Facile chemoenzymatic synthesis of Lewis a (Le^a) antigen in gram-scale and sialyl Lewis a (sLe^a) antigens containing diverse sialic acid forms.

ABSTRACT: An efficient streamlined chemoenzymatic approach has been developed for gram-scale synthesis of Lewis a angtigen (Le^aβProN₃) and a library of sialyl Lewis a antigens (sLe^aβProN₃) containing different sialic acid forms. Intially, commercially available inexpensive N-acetylglucosamine (GlcNAc) was converted to its N'-glycosyl p-toluenesulfonohydrazide in one step. Followed by chemical glycosylation, GlcNAcβProN₃ was synthesized using this protecting group-free method in high yield (82%). Sequential one-pot multienzyme (OPME) β1-3-galactosylation of GlcNAcβProN₃ followed by OPME α1-4-fucosylation reactions produced target Le^aβProN₃ in gram-scale. Structurally diverse sialic acid forms was successfully intr

SUBMITTER: Tasnima N 

PROVIDER: S-EPMC6417886 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature