De Santis, Emiliana, Hjelmgaard, Thomas, Faure, Sophie, Roy, Oliver, Didierjean, Claude, Alexander, Bruce D., Siligardi, Giuliano, Hussain, Rohanah, Javorfi, Tamas, Edwards, Alison A., and others. (2011) Cyclic a,ß-peptoid octamers with differing side chain patterns: synthesis and conformational investigation. Amino Acids, 41 (3). pp. 663-672. ISSN 1438-2199. (doi:10.1007/s00726-011-0887-1) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:40412)
| The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided. | |
| Official URL: http://dx.doi.org/10.1007/s00726-011-0887-1 |
Abstract
The solution-phase synthesis and cyclisation of three ?,?-peptoid octamers with differing side chain patterns is reported. One of these, compound C, showed a significantly greater resolution by NMR relative to the other two structurally related octamers. This observation was studied in detail by circular dichroism at a synchrotron light source to facilitate the correlation between the side chain patterns and conformational preference of these three peptoids. The X-ray crystal structure of cyclic octamer C, the first high-resolution structure for the ?,?-peptoid backbone, was also obtained from methanol. Combined solid- and solution-phase studies allowed the identification of the N-2-(benzyloxy)ethyl side chain on the ?-residue of the heterogeneous backbone as a key structural feature driving the increased conformational stability for octamer C.
| Item Type: | Article |
|---|---|
| DOI/Identification number: | 10.1007/s00726-011-0887-1 |
| Additional information: | number of additional authors: 10; |
| Uncontrolled keywords: | Peptidomimetics, ?,?-peptoids, Circular dichroism, X-ray crystallography |
| Subjects: |
Q Science R Medicine > RS Pharmacy and materia medica |
| Divisions: | Divisions > Division of Natural Sciences > Medway School of Pharmacy |
| Depositing User: | Stewart Brownrigg |
| Date Deposited: | 07 Mar 2014 00:05 UTC |
| Last Modified: | 05 Nov 2024 10:24 UTC |
| Resource URI: | https://kar.kent.ac.uk/id/eprint/40412 (The current URI for this page, for reference purposes) |
University of Kent Author Information
Edwards, Alison A..
| Creator's ORCID: |
 https://orcid.org/0000-0002-4637-9373
|
|---|---|
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