Probing replacement of pyrophosphate via click chemistry; synthesis of UDP-sugar analogues as potential glycosyl transferase inhibitors
2009; Elsevier BV; Volume: 344; Issue: 5 Linguagem: Inglês
10.1016/j.carres.2009.01.001
ISSN1873-426X
AutoresKar Kheng Yeoh, Terry D. Butters, Brendan L. Wilkinson, Antony J. Fairbanks,
Tópico(s)Carbohydrate Chemistry and Synthesis
ResumoA series of potential UDP-sugar mimics were readily synthesised by copper(I) catalysed modified Huisgen cycloaddition of the corresponding α-propargyl glycosides with 5-azido uridine in aqueous solution. None of the compounds accessed displayed significant inhibitory activity at concentrations of up to 4.5 mM in an assay against bovine milk β-1,4-galactosyltransferase.
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