当前位置: X-MOL 学术ChemPlusChem › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
A Pyridine‐Acetylene‐Aniline Oligomer: Saccharide Recognition and Influence of this Recognition Array on the Activity as Acylation Catalyst
ChemPlusChem ( IF 3.4 ) Pub Date : 2020-10-09 , DOI: 10.1002/cplu.202000603
Yuki Ohishi 1 , Toshikazu Takata 2 , Masahiko Inouye 1
Affiliation  

In order to create new functions of foldamer‐type hosts, various kinds of recognition arrays are expected to be developed. Here, a pyridine‐acetylene‐aniline unit is presented as a new class of a saccharide recognition array. The conformational stabilities of this array were analyzed by DFT calculation, and suggested that a pyridine‐acetylene‐aniline oligomer tends to form a helical structure. An oligomer of this array was synthesized, and its association for octyl β‐D‐glucopyranoside was confirmed by 1H NMR measurements. UV/Vis, circular dichroism, and fluorescence titration experiments revealed its high affinity for octyl glycosides in apolar solvents (Ka=104 to 105 M−1). This oligomer was relatively stable under basic conditions, and therefore this array was expected to be applied to the derivatization of saccharides. A 4‐(dialkylamino)pyridine attached pyridine‐acetylene‐aniline oligomer proved to catalyze the acylation of the octyl glucoside.

中文翻译:

吡啶-乙炔-苯胺低聚物:糖的识别和此识别阵列对作为酰化催化剂活性的影响。

为了创建折叠式主机的新功能,预计将开发各​​种识别阵列。在这里,吡啶-乙炔-苯胺单元被作为一种新型的糖类识别阵列。通过DFT计算分析了该阵列的构象稳定性,表明吡啶-乙炔-苯胺低聚物趋于形成螺旋结构。合成了该阵列的低聚物,并通过1 H NMR测量证实了其与辛基β -D-吡喃葡萄糖苷的缔合。UV / Vis,圆二色性和荧光滴定实验表明,它对非极性溶剂中的辛基糖苷具有很高的亲和力(K a = 10 4至10 5  M -1)。该低聚物在碱性条件下相对稳定,因此预期该阵列可用于糖的衍生化。一种由4-(二烷基氨基)吡啶连接的吡啶-乙炔-苯胺低聚物被证明催化辛基糖苷的酰化作用。
更新日期:2020-12-02
down
wechat
bug