886852-47-7Relevant academic research and scientific papers
Efficient synthesis of a linear octyl pentaarabinofuranoside, a substrate for mycobacterial EmbA/EmbB proteins
Chu, Yue,Yang, Jin-Song
, p. 10 - 15 (2018/06/19)
The efficient synthesis of a linear pentasaccharide with the structure 1, β-D-Araf-(1 → 2)-α-D-Araf-(1 → 5)-α-D-Araf-(1 → 5)-α-D-Araf-(1 → 5)-α-D-Araf-(1 → 5), as its octyl glycoside has been achieved through a convergent [3 + 2] coupling strategy. The difficult-to-obtain 1,2-cis-β-arabinofuranosidic bond at the non-reducing end of the target molecule was stereoselectively constructed by the use of a 2-quinolinecarbonyl-directed 1,2-cis glycosylation method.
β-arabinofuranosylation using 5- O -(2-quinolinecarbonyl) substituted ethyl thioglycoside donors
Liu, Qiang-Wei,Bin, Hua-Chao,Yang, Jin-Song
supporting information, p. 3974 - 3977 (2013/09/02)
A new β-stereoselective d- and l-arabinofuranosylation method has been developed employing 5-O-(2-quinolinecarbonyl) substituted arabinosyl ethyl thioglycosides as glycosyl donors. The approach allows a wide range of acceptor substrates to be used; the β-selectivity is good-to-excellent. Stereoselective synthesis of a mannose-capped octasaccharide portion from a mycobacterial cell wall polysaccharide was then carried out to demonstrate the utility of this methodology.
Synthesis and TNF-α inducing activities of mycoloyl-arabinan motif of mycobacterial cell wall components
Ishiwata, Akihiro,Akao, Hiroko,Ito, Yukishige,Sunagawa, Makoto,Kusunose, Naoto,Kashiwazaki, Yasuo
, p. 3049 - 3061 (2007/10/03)
The extract of the cell wall skeleton of Bacillus Calmette-Guerin (BCG-CWS) from Mycobacterium bovis is known to be an activator of innate immunity. Synthesis of pentaarabinofuranoside as part of the arabinan moiety of BCG-CWS was achieved by double α-ara
