Abstract
The chemical mapping of the regions of H-type 2 human blood group-related trisaccharide (Fucα(1–2)Galβ(1–4)GlcNAcβMe) that are recognized by three different lectins, the so-called epitopes, are reviewed together with an account of how and why oligosaccharides form specific complexes with proteins as presently viewed in this laboratory. The occasion is used to report the synthesis of the various mono-O-methyl derivatives of the above trisaccharide that were used in these investigations. Also, Fucα(1–2)Galβ(1–4)XylβMe was synthesized in order to examine whether or not the hydroxymethyl group of the GlcNAc residue participates in the binding reaction.
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Abbreviations
- Me:
-
methy
- Bn:
-
benzyl
- Ac:
-
acetyl
- Bz:
-
benzoyl
- n-Bu:
-
n-butyl
- NMR:
-
nuclear magnetic resonance
- the GlcNAc:
-
Gal and Fuc residues of the H-type 2 trisaccharide are designated as the a, b and c structural units, respectively.
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This is paper XV in a series devoted to molecular recognition.
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Du, MH., Spohr, U. & Lemieux, R.U. The recognition of three different epitopes for the H-type 2 human blood group determinant by lections ofUlex europaeus, Galactia tenuiflora andPsophocarpus tetragonolobus (Winged Bean). Glycoconjugate J 11, 443–461 (1994). https://doi.org/10.1007/BF00731281
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DOI: https://doi.org/10.1007/BF00731281