172360-88-2

Upstream product

• 78-39-7 Triethyl orthoacetate 
• 117253-42-6 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 172360-86-0 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 172360-89-3 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside 
• 172360-87-1 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 

Downstream Products

• 172360-89-3 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthetic sulfated glucuronosyl paragloboside (SGPG) and its use for the detection of autoimmune peripheral neuropathies

The sulfated glucuronosyl paragloboside SO4-3-GlcA(β1-3) Gal-(β1-4)GlcNAc(β1-3)Gal-(β1-4)Glcβ(1-1′)Cer (SGPG) is a specific constituent of the peripheral nervous system involved in human dysimmune neuropathies. Although it is highly immunogenic in human pathology, it is not a major constituent of peripheral nerve in humans. Pure SGPG is very difficult to obtain from natural sources, but is needed for the design of efficient and reproducible immunoassays. We describe a new chemical synthesis of this important glycolipid with a stearic tail, including its complete characterization by mass spectrometry and its use in the detection of autoimmune neuropathies.

Synthesis of Double-Chain Bis-sulfone Neoglycolipids of the 2'-, 3'-, and 6'-Deoxyglobotrioses

Partially protected 2-(trimethylsilyl)ethyl deoxylactosides (deoxygenated in the 2-, 3-, and 6-positions of the galactose unit) were synthesized via various routes and glycosylated with galactosyl donors to give the corresponding deoxytrisaccharides.Removal of the protecting groups gave the 2-(trimethylsilyl)ethyl 2'-, 3'-, and 6'-deoxyglobotriosides.Transformation of the protected trisaccharides into trichloroacetimidates, via the corresponding hemiacetals, proceeded in 86 - 96percent overall yield.Glycosylation of 3-(hexadecylsulfonyl)-2-propanol with the trisaccharidic trichloroacetimidates, in 37 - 68percent yield, followed by removal of protecting groups, gave the title neoglycolipids.