214767-64-3

Upstream product

• 214767-56-3 methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hex-5-enopyranoside 
• 214767-58-5 methyl 2-O-benzyl-3-deoxy-β-L-lyxo-hexopyranoside 
• 214767-55-2 methyl 2-O-benzyl-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside 
• 214767-60-9 methyl 4-O-acetyl-2-O-benzyl-3-deoxy-6-O-trityl-β-L-lyxo-hexopyranoside 
• 214767-59-6 methyl 2-O-benzyl-3-deoxy-6-O-trityl-β-L-lyxo-hexopyranoside 
• 214767-61-0 methyl 4-O-acetyl-2-O-benzyl-3-deoxy-β-L-lyxo-hexopyranoside 

Relevant academic research and scientific papers

Synthesis of a 3-deoxy-L-iduronic acid containing heparin pentasaccharide to probe the conformation of the antithrombin III binding sequence

We report in this work the total synthesis of a close analogue of the pentasaccharide active site of heparin, in which the l-iduronic acid residue has been deoxygenated at position three. 1H NMR studies demonstrated that, as anticipated, such a modification induces a shift of the conformational equilibrium toward 1C4 (contribution to the conformational equilibrium rises from 37% to 65%) and a substantial decrease of the affinity for antithrombin III (K(d) 0.154μM versus 0.050μM). Copyright (C) 1998 Elsevier Science Ltd.