Beadle, Jonathan D., Knuhtsen, Astrid, Hoose, Alex, Raubo, Piotr, Jamieson, Andrew G. and Shipman, Michael (2017) Solid-phase synthesis of oxetane modified peptides. Organic Letters, 19 (12). pp. 3303-3306. doi:10.1021/acs.orglett.7b01466 ISSN 1523-7060.
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Abstract
Solid-phase peptide synthesis (SPPS) is used to create peptidomimetics in which one of the backbone amide C=O bonds is replaced by a four-membered oxetane ring. The oxetane containing dipeptide building blocks are made in three steps in solution, then integrated into peptide chains by conventional Fmoc SPPS. This methodology is used to make a range of peptides in high purity including backbone modified derivatives of the nonapeptide bradykinin and Met- and Leu-enkephalin.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry R Medicine > RM Therapeutics. Pharmacology |
| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry |
| Library of Congress Subject Headings (LCSH): | Peptides -- Synthesis, Drug development |
| Journal or Publication Title: | Organic Letters |
| Publisher: | American Chemical Society |
| ISSN: | 1523-7060 |
| Official Date: | 16 June 2017 |
| Dates: | Date Event 16 June 2017 Published 6 June 2017 Available 30 May 2017 Accepted |
| Volume: | 19 |
| Number: | 12 |
| Page Range: | pp. 3303-3306 |
| DOI: | 10.1021/acs.orglett.7b01466 |
| Status: | Peer Reviewed |
| Publication Status: | Published |
| Access rights to Published version: | Restricted or Subscription Access |
| Date of first compliant deposit: | 1 June 2017 |
| Date of first compliant Open Access: | 6 June 2018 |
| Funder: | AstraZeneca (Firm) |
| Related URLs: | |
| URI: | https://wrap.warwick.ac.uk/88750/ |
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