Allosteric Recognition of Homomeric and Heteromeric Pairs of Monosaccharides by a Foldamer Capsule.

ABSTRACT: The recognition of either homomeric or heteromeric pairs of pentoses in an aromatic oligoamide double helical foldamer capsule was evidenced by circular dichroism (CD), NMR spectroscopy, and X-ray crystallography. The cavity of the host was predicted to be large enough to accommodate simultaneously two xylose molecules and to form a 1:2 complex (one container, two saccharides). Solution and solid-state data revealed the selective recognition of the α-⁴ C₁ -d-xylopyranose tautomer, which is bound at two identical sites in the foldamer cavity. A step further was achieved by sequestering a heteromeric pair of pentoses, that is, one molecule of α-⁴ C₁ -d-xylopyranose and one molecule of β-¹ C₄ -d-arabinopyranose despite the symm

SUBMITTER: Mateus P 

PROVIDER: S-EPMC7155081 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature