Journal article
3-Azidoazetidines as the first scaffolds for β-amino azetidine carboxylic acid peptidomimetics: Azetidine iminosugars containing an acetamido group do not inhibit β-N-acetylhexosaminidases
- Abstract:
- Stable amides and oligopeptides derived from methyl . trans,trans-3-azido-4-hydroxymethyl-l-azetidine carboxylate, prepared in 19% yield from diacetone allose, is the first example of a β-amino-azetidine carboxylic acid incorporated into peptidomimetics and provides a scaffold for investigating secondary structure induced by a novel β-amino acid. A number of azetidine iminosugars containing a NHAc substituent were prepared but none of them were β-N-acetylhexosaminidase inhibitors.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Accepted manuscript, pdf, 1.4MB, Terms of use)
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- Publisher copy:
- 10.1016/j.tetasy.2016.08.001
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Funding
Bibliographic Details
- Publisher:
- Elsevier
- Journal:
- Tetrahedron Asymmetry More from this journal
- Volume:
- 27
- Issue:
- 17-18
- Pages:
- 872-881
- Publication date:
- 2016-08-11
- Acceptance date:
- 2016-08-01
- DOI:
- EISSN:
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1362-511X
- ISSN:
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0957-4166
Item Description
- Keywords:
- Pubs id:
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pubs:640539
- UUID:
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uuid:43d4a69c-9153-4c79-8337-9290cd7c874c
- Local pid:
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pubs:640539
- Source identifiers:
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640539
- Deposit date:
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2016-09-09
Terms of use
- Copyright holder:
- © 2016 Elsevier Ltd All rights reserved
- Copyright date:
- 2016
- Notes:
- © 2016 Elsevier Ltd. All rights reserved. This is the author accepted manuscript following peer review version of the article. The final version is available online from Elsevier at: 10.1016/j.tetasy.2016.08.001
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