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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

Effect of CHAPS on the selective synthesis of (S)-n-octyl ibuprofen ester in AOT reverse micelle catalyzed by lipase

Yu Chen,Xirong Huang

CHAPS (3-[(3-cholamidopropyl) dimethylammonio]-1-propane sulfonate), a biocompatible zwitterionic surfactant derived from bile salt, has attracted great attention due to its distinct molecular structure and aggregation behavior. Addition of a low level of CHAPS to AOT (sodium bis(2-ethylhexyl) sulfosuccinate) reverse micelles has been found to be able to enhance the catalytic activity of the solubilized lipase. In this study, the effect of CHAPS on the lipase-catalyzed selective synthesis of (S)-n-octyl ibuprofen ester was investigated in AOT reverse micelles at 37 °C. The results demonstrate that the presence of CHAPS in AOT reverse micelle enhances both the yield and the enantiomeric excess (ee) value of (S)-n-octyl ibuprofen ester, especially at low water content. With 8 mM CHAPS in AOT reverse micelle ([AOT] = 100 mM, [H 2 O]/[AOT] = 12, pH = 7.0), a 48-hour yield of 34.2 % could be obtained, which is approximately twice that without CHAPS. In addition, the ee value of the product is increased from 89.1 % to 98.2 %. To understand the mechanism of the CHAPS effect, dynamic light scattering, fluorescence emission spectroscopy and Fourier transform infrared spectroscopy techniques were used to characterize the size of the reverse micelle, the conformation of the solubilized lipase and the activity of the bulk water in the reverse micelle. It reveals that at low water content, the addition of CHAPS enlarges the size of AOT reverse micelle, stabilizes the lipase conformation and reduces the nucleophilicity of bulk water in AOT reverse micelle. The synergistic effect of the aforementioned factors results in the improvement of the enzymatic synthesis of the ester. The above research provides scientific support for the lipase-based preparation of chiral acids/alcohols in the reverse micellar system.

CAS / MDL: 540-84-1 15687-27-1
研究领域: 生物化学 · 酶工程 · 有机合成
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Enhancing epithelial regeneration with gelatin methacryloyl hydrogel loaded with extracellular vesicles derived from adipose mesenchymal stem cells for decellularized tracheal patching.

Yi Lu,Yibo Shan,Jianwei Zhu,Zhiming Shen,Wenxuan Chen,Hao Chen,Hongcan Shi

Patch tracheoplasty offers an alternative approach to repairing congenital tracheal stenosis without tension but poses a higher risk of restenosis, granulation tissue formation, and tracheal collapse. The use of tissue-engineered patches for tracheoplasty has been proposed as a solution. Studies suggest that decellularization methods are effective in preparing tracheal patches; however, further research is necessary to improve their efficiency and safety. This study introduces a novel decellularization method using 3-[(3Cholamidopropyl)dimethylammonio]propanesulfonate (CHAPS) and DNase to create a biocompatible tracheal matrix. To enhance the regeneration of epithelial regions within decellularized tracheal scaffolds, this study conducted experimental validations at various levels, both in vivo and in vitro, by introducing extracellular vesicles derived from adipose mesenchymal stem cells as an intervention measure. The ability to promote epithelial regeneration was validated both in vitro and in vivo by incorporating a GelMA hydrogel loaded with adipose-derived mesenchymal stem cell extracellular vesicles (ADMSC-EVs). Evaluation of HBE cell proliferation on tracheal patches treated with varying concentrations of ADMSC-EVs, along with migration and invasion experiments on ADMSC-EV-treated HBE cells, demonstrated enhanced epithelialization in vitro. The inflammatory response and vascular regeneration were assessed via subcutaneous implantation in rats for two weeks. In a rabbit tracheal defect model, the hydrogel loaded with ADMSC-EVs accelerated re-epithelialization in the patch area. This approach shows promise as a novel material for tracheal patching in clinical applications.

CAS / MDL: 111-30-8 9003-98-9
研究领域: 组织工程 · 再生医学 · 干细胞生物学 · 生物医学工程
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