280136-44-9

Upstream product

• 4356-80-3 methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 
• 74-88-4 methyl iodide 
• 29600-81-5 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 3396-99-4 methyl α-D-galactopyranoside 

Downstream Products

• 280136-46-1 p-nitrophenyl 2,3,4-tri-O-acetyl-6-O-methyl-α-D-galactopyranoside 
• 1215176-71-8 trichloroacetoimidoyl 2,3,4-tri-O-benzyl-6-O-methyl-α,β-D-galactopyranoside 
• 1215176-75-2 (2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside 
• 1215176-74-1 (2S,3S,4R)-2-hydroxy-3,4-O-isopropylidene-5(E,Z)-octadecen-1-yl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranoside 
• 1242144-19-9 2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranose 
• 1435264-89-3 2,3,4-tri-O-benzyl-6-O-methyl-β-D-galactopyranose 

Relevant academic research and scientific papers

RCAI-61 and related 6′-modified analogs of KRN7000: Their synthesis and bioactivity for mouse lymphocytes to produce interferon-γ in vivo

We synthesized ten new analogs of 6′-modified KRN7000 (A): RCAI-58, 61, 64, 83, 85-87, 113, 119, and 125. They could be synthesized by α-selective galactosylation of ceramide 9 with the 6-modified d-galactopyranosyl fluorides (8a-8f) or l-arabinopyranosyl

NOVEL GLYCOLIPID AND USE THEREOF

The present invention provides a novel glycolipid effective for cancer treatment and the like and a novel synthetic intermediate therefor, as well as a medicament containing the novel glycolipid and the like. A compound represented by the following formul

ESTERIFIED ALPHA-GALACTOSYLCERAMIDE

The present invention provides novel esterified α-galactosylceramides effective for cancer treatment and the like, and a medicament containing same. The present invention relates to a compound represented by the formula (I): wherein R1 is a hyd

ESTERIFIED ALPHA-GALACTOSYLCERAMIDE

The invention provides esterified α-galactosylceramides effective for cancer treatment and the like, and a medicament containing same. In particular, the invention relates to a compound represented by the formula (I): wherein R1 is a hydrocarbo

Synthesis and biological activity of ester and ether analogues of α-galactosylceramide (KRN7000)

These three ester analogues showed activity for IFNγ, and IL-4 production of iNKT cells. α-Galactosylceramide (αGalCer, KRN7000) has been identified as a modulator of immunological processes through its capacity to bind iNKT cells mediated by CD1d molecules. Some analogues in while the amide group in αGalCer is replaced with ester or ether groups were synthesized from d-arabinitol or l-ribose to evaluate their ability to activate iNKT cells. Ester analogues 30a, 31a, and 61 showed activity for IFNγ and IL-4 production of iNKT cells, while ether (31b) and 4-methoxy ester (76) analogues of α-galactosylceramide were not active for iNKT cells.

RCAI-61, the 6′-O-methylated analog of KRN7000: its synthesis and potent bioactivity for mouse lymphocytes to produce interferon-γ in vivo

RCAI-61, the 6′-O-methylated analog of KRN7000, and six other analogs with modified 6′-position of the galactose moiety of KRN7000 were synthesized to examine their bioactivity for mouse lymphocytes. Methyl α-d-galactopyranoside was the starting material

Synthesis of monomethyl derivatives of p-nitrophenyl α-d-gluco, galacto, and mannopyranosides and their hydrolytic properties against α-glycosidases

All possible monomethyl derivatives of p-nitrophenyl α-D-gluco, galacto, and mannopyranosides were synthesized. Hydrolytic activities of α-glucosidase (rice), α-galactosidases (green coffee bean, Mortierella vinacea, and Aspergillus niger), and α-mannosidases (almond and jack bean) against them were elucidated. The 6-O-methyl galactopyranoside and mannopyranoside were hydrolyzed by the M. vinacea α-galactosidase and the almond and jack bean α-mannosidases, respectively, while these enzymes did not act on the 2-, 3-, and 4-O-methyl derivatives. On the other hand, rice α-glucosidase and green coffee bean and A. niger α-galactosidases had no hydrolyzing activities at all against the respective four monomethylated substrates.