Synthesis of branched arabinofuranose pentasaccharide fragment of mycobacterial arabinans as 2-azidoethyl glycoside.
Branched arabinofuranose pentasaccharide with 2-azidoethyl aglycon was prepared for the first time by [3+1+1] bis-(1,2-cis)-glycosylation of trisaccharide diol with silyl-protected thioglycoside glycosyl donor. The presence of 2-azidoethyl aglycon would enable the preparation of neoglycoconjugates using the click chemistry approaches.
N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp., 47, 119991 Moscow, Russian Federation.
Ksenia G
KG
Fedina
Polina I
PI
Abronina
Nikita M
NM
Podvalnyy
Nikolay N
NN
Kondakov
Alexander O
AO
Chizhov
Vladimir I
VI
Torgov
Leonid O
LO
Kononov
D001089:Arabinose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002473:Cell Wall / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009169:Mycobacterium tuberculosis / Q000737:chemistry*; D025942:Oligosaccharides, Branched-Chain / Q000138:chemical synthesis* / Q000737:chemistry; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D001386:Azides; D025942:Oligosaccharides, Branched-Chain; D011134:Polysaccharides; C431714:arabinofuranose; C030080:araban; D001089:Arabinose