916159-68-7

Upstream product

• 117168-59-9 (2S,3S,4R)-2-azido-1,3,4-octadecanetriol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 77844-50-9 (2S,3S,4R)-2-aminooctadecane-1,3,4-triol hydrochloride 
• 160280-65-9 (2R,3R,4R)-1,3,4-trihydroxyoctadecan-2-yl methanesulfonate 
• 554-62-1 D-ribo-phytosphingosine 

Downstream Products

• 916159-70-1 (2S,3R)-(E)-2-azido-1-(tert-butyldiphenylsilyloxy)octadec-4-en-3-ol 
• 916159-71-2 (2S,3S,4S)-2-azido-1-(tert-butyldiphenylsilyloxy)-4-iodooctadecan-3-ol 
• 916159-69-8 [(S)-2-azido-2-((4S,5R)-2,2-dioxo-5-tetradecyl-2λ⁶-[1,3,2]dioxathiolan-4-yl)ethoxy]-tert-butyldiphenylsilane 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 103348-49-8 2-azido-sphingosine 
• 1186132-07-9 (2S,3S,4R)-2-azido-(3,4-dibenzoyloxy-1-tert-butyldiphenylsilyloxy)octadecane 
• 1365757-18-1 N-((2R,3S,4R)-1-(cyclohexylthio)-3,4-isopropilidenedioxyoctadecan-2-yl)octanamide 
• 1365757-20-5 benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate 
• 1365757-21-6 benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(octylthio)octadecan-2-yl)carbamate 
• 1365757-22-7 N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)octanamide 
• 1365757-23-8 N-((2R,3S,4R)-3,4-dihydroxy-1-((2-(hydroxymethyl)phenyl)thio)octadecan-2-yl)octanamide 
• 1365757-24-9 N-((2R,3S,4R)-1-((4-chlorobenzyl)thio)-3,4-dihydroxyoctadecan-2-yl)octanamide 
• 1365757-26-1 N-((2R,3S,4R)-1-(cyclohexylthio)-3,4-dihydroxyoctadecan-2-yl)octanamide 
• 1365757-28-3 benzyl ((2R,3S,4R)-3,4-dihydroxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate 

Relevant academic research and scientific papers

Chemoenzymatic synthesis and biological evaluation of ganglioside GM3 and lyso-GM3 as potential agents for cancer therapy

A highly efficient chemoenzymatic method for synthesizing ganglioside GM3 and lyso-GM3 was reported here. Enzymatic extension of the chemically synthesized lactosyl sphingosine using efficient one-pot multienzyme (OPME) reaction allowed glycosylation to b

Ganglioside GM3 and/or analogue thereof, synthesis method and application of ganglioside GM3 and/or analogue thereof

The invention relates to a method for synthesizing ganglioside GM3 and/or an analogue thereof. The method includes the following steps: (1) selecting a lactose donor represented by a general formula Iand/or an analogue thereof and selecting a sphingosine

3-O-SULFO-GALACTOSYLCERAMIDE ANALOGS AS ACTIVATORS OF TYPE II NKT CELLS AND USES THEREOF

Disclosed is a compound of the formula (I) or (II): wherein a f are as described herein. The compounds are useful in the activation of Type II NKT cells and in treating cancer.

Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens

A highly efficient streamlined chemoenzymatic strategy for total synthesis of four prioritized ganglioside cancer antigens GD2, GD3, fucosyl GM1, and GM3 from commercially available lactose and phytosphingosine is demonstrated. Lactosyl sphingosine (LacβS

Highly efficient chemoenzymatic synthesis and facile purification of α-Gal pentasaccharyl ceramide Galα3nLc4βCer

A highly efficient chemoenzymatic method for synthesizing glycosphingolipids using α-Gal pentasaccharyl ceramide as an example is reported here. Enzymatic extension of the chemically synthesized lactosyl sphingosine using efficient sequential one-pot mult

Design, Synthesis, and Immunological Evaluation of Benzyloxyalkyl-Substituted 1,2,3-Triazolyl α-GalCer Analogues

Replacement of the amide moiety in the structure of α-GalCer with a 1,2,3-triazole linker is known to elicit a response skewed toward Th2 immunity, and glycolipids containing an aromatic ring in the terminus of their acyl or phytosphingosine structural component exhibit an enhanced Th1 immune response. In the current study, synthesis and immunological screening of a focused library of benzyloxyalkyl-substituted 1,2,3-triazolyl α-GalCer analogues are reported. The novel α-GalCer analogues activate invariant natural killer T (iNKT) cells via CD1d mediated presentation, which was confirmed by in vitro tests performed on iNKT hybridomas incubated with CD1d proteins. When tested on isolated murine splenocytes, the T1204B and T1206B compounds stimulated higher levels of both IFN-γ and IL-4 cytokine expression in vitro compared to that of α-GalCer.

Synthesis of ganglioside Hp-s1

A simple protocol for the synthesis of a ganglioside Hp-s1 (1) starting from commercially available phytosphingosine, sialic acid, and d-glucose is described. This synthesis involved a glycosylation reaction of a phytosphingosine derived acceptor with a h

Synthesis of 1-thio-phytosphingolipid analogs by microwave promoted reactions of thiols and aziridine derivatives

A practical and versatile method for the synthesis of 1-thio- phytosphingolipid analogs through regioselective nucleophilic ring-opening reactions of phytosphingosine aziridine derivatives with thiols is described. The reactions were carried out with N-ac

Synthesis and biological activity of α-galactosyl ceramide KRN7000 and galactosyl (α1→2) galactosyl ceramide

We herein report a faster and less cumbersome synthesis of the biologically attractive, α-galactosyl ceramide (α-GalCer), known as KRN7000, and its analogues. More importantly, the use of a silicon tethered intramolecular glycosylation reaction gave easy

Efficient synthesis of D-erythro-sphingosine and D-erythro-azidosphingosine from D-ribo-phytosphingosine via a cyclic sulfate intermediate

The synthesis of naturally occurring D-erythro-sphingosine and synthetically useful D-erythro-2-azidosphingosine from commercially available D-ribo-phytosphingosine is described. An important feature of this synthesis is the selective transformation of the 3,4-vicinal diol of phytosphingosine into the characteristic E-allylic alcohol of sphingosine via a cyclic sulfate intermediate.