Synthesis of aminocyclopentanols: alpha-D-galacto configured sugar mimics.
Four aminocyclopentanols, as mimics of putative intermediates in the hydrolysis of alpha-d-galactosides, have been synthesized through a number of stereoselective transformations using the cis-fused cyclopentane-1,4-lactone (1R, 5S, 7R, 8R)-7,8-dihydroxy-2-oxabicyclo[3.3.0]oct-3-one as a chiral building block. The compounds were tested towards various glycosidases but showed no anomer selectivity in the inhibition of alpha- and beta-galactosidases.
Bøjstrup
Marie
M
Department of Chemistry, Technical University of Denmark, Building 201, DK-2800, Kgs. Lyngby, Denmark.
Lundt
Inge
I
D002241:Carbohydrates / Q000737:chemistry*; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D018716:Molecular Mimicry
D002241:Carbohydrates; D003517:Cyclopentanes; C016327:cyclopentanol