Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.

Valienol-derived allylic C-1 bromides have been used as carbaglycosyl donors for α-xylo configured valienamine pseudodisaccharide synthesis. We synthesised valienamine analogues of the Glc(α1→3)Glc and Glc(α1→3)Man disaccharides representing the linkages cleaved by α-Glucosidase II in N-glycan biosy...

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Main Authors: Cumpstey, I, Ramstadius, C, Eszter Borbas, K, Alonzi, D, Butters, T
Format: Journal article
Language:English
Published: 2011
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author Cumpstey, I
Ramstadius, C
Eszter Borbas, K
Alonzi, D
Butters, T
author_facet Cumpstey, I
Ramstadius, C
Eszter Borbas, K
Alonzi, D
Butters, T
author_sort Cumpstey, I
collection OXFORD
description Valienol-derived allylic C-1 bromides have been used as carbaglycosyl donors for α-xylo configured valienamine pseudodisaccharide synthesis. We synthesised valienamine analogues of the Glc(α1→3)Glc and Glc(α1→3)Man disaccharides representing the linkages cleaved by α-Glucosidase II in N-glycan biosynthesis. These (N1→3)-linked pseudodisaccharides were found to have some α-Glucosidase II inhibitory activity, while two other (N1→6)-linked valienamine pseudodisaccharides failed to inhibit the enzyme.
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spelling oxford-uuid:ab33b7de-c291-4028-9fd1-819f5ef348ef2022-03-27T03:20:22ZSynthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ab33b7de-c291-4028-9fd1-819f5ef348efEnglishSymplectic Elements at Oxford2011Cumpstey, IRamstadius, CEszter Borbas, KAlonzi, DButters, TValienol-derived allylic C-1 bromides have been used as carbaglycosyl donors for α-xylo configured valienamine pseudodisaccharide synthesis. We synthesised valienamine analogues of the Glc(α1→3)Glc and Glc(α1→3)Man disaccharides representing the linkages cleaved by α-Glucosidase II in N-glycan biosynthesis. These (N1→3)-linked pseudodisaccharides were found to have some α-Glucosidase II inhibitory activity, while two other (N1→6)-linked valienamine pseudodisaccharides failed to inhibit the enzyme.
spellingShingle Cumpstey, I
Ramstadius, C
Eszter Borbas, K
Alonzi, D
Butters, T
Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title_full Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title_fullStr Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title_full_unstemmed Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title_short Synthesis and α-Glucosidase II inhibitory activity of valienamine pseudodisaccharides relevant to N-glycan biosynthesis.
title_sort synthesis and α glucosidase ii inhibitory activity of valienamine pseudodisaccharides relevant to n glycan biosynthesis
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AT ramstadiusc synthesisandaglucosidaseiiinhibitoryactivityofvalienaminepseudodisaccharidesrelevanttonglycanbiosynthesis
AT eszterborbask synthesisandaglucosidaseiiinhibitoryactivityofvalienaminepseudodisaccharidesrelevanttonglycanbiosynthesis
AT alonzid synthesisandaglucosidaseiiinhibitoryactivityofvalienaminepseudodisaccharidesrelevanttonglycanbiosynthesis
AT butterst synthesisandaglucosidaseiiinhibitoryactivityofvalienaminepseudodisaccharidesrelevanttonglycanbiosynthesis