| Literature DB >> 25330462 |
Yves Blériot1, Anh Tuan Tran, Giuseppe Prencipe, Yerri Jagadeesh, Nicolas Auberger, Sha Zhu, Charles Gauthier, Yongmin Zhang, Jérôme Désiré, Isao Adachi, Atsushi Kato, Matthieu Sollogoub.
Abstract
The first synthesis of 1,2-trans-homoiminosugars devised as mimics of β-D-GlcNAc and α-D-ManNAc is described. Key steps include a regioselective azidolysis of a cyclic sulfite and a β-amino alcohol skeletal rearrangement applied to a polyhydroxylated azepane. The β-D-GlcNAc derivative has been coupled to serine to deliver an iminosugar C-amino acid. The two homoiminosugars demonstrate moderate glycosidase inhibition.Entities:
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Year: 2014 PMID： 25330462 DOI： 10.1021/ol502929h
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005