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

Cumpstey, Ian (author)
Stockholms universitet,Institutionen för organisk kemi
Ramstadius, Clinton (author)
Borbas, K. Eszter (author)
Stockholms universitet,Institutionen för organisk kemi
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Alonzi, Dominic S. (author)
Butters, Terry D. (author)
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 (creator_code:org_t)
Elsevier BV, 2011
2011
English.
In: Bioorganic & Medicinal Chemistry Letters. - : Elsevier BV. - 0960-894X .- 1464-3405. ; 21:18, s. 5219-5223
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Valienol-derived allylic C-1 bromides have been used as carbaglycosyl donors for alpha-xylo configured valienamine pseudodisaccharide synthesis. We synthesised valienamine analogues of the Glc(alpha 1 -> 3)Glc and Glc(alpha 1 -> 3) Man disaccharides representing the linkages cleaved by alpha-Glucosidase II in N-glycan biosynthesis. These (N1 -> 3)-linked pseudodisaccharides were found to have some alpha-Glucosidase II inhibitory activity, while two other (N1 -> 6)-linked valienamine pseudodisaccharides failed to inhibit the enzyme. (C)

Keyword

alpha-Glucosidase II
Glycosidase inhibitors
Valienamine
Pseudodisaccharides
N-Glycans

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art (subject category)

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