Synthesis of N-linked pentasaccharides with isomeric glycosidic linkage |
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| Authors: | Maki Takatani Toshihiro Nakama Kazusuke Kubo Shino Manabe Yuko Nakahara Yukishige Ito Yoshiaki Nakahara |
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| Institution: | (1) The Institute of Physical and Chemical Research (RIKEN), Hirosawa 2-1, Wako-shi, Saitama, 351-0198, Japan;(2) Department of Industrial Chemistry, Tokai University, Kitakaname 1117, Hiratsuka-shi, CREST, Japan Science and Technology Corporation (JST), Kanagawa, 259-1292, Japan |
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| Abstract: | As part of a program to explore the structural requirement of N-glycans in the carbohydrate-mediated biological interactions, N-linked pentasaccharide core structure was stereochemically modified in terms of glycosidic linkage. Three isomers,  -D-Man-(1 3)--D-Man-(16)]--D-Man-(14)- -D-GlcNAc-(14)--D-GlcNAc-L-Asn, -D-Man-(13)--D-Man-(16)]--D-Man-(14)--D-GlcNAc-(14)--D-GlcNAc-L-Asn, and -D-Man-(13)--D-man-(16)]--D-Man-(14)--D-GlcNAc-(14)--D-GlcNAc-L-Asn, were synthesized. Synthesis of the pentasaccharide with natural linkage is also described. |
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| Keywords: | N-glycan synthesis unnatural glycosidic linkage |
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