European journal of organic chemistry

Mimicking the Binding Motifs Found in the Crystal Structures of Protein–Carbohydrate Complexes: An Aromatic Analogue of Serine or Threonine Side Chain Hydroxyl/ …

M Mazik, A König

Index: Mazik, Monika; Koenig, Alexander European Journal of Organic Chemistry, 2007 , # 20 p. 3271 - 3276

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Citation Number: 4

Abstract

Abstract An aromatic analogue of the side chain hydroxyl/main chain amide of Ser or Thr was used for the construction of artificial receptors for N-acetylneuraminic acid (Neu5Ac), the most common occurring sialic acid. The acyclic receptors, incorporating only neutral recognition sites, are able to bind Neu5Ac with an overall binding constant β 2 of 10 5 M–2 in a competitive solvent, such as water-containing [D 6] DMSO. Both receptors show ...