Polyhydroxyazepanes mimicking monosaccharides: Synthesis of an alpha-D-galacto-like iminoheptitol

The synthesis of three new examples of seven-membered ring iminoalditols, displaying an extra hydroxymethyl group on the ring compared to the previously reported polyhydroxylated azepanes, has been achieved from D-lyxonolactone. None of them, including the alpha-D-galacto-like azepane (7), showed significant glycosidase inhibition on green coffee bean alpha-galactosidase and other commercially available hydrolases.


Published in:
Heterocycles, 64, 65-74
Year:
2004
ISSN:
0385-5414
Keywords:
Note:
Ecole Normale Super, Dept Chem, UMR 8642, F-75231 Paris 05, France. EPFL, Swiss Fed Inst Technol, Lab Glycochim & Synth Asymet, BCH, CH-1015 Lausanne, Switzerland. CSIC, Ctr Invest Biol, E-28040 Madrid, Spain.
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Laboratories:




 Record created 2005-11-09, last modified 2018-03-17


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