An efficient enzymatic assembly strategy was developed for the concise synthesis of structurally well-defined sialylated chitooligosaccharides.Two enzyme modules for theβ-1,3-N-acetyl-glucosaminylation andβ-1,4-gala...An efficient enzymatic assembly strategy was developed for the concise synthesis of structurally well-defined sialylated chitooligosaccharides.Two enzyme modules for theβ-1,3-N-acetyl-glucosaminylation andβ-1,4-galactosylation were applied for the grafting N-acetyl lactosamine(LacNAc)unit(s)onto the chitooligosaccharides.The LacNAc grafted chitooligosaccharides were further modified withα-2,3-orα-2,6-sialylation by two enzymatic sialylation modules to generate a total of 20 sialylated chitooligosaccharides.The inhibition study of influenza virus-induced cytopathy with synthetic sialylated chitooligosaccharides indicated that the sialic acid linkage and chain length both contribute to the binding preference and inhibition potency.展开更多
A convenient and highly efficient strategy was developed for the simplification of enzymatic synthesis and purification of oligosaccharides.Glycosyl acceptors terminated with a thiol tag were extended by enzymatic mod...A convenient and highly efficient strategy was developed for the simplification of enzymatic synthesis and purification of oligosaccharides.Glycosyl acceptors terminated with a thiol tag were extended by enzymatic modular assembly(EMA)in the aqueous phase,and the desired products were captured during solid-phase workup(SPW)using commercially available thiopropyl Sepharose 6B resin through a reversible disulfide linkage.Finally,the products were released from solid-phase resin in the presence of dithio-threitol(DTT)as reducing agent and the resin could be recovered and reused.This strategy overcomes the uncertain influence of polymer-or ionic-supports commonly used in enzymatic glycosylation,and showed perfect compatibility with all 10 enzyme modules for the rapid assembly of a series of complex oligosaccharides.展开更多
基金supported by the National Key Research and Development Program of China(2021YFC210500 and 2022YFC2104900)the National Natural Science Foundation of China(21961142016,22277111 and 22107094)Department of Science and Technology of Shandong Province(2020CXGC010601,2021ZDSYS22 and ZR2021QB061)。
文摘An efficient enzymatic assembly strategy was developed for the concise synthesis of structurally well-defined sialylated chitooligosaccharides.Two enzyme modules for theβ-1,3-N-acetyl-glucosaminylation andβ-1,4-galactosylation were applied for the grafting N-acetyl lactosamine(LacNAc)unit(s)onto the chitooligosaccharides.The LacNAc grafted chitooligosaccharides were further modified withα-2,3-orα-2,6-sialylation by two enzymatic sialylation modules to generate a total of 20 sialylated chitooligosaccharides.The inhibition study of influenza virus-induced cytopathy with synthetic sialylated chitooligosaccharides indicated that the sialic acid linkage and chain length both contribute to the binding preference and inhibition potency.
基金This project was supported by the National Key Research and Development Program of China(Nos.2021YFC2101500,2018YFA0902002)the National Natural Science Foundation of China(Nos.21877073,21807064,21778035,and 21961142016)+2 种基金Department of Science and Technology of Shandong Province(No.2020CXGC010601)the Tianjin Natural Science Foundation(No.19JCYBJC24400)the Young Scholars Program of Shandong University,Mizutani Foundation for Glycoscience,and Central Government Guide Local Science and Technology Development Funds(No.YDZX20203700002579).
文摘A convenient and highly efficient strategy was developed for the simplification of enzymatic synthesis and purification of oligosaccharides.Glycosyl acceptors terminated with a thiol tag were extended by enzymatic modular assembly(EMA)in the aqueous phase,and the desired products were captured during solid-phase workup(SPW)using commercially available thiopropyl Sepharose 6B resin through a reversible disulfide linkage.Finally,the products were released from solid-phase resin in the presence of dithio-threitol(DTT)as reducing agent and the resin could be recovered and reused.This strategy overcomes the uncertain influence of polymer-or ionic-supports commonly used in enzymatic glycosylation,and showed perfect compatibility with all 10 enzyme modules for the rapid assembly of a series of complex oligosaccharides.
