137105-29-4

Upstream product

• 551952-62-6 allyl 2-acetylamino-4-O-benzyl-2-deoxy-3-O-(4-methoxyphenylmethyl)-β-D-glucopyranoside 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 65947-37-7 allyl 2-deoxy-2-acetamido-4,6-O-benzylidene-β-D-glucopyranoside 
• 3006-60-8 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate 
• 54400-75-8 allyl 2-acetamido-2-deoxy-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 137105-35-2 N-(4-{(2R,3R,4R,5S,6R)-3-Acetylamino-2-allyloxy-5-benzyloxy-6-[4-(2,2-dimethyl-propionylamino)-benzyloxymethyl]-tetrahydro-pyran-4-yloxymethyl}-phenyl)-2,2-dimethyl-propionamide 

Relevant academic research and scientific papers

Synthesis and biological activities of lipid A analogs possessing β-glycosidic linkage at 1-position

New lipid A analogs having acidic groups β-glycosidically linked at the 1-position were synthesized in order to investigate the structural requirement for immunostimulating and endotoxic activity of lipid A. The β-(phosphonoxy)ethyl (PE) and carboxymethyl (CM) analogs of Escherichia coli type having six acyl groups and those of the biosynthetic precursor type having four acyl groups were synthesized via a divergent synthetic route. The E. coli type β-(phosphonoxy)-ethyl analog, which was previously reported to be not endotoxic, showed strong immunostimulating activity comparable to the natural-type α-analog. The acidic functional groups are concluded to be essential but their strict spatial arrangement is not required for expression of the biological activity.