Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars
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 D...
Main Authors: | , , , , , , , , , , , |
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Format: | Journal article |
Language: | English |
Published: |
2010
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_version_ | 1797101195768102912 |
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author | Best, D Jenkinson, S Saville, A Alonzi, D Wormald, M Butters, T Norez, C Becq, F Bleriot, Y Adachi, I Kato, A Fleet, G |
author_facet | Best, D Jenkinson, S Saville, A Alonzi, D Wormald, M Butters, T Norez, C Becq, F Bleriot, Y Adachi, I Kato, A Fleet, G |
author_sort | Best, D |
collection | OXFORD |
description | 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 inhibition of any glycosidase, preliminary experiments suggest that isoLAB partially rescues the defective F508del-CFTR function and so may have a role in the study of cystic fibrosis. © 2010 Elsevier Ltd. All rights reserved. |
first_indexed | 2024-03-07T05:48:24Z |
format | Journal article |
id | oxford-uuid:e7ff4e99-4eb2-4bbd-bd39-335c5741d3b0 |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T05:48:24Z |
publishDate | 2010 |
record_format | dspace |
spelling | oxford-uuid:e7ff4e99-4eb2-4bbd-bd39-335c5741d3b02022-03-27T10:43:22ZCystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugarsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e7ff4e99-4eb2-4bbd-bd39-335c5741d3b0EnglishSymplectic Elements at Oxford2010Best, DJenkinson, SSaville, AAlonzi, DWormald, MButters, TNorez, CBecq, FBleriot, YAdachi, IKato, AFleet, GAcetonides 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 inhibition of any glycosidase, preliminary experiments suggest that isoLAB partially rescues the defective F508del-CFTR function and so may have a role in the study of cystic fibrosis. © 2010 Elsevier Ltd. All rights reserved. |
spellingShingle | Best, D Jenkinson, S Saville, A Alonzi, D Wormald, M Butters, T Norez, C Becq, F Bleriot, Y Adachi, I Kato, A Fleet, G Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title | Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title_full | Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title_fullStr | Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title_full_unstemmed | Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title_short | Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars |
title_sort | cystic fibrosis and diabetes isolab and isodab enantiomeric carbon branched pyrrolidine iminosugars |
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