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Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars

Abstract:

Acetonides are the only protecting groups used in the syntheses of isoDAB from d-ribose and of isoLAB from d-tagatose. isoDAB is a potent and highly specific competitive α-glucosidase inhibitor (for rice α-glucosidase, Ki = 4 μM for isoDAB compared to K i 14 μM for DAB). isoDAB is not an - whereas DAB is a potent - inhibitor of glycogen phosphorylase. This is the first example of any potent inhibition of glycosidases by a carbon-branched iminosugar pyrrolidine. Although isoLAB shows no inhibi...

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Publication status:
Published

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Publisher copy:
10.1016/j.tetlet.2010.05.131

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Institution:
University of Oxford
Division:
MSD
Department:
Biochemistry
Role:
Author
Journal:
TETRAHEDRON LETTERS More from this journal
Volume:
51
Issue:
32
Pages:
4170-4174
Publication date:
2010-08-11
DOI:
ISSN:
0040-4039
Language:
English
Pubs id:
pubs:66194
UUID:
uuid:e7ff4e99-4eb2-4bbd-bd39-335c5741d3b0
Local pid:
pubs:66194
Source identifiers:
66194
Deposit date:
2012-12-19

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