Synthesis and Microarray-Assisted Binding Studies of Core Xylose and Fucose Containing N-Glycans

被引:50
作者
Brzezicka, Katarzyna [1 ]
Echeverria, Begona [1 ]
Serna, Sonia [1 ]
van Diepen, Angela [2 ]
Hokke, Cornelis H. [2 ]
Reichardt, Niels-Christian [1 ,3 ]
机构
[1] CIC BiomaGUNE, Glycotechnol Lab, San Sebastian 20009, Spain
[2] Leiden Univ, Med Ctr, Dept Parasitol, Parasite Glycobiol Grp, NL-2300 RC Leiden, Netherlands
[3] CIBER BBN, San Sebastian 20009, Spain
关键词
TRISACCHARIDE BUILDING-BLOCK; DC-SIGN; ANTIBODY-RESPONSES; STRUCTURAL BASIS; PLANT DEFENSE; GLYCOSYLATION; REGIOSELECTIVITY; RECOGNITION; STRATEGY; ANTIGENS;
D O I
10.1021/cb501023u
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis of a collection of 33 xylosylated and core-fucosylated N-glycans found only in nonmammalian organisms such as plants and parasitic helminths has been achieved by employing a highly convergent chemo-enzymatic approach. The influence of these core modifications on the interaction with plant lectins, with the human lectin DC-SIGN (Dendritic Cell-Specific Intercellular adhesion molecule-3-Grabbing Nonintegrin), and with serum antibodies from schistosome-infected individuals was studied. Core xylosylation markedly reduced or completely abolished binding to several mannose-binding plant lectins and to DC-SIGN, a C-type lectin receptor present on antigen presenting cells. Employing the synthetic collection of core-fucosylated and core-xylosylated N-glycans in the context of a larger glycan array including structures lacking these core modifications, we were able to dissect core xylose and core fucose specific antiglycan antibody responses in S. mansoni infection sera, and we observed clear and immunologically relevant differences between children and adult groups infected with this parasite. The work presented here suggests that, quite similar to bisecting N-acetylglucosamine, core xylose distorts the conformation of the unsubstituted glycan, with important implications for the immunogenicity and protein binding properties of complex N-glycans.
引用
收藏
页码:1290 / 1302
页数:13
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