication Washington
Publisher Amer Chemical Soc
Language eng
Subject C1
250301 Organic Chemical Synthesis
780103 Chemical sciences
Abstract A major chemical challenge is the structural mimicry of discontinuous protein surfaces brought into close proximity through polypeptide folding. We report the design, synthesis, and solution structure of a highly functionalized saddle-shaped macrocyclic scaffold, constrained by oxazoles and thiazoles,upporting two short peptide loops projecting orthogonally from the same face of the scaffold. This structural mimetic of two interhelical loops of cytochrome b(562) illustrates a promising approach to structurally mimicking discontinuous loops of proteins.
Keyword Chemistry, Multidisciplinary
Assembled Synthetic Proteins
Peptide Alpha-helices
Amino-acids
Marine Cyclopeptides
Cyclic Peptide
Beta-hairpin
Drug-design
Template
Conformations
Mimetics
Q-Index Code C1

 
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Created: Wed, 15 Aug 2007, 16:12:57 EST