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Tautomeric Modification of GlcNAc-Thiazoline

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NIAID Data Ecosystem2026-03-06 收录
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https://figshare.com/articles/dataset/Tautomeric_Modification_of_GlcNAc_Thiazoline/3003145
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The potent O-GlcNAcase (OGA) inhibitor GlcNAc-thiazoline has been modified by buffer- or acylation-induced imine-to-enamine conversion and then electrophile or radical addition (Xn = D3, F, N3, OH, SMe, COCF3, CF3). Several functionalized GlcNAc-thiazolines show highly selective inhibition of OGA vs human hexosaminidase and thus have promise as tools for targeted investigations of OGA, an enzyme linked to diabetes and neurodegeneration. A new radical addition/fragmentation reaction of the N-(trifluoroacetyl)enamine has been discovered.
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2007-06-07
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