The use of multicomponent reactions in the development of bis-boronic acids for the detection of β-sialic acid
學年 112
學期 1
出版（發表）日期 2023-12-27
作品名稱 The use of multicomponent reactions in the development of bis-boronic acids for the detection of β-sialic acid
作品名稱（其他語言）
著者 Tzu-Ching Chou; Ying-Li Hu; Guan-Cheng Xie; Jyh-Chiang Jiang; Liang-Ying Peng; Hsiao-Chun Tsai; Chiao-Tien Yao; Yi-Jie Tsai; Ting-Yu Huang; Jing-Wen Hu; Yi-Ching Chen; Min-Yeh Tsai; Yi-Wei Chen; Po-Shen Pan
單位
出版者
著錄名稱、卷期、頁數 Organic and Biomolecular Chemistry 22, p.1639-1645
摘要 Sialic acid (SA) is a naturally occurring monosaccharide found in glycoproteins and glycolipids. Changes in the expression of SA are associated with several diseases; thus, the detection of SA is of great significance for biological research, cancer diagnosis, and treatment. Boronic acid analogs have emerged as a promis- ing tool for detecting sugars such as SA due to its reversible covalent bonding ability. In this study, 11 bis- boronic acid compounds and 2 mono-boronic acid compounds were synthesized via a highly efficient Ugi-4CR strategy. The synthesized compounds were subjected to affinity fluorescence binding experi- ments to evaluate their binding capability to SA. Compound A1 was shown to have a promising binding constant of 2602 ± 100 M−1 at pH = 6.0. Density Functional Theory (DFT) calculations examining the binding modes between A1 and SA indicated that the position of the boronic acid functional group was strongly correlated with its interaction with SA’s α-hydroxy acid unit.
關鍵字 sailaic acid;boronic acid;multicomponent reaction
語言 en
ISSN 1477-0539; 1477-0520
期刊性質 國外
收錄於 SCI
產學合作
通訊作者 Po-Shen Pan
審稿制度 是
國別 GBR
公開徵稿
出版型式 ,電子版,紙本
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機構典藏連結 ( http://tkuir.lib.tku.edu.tw:8080/dspace/handle/987654321/125263 )