Keywords
D-arabinofuranose
glycosylation
Janus aglycone
Mycobacterium tuberculosis.
silyl group
Abstract
A convergent synthesis of linear α-(1→5)-, β-(1→2)-linked octaarabinofuranoside related to the terminal fragment of mycobacterial polysaccharides was performed using a [6+2] scheme. The octaarabinofuranoside was obtained as a 4-(2-azidoethoxy)phenyl glycoside which can be further converted to neoglycoconjugates that are important for the development of diagnostic tools.
Funders
Russian Science Foundation
21-73-20164-P
References
1.
Paolo W.F., Nosanchuk J.D.
The Lancet Infectious Diseases,
2004
2.
3.
Zheng R.B., Jégouzo S.A., Joe M., Bai Y., Tran H., Shen K., Saupe J., Xia L., Ahmed M.F., Liu Y., Patil P.S., Tripathi A., Hung S., Taylor M.E., Lowary T.L., et. al.
ACS Chemical Biology,
2017
4.
Tong M., Jacobi C.E., van de Rijke F.M., Kuijper S., van de Werken S., Lowary T.L., Hokke C.H., Appelmelk B.J., Nagelkerke N.J., Tanke H.J., van Gijlswijk R.P., Veuskens J., Kolk A.H., Raap A.K.
Journal of Immunological Methods,
2005
5.
Hamasur B., Haile M., Pawlowski A., Schröder U., Williams A., Hatch G., Hall G., Marsh P., Källenius G., Svenson S.B.
Vaccine,
2003
6.
Kim H., Ng E.S., Zheng R.B., Whittal R.M., Schriemer D.C., Lowary T.L.
ACS Symposium Series,
2008
7.
Chen T., Blanc C., Liu Y., Ishida E., Singer S., Xu J., Joe M., Jenny-Avital E.R., Chan J., Lowary T.L., Achkar J.M.
Journal of Clinical Investigation,
2020
8.
Li Z., Bavaro T., Tengattini S., Bernardini R., Mattei M., Annunziata F., Cole R.B., Zheng C., Sollogoub M., Tamborini L., Terreni M., Zhang Y.
European Journal of Medicinal Chemistry,
2020
9.
Abronina P.I., Malysheva N.N., Zinin A.I., Novikov D.S., Panova M.V., Kononov L.O.
Carbohydrate Research,
2024
10.
Abronina P.I., Novikov D.S., Malysheva N.N., Zinin A.I., Chizhov A.O., Kononov L.O.
Carbohydrate Research,
2024