65567-18-2

Upstream product

• 84439-24-7 8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-3-O-benzyloxymethyl-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 56343-03-4 8-methoxycarbonyloct-1-yl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 73983-01-4 8-(methoxycarbonyl)octyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-α-L-rhamnopyranosyl-β-D-glucopyranoside 
• 82812-38-2 C₄₇H₆₆BrNO₂₁ 
• 82812-33-7 8-(methoxycarbonyl)octyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<2,4-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-β-D-glucopyranoside 
• 82812-39-3 C₄₇H₆₇NO₂₁ 
• 82812-34-8 C₄₃H₆₃NO₁₉ 
• 82812-35-9 C₄₃H₆₃NO₁₉ 
• 70801-92-2 9-[(2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester 
• 71048-95-8 ω-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of type 2 human blood-group antigenic determinants. The H, X, and Y haptens and variations of the H type 2 determinant as probes for the combining site of the lectin I of Ulex europaeus.

Chemical syntheses of the human blood-group antigenic determinants derived from N-acetyllactosamine are described; namely, the 6-deoxy derivative, the 4'-epimer, and the 5 H type 2 [alpha LFuc(1 to 2)beta DGal-(1 to 4)beta DGlcNAc], X [beta DGal(1 to 4)[alpha LFuc(1 to 3)[beta DGlcNAc], and Y [alpha LFuc-(1 to 2)beta DGal(1 to 4)[alpha LFuc(1 to 3)]beta DGlcNAc] determinants as glycosides of 8-carboxymethyloctanol. In order to study the binding of the H type 2 determinant with the lectin I of Ulex europaeus, structures designed to specifically alter the hydrophilic and hydrophobic portions of the H type 2 determinant were also prepared; namely, the 6-deoxy derivative, the 4'-epimer, and the 5"-nor-homolog. The use of these structures, together with the H type 1 hapten and the N-deacetylated forms of both the H type 1 and H type 2 determinants, as inhibitors of the agglutination of O red cells by the lectin allowed the conclusion that the binding of the H type 2 determinant is hydrophobic; the binding involves a wedge-like portion of the determinant that is basically hydrophobic, except for the 5-hydroxymethyl group, which is at the tip of the wedge and forms an intramolecular hydrogen-bond with O-5 for acceptance by a hydrophobic cleft at the surface of the lectin. Blocking procedures involving alkoxymethyl groups and new experiences involving glycosylation reactions are described.