866332-57-2Relevant academic research and scientific papers
N-trifluoroacetyl sialyl phosphite donors for the synthesis of α(2 → 9) oligosialic acids
Lin, Chang-Ching,Huang, Kuo-Ting,Lin, Chun-Cheng
, p. 4169 - 4172 (2005)
(Chemical Equation Presented) A new method for the synthesis of α(2 → 9) oligosialic acids is developed using phosphite sialyl donors that are protected with a C-5 N-trifluoroacetyl (NHTFA) substituent. Compared with conventional donors, these donors gave a higher degree of α-anomeric selectivity during glycosidic bond formation and better yields during iterative sialylation in the synthesis of oligosialic acids.
Phosphite-based sialic acid donors in the synthesis of α(2→9) oligosialic acids
Lin, Chang-Ching,Adak, Avijit Kumar,Horng, Jia-Cherng,Lin, Chun-Cheng
experimental part, p. 4714 - 4725 (2009/10/17)
The combination of a phosphite donor and an anomeric thiocresol-protected acceptor, both with a TFA protecting group at C-5 of the sialic acid, provides good α-selectivity and yield in sialylation. Although the convergent synthetic strategy of using a phosphite disialo-donor and a disialo-acceptor assembles tetra-sialic acid efficiently, overcoming the low α-selectivity of α-anomer and purifying it remain to be achieved. Furthermore, mono- and di-sialic acids were, respectively, conjugated on carrier protein, keyhole limpet hemocyanin. The enzymatic hydrolysis method is recommended for estimating the amount of sialic acid on a protein conjugate.
