544686-85-3

Upstream product

• 1421868-56-5 1,6-di-O-(tert-butyldiphenylsilyl)-2,5-di-O-(4-methoxybenzyl)-D-mannitol 
• 866454-44-6 (2R)-3-[(tert-butyldiphenylsilyl)oxy]-2-(4-methoxybenzyloxy)propanal 
• 301298-48-6 2,5-di-O-(p-methoxybenzyl)-D-mannitol 
• 544686-87-5 (S)-(-)-1-allyl-3-tert-butyldiphenylsilyl-sn-glycerol 
• 544686-84-2 3-O-allyl-2-O-(4-methoxybenzyl)-1-O-(tert-butyldiphenylsilyl)-sn-glycerol 

Downstream Products

• 1421868-58-7 1-O-tert-butyldiphenylsilyl-2-O-(4-methoxybenzyl)-3-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-sn-glyceride 
• 1421868-59-8 1-O-(tert-butyldiphenylsilyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosiduronic acid 
• 1421868-60-1 benzyl (1-O-(tert-butyldiphenylsilyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 
• 1421868-61-2 benzyl (2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 
• 1421868-62-3 benzyl (1-O-stearyl-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 
• 1421868-65-6 benzyl (1-O-((R)-10-methylstearyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 
• 1421868-67-8 benzyl (1-O-palmityl-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-α-D-glucopyranosid)uronate 
• 1421868-57-6 1-O-(tert-butyldiphenylsilyl)-2-O-(4-methoxybenzyl)-sn-glyceryl 2,3,4-tri-O-benzyl-6-O-acetyl-α-D-glucopyranoside 
• 849240-71-7 Phosphoric acid benzyl ester (S)-3-{benzyloxy-[(R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propoxy]-phosphoryloxy}-2-(4-methoxy-benzyloxy)-propyl ester (S)-2,3-bis-benzyloxy-propyl ester 
• 849240-72-8 Phosphoric acid benzyl ester (R)-3-[benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-2-(4-methoxy-benzyloxy)-propyl ester (R)-3-hydroxy-2-(4-methoxy-benzyloxy)-propyl ester 
• 849240-69-3 benzyl [(2S)-1,2-di-benzyloxy-propan-3-yl] [(2R)-1-tert-butyldiphenylsilyloxy-2-(4-methoxybenzyloxy)propan-3-yl] phosphate 
• 849240-70-6 benzyl [(2S)-1,2-di-benzyloxy-propan-3-yl] [(2R)-1-hydroxy-2-(4-methoxybenzyloxy)propan-3-yl] phosphate 
• 912845-80-8 Phosphoric acid benzyl ester (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl ester (S)-2-(4-methoxy-benzyloxy)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propyl ester 
• 912845-81-9 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol 

Relevant academic research and scientific papers

Regioselective phosphorylation of: Myo -inositol with BINOL-derived phosphoramidites and its application for protozoan lysophosphatidylinositol

A regioselective phosphorylation method for myo-inositol was developed by utilizing readily preparable BINOL-derived phosphoramidites. The method also facilitated the complete separation of the diastereomeric products by simple chromatography. Based on this phosphorylation and Ni-catalyzed alkyl-alkyl cross-coupling reaction for long fatty acids, we achieved the first synthesis of a lysophosphatidylinositol, EhPIa having long fatty acid C30:1, as a partial structure of glycosylphosphatidylinositol (GPI) anchor from the cell membrane of a protozoa, Entamoeba histolytica.

Synthesis, structural elucidation, and biochemical analysis of immunoactive glucuronosyl diacylglycerides of mycobacteria and corynebacteria

Glucuronosyl diacylglycerides (GlcAGroAc2) are functionally important glycolipids and membrane anchors for cell wall lipoglycans in the Corynebacteria. Here we describe the complete synthesis of distinct acyl-isoforms of GlcAGroAc2 bearing both acylation patterns of (R)-tuberculostearic acid (C19:0) and palmitic acid (C 16:0) and their mass spectral characterization. Collision-induced fragmentation mass spectrometry identified characteristic fragment ions that were used to develop rules allowing the assignment of the acylation pattern as C19:0 (sn-1), C16:0 (sn-2) in the natural product from Mycobacterium smegmatis, and the structural assignment of related C18:1 (sn-1), C16:0 (sn-2) GlcAGroAc2 glycolipids from M. smegmatis and Corynebacterium glutamicum. A synthetic hydrophobic octyl glucuronoside was used to characterize the GDP-mannose-dependent mannosyltransferase MgtA from C. glutamicum that extends GlcAGroAc2. This enzyme is an Mg2+/Mn2+- dependent metalloenzyme that undergoes dramatic activation upon reduction with dithiothreitol.

Synthesis of structural variants of Staphylococcus aureus lipoteichoic acid (LTA)

Based on 1,2-O-isopropylidene-sn-glycerol, which is readily available from d-mannitol, five chiral building blocks for the construction of structural variants of Staphylococcus aureus LTA designed and synthesized. Ligation of these building blocks led readily to the target molecules 1 and 2. They demonstrated that the d-alanine residues at the glycerophosphate backbone are decisive for the activation of the immune system.