Comprehensive Modular Synthesis of Ganglioside Glycans and Evaluation of their Binding Affinities to Siglec-7 and Siglec-9

被引:0
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作者
Adak, Avijit K. [1 ]
Tseng, Hsin-Kai [1 ]
Chang, Shu-Yen [1 ]
Chiang, Yu-Ching [1 ]
Lyu, Ke-Hong [1 ]
Lee, Yun-Sheng [1 ]
Lu, Wen [1 ]
Kuo, Wen-Hua [1 ]
Angata, Takashi [2 ]
Lin, Chun-Cheng [1 ,3 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, 101 Sect 2,Kuang Fu Rd, Hsinchu 30013, Taiwan
[2] Acad Sinica, Inst Biol Chem, Taipei 11529, Taiwan
[3] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 80708, Taiwan
关键词
carbohydrates; chemoenzymatic synthesis; gangliosides; glycan microarray; Siglec; CHEMOENZYMATIC SYNTHESIS; CAMPYLOBACTER-JEJUNI; ENZYMATIC-SYNTHESIS; SIALYLTRANSFERASE CSTII; STRUCTURAL-ANALYSIS; RECEPTOR; GLYCOSPHINGOLIPIDS; IDENTIFICATION; SPECIFICITY; GD3;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present work, bacterial glycosyltransferases are utilized to construct ganglioside glycans in a convergent approach via a sugar.nucleotide regeneration system and one-pot multienzyme reactions. Starting from beta-lactoside enables the diversification of both the glycan moieties and the linkages in the lower alpha-arm and upper beta-arm. Overall, a comprehensive panel of 24 natural a-series (GM3, GM2, GM1a, GD1a, GT1a, and fucosyl-GM1), b-series (GD3, GD2, GD1b, GT1b, and GQ1b), c-series (GT3, GT2, GT1c, GQ1c, and GP1c), alpha-series (GM1 alpha, GD1a alpha, and GT1a alpha), and o-series (GA2, GA1, GM1b, GalNAc-GM1b, and GD1c) ganglioside glycans are prepared, which are suitable for biological studies and further applications. Moreover, a microarray is constructed with these synthesized ganglioside glycans to investigate their binding specificity with recombinant Fc-fused Siglec-7 and Siglec-9, which are immune checkpoint-like glycan recognition proteins on natural killer cells. The microarray binding results reveal that GD3 and GT1a alpha are specific ligands for Siglec-7 and Siglec-9, respectively, and this discovery can lead to the identification of appropriate ligands for investigating the roles of these Siglecs in immunomodulation.
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页数:10
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