Nana Lv1,2, Tao Guo2, Botao Liu2,3, Caifen Wang2, Vikaramjeet Singh2, Xiaonan Xu1,2, Xue Li1,4, Dawei Chen5, Ruxandra Gref6, Jiwen Zhang7,8. 1. School of Pharmacy, Shenyang Pharmaceutical University, Shenyang, 110016, China. 2. Center for Drug Delivery System, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, No. 501 of Haike Road, Shanghai, 201210, China. 3. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 201418, China. 4. Institute of Moléculaires Sciences d'Orsay, UMR CNRS 8214, Université Paris Sud, Université Paris-Saclay, 91400, Orsay, France. 5. School of Pharmacy, Shenyang Pharmaceutical University, Shenyang, 110016, China. chendawei@syphu.edu.cn. 6. Institute of Moléculaires Sciences d'Orsay, UMR CNRS 8214, Université Paris Sud, Université Paris-Saclay, 91400, Orsay, France. ruxandra.gref@u-psud.fr. 7. School of Pharmacy, Shenyang Pharmaceutical University, Shenyang, 110016, China. jwzhang@simm.ac.cn. 8. Center for Drug Delivery System, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, No. 501 of Haike Road, Shanghai, 201210, China. jwzhang@simm.ac.cn.
Abstract
PURPOSE: To explain thermal stability enhancement of an organic compound, sucralose, with cyclodextrin based metal organic frameworks. METHODS: Micron and nanometer sized basic CD-MOFs were successfully synthesized by a modified vapor diffusion method and further neutralized with glacial acetic acid. Sucralose was loaded into CD-MOFs by incubating CD-MOFs with sucralose ethanol solutions. Thermal stabilities of sucralose-loaded basic CD-MOFs and neutralized CD-MOFs were investigated using thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and high performance liquid chromatography with evaporative light-scattering detection (HPLC-ELSD). RESULTS: Scanning electron microscopy (SEM) and powder X-ray diffraction (PXRD) results showed that basic CD-MOFs were cubic crystals with smooth surface and uniform sizes. The basic CD-MOFs maintained their crystalline structure after neutralization. HPLC-ELSD analysis indicated that the CD-MOF crystal size had significant influence on sucralose loading (SL). The maximal SL of micron CD-MOFs (CD-MOF-Micro) was 17.5 ± 0.9% (w/w). In contrast, 27.9 ± 1.4% of sucralose could be loaded in nanometer-sized basic CD-MOFs (CD-MOF-Nano). Molecular docking modeling showed that sucralose molecules preferentially located inside the cavities of γ-CDs pairs in CD-MOFs. Raw sucralose decomposed fast at 90°C, with 86.2 ± 0.2% of the compound degraded within only 1 h. Remarkably, sucralose stability was dramatically improved after loading in neutralized CD-MOFs, with only 13.7 ± 0.7% degradation at 90°C within 24 h. CONCLUSIONS: CD-MOFs efficiently incorporated sucralose and maintained its integrity upon heating at elevated temperatures.
PURPOSE: To explain thermal stability enhancement of an organic compound, sucralose, with cyclodextrin based metal organic frameworks. METHODS: Micron and nanometer sized basic CD-MOFs were successfully synthesized by a modified vapor diffusion method and further neutralized with glacial acetic acid. Sucralose was loaded into CD-MOFs by incubating CD-MOFs with sucralose ethanol solutions. Thermal stabilities of sucralose-loaded basic CD-MOFs and neutralized CD-MOFs were investigated using thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and high performance liquid chromatography with evaporative light-scattering detection (HPLC-ELSD). RESULTS: Scanning electron microscopy (SEM) and powder X-ray diffraction (PXRD) results showed that basic CD-MOFs were cubic crystals with smooth surface and uniform sizes. The basic CD-MOFs maintained their crystalline structure after neutralization. HPLC-ELSD analysis indicated that the CD-MOF crystal size had significant influence on sucralose loading (SL). The maximal SL of micron CD-MOFs (CD-MOF-Micro) was 17.5 ± 0.9% (w/w). In contrast, 27.9 ± 1.4% of sucralose could be loaded in nanometer-sized basic CD-MOFs (CD-MOF-Nano). Molecular docking modeling showed that sucralose molecules preferentially located inside the cavities of γ-CDs pairs in CD-MOFs. Raw sucralose decomposed fast at 90°C, with 86.2 ± 0.2% of the compound degraded within only 1 h. Remarkably, sucralose stability was dramatically improved after loading in neutralized CD-MOFs, with only 13.7 ± 0.7% degradation at 90°C within 24 h. CONCLUSIONS: CD-MOFs efficiently incorporated sucralose and maintained its integrity upon heating at elevated temperatures.
Authors: Shuangbing Han; Yanhu Wei; Cory Valente; Ross S Forgan; Jeremiah J Gassensmith; Ronald A Smaldone; Hideyuki Nakanishi; Ali Coskun; J Fraser Stoddart; Bartosz A Grzybowski Journal: Angew Chem Int Ed Engl Date: 2011-01-03 Impact factor: 15.336
Authors: Jeremiah J Gassensmith; Hiroyasu Furukawa; Ronald A Smaldone; Ross S Forgan; Youssry Y Botros; Omar M Yaghi; J Fraser Stoddart Journal: J Am Chem Soc Date: 2011-09-13 Impact factor: 15.419
Authors: Jeremiah J Gassensmith; Jeung Yoon Kim; James M Holcroft; Omar K Farha; J Fraser Stoddart; Joseph T Hupp; Nak Cheon Jeong Journal: J Am Chem Soc Date: 2014-05-29 Impact factor: 15.419
Authors: Kathryn M L Taylor-Pashow; Joseph Della Rocca; Zhigang Xie; Sylvie Tran; Wenbin Lin Journal: J Am Chem Soc Date: 2009-10-14 Impact factor: 15.419
Authors: V Agostoni; P Horcajada; M Noiray; M Malanga; A Aykaç; L Jicsinszky; A Vargas-Berenguel; N Semiramoth; S Daoud-Mahammed; V Nicolas; C Martineau; F Taulelle; J Vigneron; A Etcheberry; C Serre; R Gref Journal: Sci Rep Date: 2015-01-21 Impact factor: 4.379
Authors: Yang Xu; Ahmed K Rashwan; Ahmed I Osman; Eman M Abd El-Monaem; Ahmed M Elgarahy; Abdelazeem S Eltaweil; Mirna Omar; Yuting Li; Abul-Hamd E Mehanni; Wei Chen; David W Rooney Journal: Environ Chem Lett Date: 2022-09-19 Impact factor: 13.615