53872-78-9

Basic information

• Product Name: 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide
• Synonyms: 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide
• CAS NO: 53872-78-9
• Molecular Weight: 459.291
• Mol File: 53872-78-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide(53872-78-9)
• EPA Substance Registry System: 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-galactopyranosyl bromide(53872-78-9)

Safety Data

• Hazardous Substances Data: 53872-78-9(Hazardous Substances Data)

Upstream product

• 52579-97-2 1,6-anhydro-3,4-O-isopropylidene-β-D-galactopyranose 
• 100-39-0 benzyl bromide 
• 55287-62-2 O²-benzyl-O³,O⁴-isopropyliden-1,6-anhydro-β-D-galactopyranose 
• 29741-67-1 1,3,4,6-Tetra-O-acetyl-2-O-benzyl-D-galactopyranose 
• 53872-77-8 1,3,4,6-Tetra-O-acetyl-2-O-benzyl-α-D-galactopyranose 

Downstream Products

• 604-70-6 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester 
• 130052-67-4 Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-isothiocyanato-tetrahydro-pyran-4-yl ester 
• 130052-62-9 methyl 2,3,4-tri-O-acetyl-6-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside 
• 79705-41-2 Benzyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl)-α-L-rhamnopyranosid 
• 79705-33-2 (2,2,2-Trichlorethyl)-2,3-O-isopropyliden-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl)-α-L-rhamnopyranosid 
• 79705-42-3 Benzyl-4-0-(2-O-benzyl-α-D-galactopyranosyl)-α-L-rhamnopyranosid 
• 117193-57-4 8-ethoxycarbonyloctyl-<2-acetamido-4,6-di-O-benzoyl-2-desoxy-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyd> 
• 117193-56-3 8-ethoxycarbonyloctyl-<2-azido-4,6-di-O-benzoyl-2-desoxy-3-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosyd> 
• 117193-53-0 2-azido-4,6-di-O-benzoyl-2-desoxy-3-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-α-D-galactopyranosylbromid 
• 904297-67-2 3-azidopropyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 904297-68-3 3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 904297-65-0 2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside 
• 791611-43-3 Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2S,3S,4R)-3,4-diacetoxy-2-tetracosanoylamino-tridecyloxy)-tetrahydro-pyran-4-yl ester 
• 501416-25-7 benzoxazol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Effects of lipid chain lengths in α-galactosylceramides on cytokine release by natural killer T cells

Glycolipid presentation by CD1 proteins has emerged as an important aspect of antigen recognition, and presentation of α-glycosylceramides by CD1d to natural killer T cells has become a central focus in understanding how glycolipid presentation can influence immune responses. An α-galactosylceramide containing relatively long lipid chains has been the subject of intense study because, when presented by CD1d to natural killer T cells, it stimulates the release of both proinflammatory and immunomodulatory cytokines. Using an efficient synthesis of α-galactosylceramides, we have prepared a series of glycolipids in which the lipid chain lengths have been incrementally varied. The responses of natural killer T cells to these glycolipids have been determined, and we have found that truncation of the phytosphingosine lipid chain increases the relative amounts of immunomodulatory cytokines released. In similar fashion, the length of the acyl chain in α-galactosylceramides influences cytokine release profiles. Copyright

Bausteine von Oligosacchariden, XXIX. Synthese des Trisaccharids aus N-Acetylglucosamin, Galactose und Rhamnose einer O-determinanten Kette von Escherichia coli. Abhaengigkeit der Stereoselektivitaet der α-Glycosidsynthese von der Reaktivitaet des Pyranos

The mercury salt catalysed reaction of substituted α-D-galactosyl halides with the reactive 4-OH groups of the rhamnosides 18 and 19 were studied.The order of reactivity of the halides increases with the following substituents: O-acetyl O-glucosyl O-b