期刊
ORGANIC LETTERS
卷 9, 期 12, 页码 2321-2324出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol0706814
关键词
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资金
- NIAID NIH HHS [AI055760] Funding Source: Medline
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 (X-n = D-3, F, N-3, 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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