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Carbopeptoids: peptides and diketopiperazines incorporating the anomeric centre of mannopyranose

Abstract:

An approach to the synthesis of D-mannopyranose derivatives incorporating an anomeric α-amino acid component is described. An N-acylated bicyclic [2.2.2] lactone, formed via an oxidative ring closure, provides access to a new class of glycopeptide analogues of D-mannopyranose and determines the anomeric configuration of compounds derived therefrom. The mannopyranose diketopiperazine may be equilibrated to the more stable furanose form under basic conditions; in general, mannopyranose derivati...

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Publication status:
Published

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Publisher copy:
10.1039/b009940f

Authors


Tennant-Eyles, RJ More by this author
Estevez, JC More by this author
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Institution:
University of Oxford
Department:
Oxford, MSD, Biochemistry
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Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Issue:
8
Pages:
807-813
Publication date:
2001
DOI:
EISSN:
1364-5463
ISSN:
1472-7781
URN:
uuid:dcbbcd7e-1a5d-42a6-9185-c0d6ad1af5af
Source identifiers:
37791
Local pid:
pubs:37791
Language:
English

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