Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2008;47(15):2853-6.
doi: 10.1002/anie.200705315.

Sequence-based design of alpha/beta-peptide foldamers that mimic BH3 domains

W Seth Horne  1 , Melissa D Boersma, Matthew A Windsor, Samuel H Gellman
Affiliations

Sequence-based design of alpha/beta-peptide foldamers that mimic BH3 domains

W Seth Horne et al. Angew Chem Int Ed Engl. 2008.
No abstract available

PubMed Disclaimer

Figures

Figure 1
Figure 1
a) Primary sequence of Puma BH3 peptide (1) and α/β-peptide analogues 2–8 (grey circles and bold letters indicate β3 residues). b) Helical wheel diagram of 1; boxed residues in (a) and (b) indicate hydrophobic positions most important for binding based on sequence homology.[7,13] c) Schematic representations of 1–8, drawn in the same orientation as (b), with white and grey circles indicating heptad positions occupied by α and β3 residues, respectively. d) Structure of an α-amino acid and a β3-amino acid.
Figure 2
Figure 2
Inhibition constants for displacement of a fluorescently labeled Bak BH3 peptide bound to Bcl-xL or Mcl-1 by compounds 1–8. Broken bars indicate compounds binding tighter than discernable in the assay. The values for 8 were weaker than 100 μM for both proteins.
See this image and copyright information in PMC

References

    1. Arkin MR, Wells JA. Nat. Rev. Drug Discov. 2004;3:301–317. - PubMed
    1. Gellman SH. Acc. Chem. Res. 1998;31:173–180.
    2. Goodman CM, Choi S, Shandler S, DeGrado WF. Nat. Chem. Biol. 2007;3:252–262. - PMC - PubMed

    1. For selected examples, see: Werder M, Hauser H, Abele S, Seebach D. Helv. Chim. Acta. 1999;82:1774–1783.; Kritzer JA, Lear JD, Hodsdon ME, Schepartz A. J. Am. Chem. Soc. 2004;126:9468–9469.; Sadowsky JD, Schmitt MA, Lee HS, Umezawa N, Wang SM, Tomita Y, Gellman SH. J. Am. Chem. Soc. 2005;127:11966–11968.; English EP, Chumanov RS, Gellman SH, Compton T. J. Biol. Chem. 2006;281:2661–2667..

    1. Sadowsky JD, Fairlie WD, Hadley EB, Lee HS, Umezawa N, Nikolovska-Coleska Z, Wang SM, Huang DCS, Tomita T, Gellman SH. J. Am. Chem. Soc. 2007;129:139–154. - PubMed
    2. Sadowsky JD, Murray JK, Tomita Y, Gellman SH. ChemBioChem. 2007;8:903–916. - PubMed

    1. For other examples of chemically modified peptides binding to Bcl-2 family proteins, see: Walensky LD, Kung AL, Escher I, Malia TJ, Barbuto S, Wright RD, Wagner G, Verdine GL, Korsmeyer SJ. Science. 2004;305:1466–1470.; Wang DY, Liao W, Arora PS. Angew. Chem. 2005;117:6683–6687.; Angew. Chem. Int. Ed. 2005;44:6525–6529..

Publication types

MeSH terms

LinkOut - more resources