Department of Organic Chemistry, Indian Institute of Science , Bangalore, 560 012, India.
J Org Chem. 2016 Jun 3;81(11):4616-22. doi: 10.1021/acs.joc.6b00462. Epub 2016 May 24.
A new cyclic trisaccharide is synthesized by cycloglycosylation of a linear trisaccharide, modified with hydroxymethyl moiety at C4 of glucopyranose moiety. The cyclic trisaccharide possesses a rarely observed perfect trigonal symmetry in the P3 space group, in a narrow cone shape, and a brick-wall type arrangement of molecules in the solid state, and exhibits a significantly enhanced binding affinity to 1-aminoadamantane in aqueous solution.
通过在葡萄糖吡喃糖部分的 C4 位修饰羟甲基得到线性三糖,然后进行环糖基化,合成了一种新的环状三糖。该环状三糖在 P3 空间群中具有罕见的完美三角对称性,呈狭窄的锥形,在固态中分子呈砖墙式排列,在水溶液中对 1-氨基金刚烷表现出显著增强的结合亲和力。