Sugar receptor based on the interaction with boronic acid and amine
Date Issued
2004
Date
2004
Author(s)
Chao, Ting-Jung
DOI
zh-TW
Abstract
Sugars play important roles in cell recognition. For this reason, there are many ways have been developed for molecular recognition of sugars. As a sugar molecule contains polyhydroxyl groups, one can use an appropriate receptor to catch the sugar molecular via hydrogen bondings or covalent interactions.
In this thesis, a reductive amination was used to prepare compound 16 with the boronic acid moiety. The moiety can provide covalent interaction with sugars. The titration experiments of compound 15 and compound 16 with sugars were carried out. Compound 15 didn’t have obvious change, but compound 16 showed the red shift absorption and decreased fluorescence on titration with sugars. When a sugar molecule binds with the boronic acid moiety of compound 16, the aniline moiety would be released to cause intramolecular charge transfer, and thus contributes to the spectral change.
In the other part of this thesis, the reaction SmI2 with N-protected pyrroles was investigated. The result showed the protecting group will leave by reduction of SmI2 to get the unprotected compound 25.
Subjects
硼酸
分子受體
胺
amine
receptor
boronic acid
Type
thesis
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