ISSN:
0887-6266
Keywords:
conformational analysis
;
2,5,9,11-tetraoxo-3,6,8,12-tetraza-tridecane
;
poly-retropeptide
;
polyglycine
;
α-helix
;
glycine
;
malonyl
;
dimethylendiamine
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
A conformational study of the terpolymer of glycine and its retropeptides monomethylen-diamine (gGly) and malonyl (mGly) with sequence: (-Gly-gGly-mGly-), is presented. First, we investigated the conformational preferences of the model molecule 2,5,9,11-tetraoxo-3,6,8,12-tetraza-tridecane using quantum mechanical calculations. The results indicated that the compound has a strong tendency to fold, giving intramolecular hydrogen bonds. Interestingly, the C13 (intramolecular 13-membered ring hydrogen-bonded system) conformation, which is the pattern of an α-helix conformation, was characterized as a minimum. Force-field calculations in an infinite chain model showed that there are two preferred conformations to this regular polyretropeptide. These correspond to an α-helix and a 6-fold helix stabilized by intramolecular and intermolecular hydrogen bonds, respectively. © 1996 John Wiley & Sons, Inc.
Additional Material:
8 Ill.
Type of Medium:
Electronic Resource
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