Article citationsMore>>
Zuckermann, R.N., Martin, E.J., Spellmeyer, D.C., Stauber, G.B., Shoemaker, K.R., Kerr, J.M., Flgliozzi, G.M., Goff, D.A., Siani, M.A., Simon, R.J., Banville, S.C., Brown, E.G., Wang, L., Richter, L.S. and Moos, W.H. (1994) Discovery of nanomolar ligands for 7-transmembrane G-Protein coupled receptors from a diverse (N-substituted) glycine peptoid library. Journal of Medicinal Chemistry, 37(17), 2678-2685.
doi:10.1021/jm00043a007
has been cited by the following article:
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TITLE:
Peptoids with aliphatic sidechains as helical structures without hydrogen bonds and collagen/ inverse-collagen type structures
AUTHORS:
Fateh S. Nandel, Avneet Saini
KEYWORDS:
Peptoids; Conformation; Helical Structure without Hydrogen Bonds; Collagen and Inverse-Collagen Type Structures
JOURNAL NAME:
Journal of Biophysical Chemistry,
Vol.2 No.1,
February
22,
2011
ABSTRACT: Aliphatic homo-polypeptoids of NAla, NVal, NIle and NLeu both in the presence and absence of protecting groups adopt helical structures without hydrogen bonds with Φ, Ψ values of ~ 0, ± 90° with trans amide bonds. These structures are stabilized by carbonyl-carbonyl interactions and characterized by ~ 3.16 residues per turn with a pitch of ~ 6.13 Å. It has been shown that like polyvaline and polyleucine peptides, poly-peptoids can also be exploited for the construction of potential surfactant like molecules by incorporating charged amino acid residues at the N terminal. A single-handed template with Φ, Ψ values of ~ 0, 90° can be attained by incorporating L-leu or L-val at the C-terminal of poly-NIle. Analysis of the simulation results in water as a function of time reveals that the opening of helical structures without hydrogen bonds takes place at sub-picosecond time scale starting from the N-terminal. This leads to the formation of collagen or inverse-collagen type structures (Φ, Ψ ~ -60, 145° and 60, -145° respectively) stabilized by interactions of water molecules with the backbone carbonyl groups.
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