- Design and synthesis of N–acetylglucosamine derived 5a-carbasugar analogues as glycosidase inhibitors
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An efficient synthesis of new six-membered carbasugars in both L-form and D-form starting from N–acetylglucosamine is described. The key synthetic steps involved regioselective protection and deprotection, Ferrier carbocyclization, Peterson olefination, h
- Narayana, Chintam,Kumari, Priti,Ide, Daisuke,Hoshino, Nasako,Kato, Atsushi,Sagar, Ram
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p. 1957 - 1964
(2018/03/21)
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- The synthesis and biological evaluation of some carbocyclic analogues of PUGNAc
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The synthesis of some analogues of O-(2-acetamido-2-deoxy-d-glucopyranosylidene)amino N-phenylcarbamate, PUGNAc, an inhibitor of β-N-acetylglucosaminidases, is described. The analogues were tested against a range of β-N-acetylglucosaminidases to establish any biological activity. As well, the analogues were tested as inhibitors of a uridine diphosphate-N-acetyl-d-glucosamine: polypeptidyl transferase, OGT, a critical protein involved in the post-translational modification of nuclear and cytosolic proteins by N-acetyl-d-glucosamine.
- Scaffidi, Adrian,Stubbs, Keith A.,Vocadlo, David J.,Stick, Robert V.
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experimental part
p. 2744 - 2753
(2009/04/11)
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