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Macrocyclic β-Sheet Peptides That Inhibit the Aggregation of a Tau-Protein-Derived Hexapeptide

By Jing Zheng, Cong Liu, Michael R. Sawaya, Balraju Vadla, Shafiullah Khan, R. Jeremy Woods, David Eisenberg, Warren J. Goux and James S. Nowick
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Publisher: American Chemical Society
OAI identifier: oai:pubmedcentral.nih.gov:3048834
Provided by: PubMed Central

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  1. (2010). 130, 9829– 9835. (c)
  2. (2000). A “dock-lock” mechanism has been proposed for the growth of the more complex β-amyloid (Aβ1-40) by Maggio and co-workers:
  3. A detailed description of the X-ray crystallographic structure and intermolecular packing mode of macrocycle 1h and several related macrocycles will be elaborated in a separate paper.
  4. (2004). A preferred direction of growth has also been observed in amyloid fibrils of Aβ1-40 and insulin:(a)
  5. (2006). Aging
  6. (2006). Alternative models of related peptides based on low-resolution fiber and powder diffraction data have also been
  7. Amino acid residues in peptide names and amino acid side chainsinchemicalstructures arebothdesignatedwiththestandardoneletter codes for natural amino acids, for example, V for valine, Q for glutamine, K for lysine,
  8. Attempts to synthesize a double N-methyl macrocycle with N-methyl groups on R2 glutamine and R4 valine proved unsuccessful.3157
  9. Coordinates of the STAG(-2) model were provided by Dr. Robert Tycko.
  10. (2009). Drug Discovery
  11. Initially we tried using Teflon mixing balls in the wells, but we found that the data were more reproducible and less noisy without mixing balls. Teflon mixing balls are commonly used in ThT fluorescence assays of Aβ aggregation.
  12. (2000). P r o c .N a t l .A c a d .S c i .U . S . A
  13. The macrocycles are named with the one-letter codes for residues at the R1-R7 positions.
  14. (2000). The molecular template is called “Hao” because it comprises hydrazine, 5-amino-2-methoxybenzoic acid, and oxalic acid groups.
  15. (2002). The PyMOL Molecular Graphics System DeLano Scientific:
  16. (1994). Trends Cell Biol.
  17. δ-linked ornithines are replaced by R-linked ornithines, but we encountered difficulty in cyclization.