Zhang Ping, Barbot Cécile, Gandikota Ramakrishna, Li Cenxiao, Gouriou Laura, Gouhier Géraldine, Ling Chang-Chun
Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, AB T2N 1N4, Canada.
University Rouen Normandie, INSA Rouen Normandie, CNRS, Normandie University, COBRA UMR 6014, INC3M FR 3038, F-76000 Rouen, France.
Molecules. 2024 Oct 3;29(19):4688. doi: 10.3390/molecules29194688.
Sucrose constitutes a non-toxic, biodegradable, low-cost and readily available natural product. To expand its utility, we developed total synthesis for a ligand based on a sucrose scaffold for potential use as a metal chelation agent. The designed target (compound ) has a metal-chelating functionality at both the C-6 and C-6' positions, which can provide a first coordination sphere of eight valencies. The designed total synthesis was highly efficient. To demonstrate the utility of the ligand, we studied its complexation with Gd(III). Using potentiometric titration and high-resolution mass spectrometry, we confirmed the formation of a 1:1 complex with Gd(III), which has a respectable formation constant of ~10. Further NMR relaxivity studies show that the Gd(III) complex has a relaxivity (r1) of 7.6958 mmol s.
蔗糖是一种无毒、可生物降解、低成本且易于获取的天然产物。为了拓展其用途，我们基于蔗糖骨架开发了一种配体的全合成方法，该配体有望用作金属螯合剂。设计的目标化合物在C-6和C-6'位置均具有金属螯合官能团，可提供一个具有八个配位数的第一配位层。所设计的全合成方法效率很高。为了证明该配体的实用性，我们研究了它与Gd(III)的络合作用。通过电位滴定和高分辨率质谱，我们证实了与Gd(III)形成了1:1的络合物，其形成常数约为10，相当可观。进一步的核磁共振弛豫率研究表明，Gd(III)络合物的弛豫率（r1）为7.6958 mmol s。
