424823-30-3

Upstream product

• 424823-20-1 6-azido-2,3,4-tetra-O-benzyl-6-deoxy-α-galactosyl fluoride 
• 424823-19-8 6-azido-2,3,4-tetra-O-benzyl-6-deoxymethylgalactopyranoside 
• 424823-28-9 6-azido-6-deoxymethylgalactopyranoside 
• 205371-68-2 (2S,3S,4R)-3,4-di-O-tertbutyldimethylsilyl-2-(N-hexacosanoylamino)octadecan-1,3,4-triol 
• 424823-22-3 Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide 

Downstream Products

• 424823-29-0 Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-dihydroxy-heptadecyl]-amide 

Relevant academic research and scientific papers

An efficient synthesis of a 6″-BODIPY-α-Galactosylceramide probe for monitoring α-Galactosylceramide uptake by cells

Herein, an efficient synthesis of BODIPY-α-Galactosylceramide 3, which can be used to study the cellular uptake of the potent immunostimulatory parent compound α-Galactosylceramide, is reported. Key in our synthetic strategy is the six-step synthesis of the core BODIPY scaffold (64% yield overall) and its quantitative conversion to an N-hydroxysuccinimidyl ester to facilitate conjugation and purification of the target glycolipid. For the preparation of the core of the glycolipid, the solubility of the lipid acceptor proved to be critical. The ability of BODIPY-αGalCer 3 to activate invariant natural killer cells was then demonstrated in vitro.

6"-AMINO-6"-DEOXYGALACTOSYLCERAMIDES

This invention relates to galactosylceramide compounds.

Synthesis and NKT Cell Stimulating Properties of Fluorophore- and Biotin-Appended 6″-Amino-6″-deoxy-galactosylceramides

(Matrix Presented) α-Galactosylceramides are potent stimulators of human T cells. Stimulation occurs through binding of the glycolipids by CD1d, Presentation to T cells, and formation of a CD1d-glycolipid-T cell receptor complex. To facilitate the elucida