Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, India; DST-PURSE Centre, Sri Venkateswara University, Tirupati 517 502, India.
Department of Chemistry, University of Delhi, Delhi 110 007, India.
Int J Biol Macromol. 2020 Dec 15;165(Pt B):2010-2021. doi: 10.1016/j.ijbiomac.2020.10.065. Epub 2020 Oct 16.
An efficient approach has been made for the synthesis of a series of novel di α-aminophosphonates by the reaction of terephthalaldehyde with various pyrimidine/benzthiazole amines and diethyl phosphite using sulfonated graphitic carbon nitride - SA@g-CN as catalyst under room temperature and solvent free conditions. Later, the different effects of these newly synthesized α-aminophosphonates as a function of concentration gradient has been scrutinized on the thermal and structural stability of stem bromelain (SBM) through combining the results of various spectroscopic techniques like UV-vis, steady state fluorescence and circular dichroism (CD). Lastly the competitive and distinctive behaviour of α-aminophosphonates towards the stability of SBM has been envisaged using molecular docking simulations which suggest that nature of α-aminophosphonates plays a crucial role for their interactions with SBM. Molecular docking results clearly show that α-aminophosphonates with pyrimidine ring are having more number of hydrogen bonding interaction with amino acid residues of SBM than α-aminophosphonates with benzthiazolyl ring. Sequentially for thermal and structure stability of SBM, concentration of α-aminophosphonates plays an inexorable role and through these results it must be concluded that most of the α-aminophosphonates are stabilizing the SBM upto the 0. 1 mM concentration.
一种高效的方法已经被开发出来，用于通过在室温下和无溶剂条件下，使用磺化石墨相氮化碳 - SA@g-CN 作为催化剂，使对苯二甲醛与各种嘧啶/苯并噻唑胺和二乙基膦酸酯反应，合成一系列新型的二α-氨基膦酸酯。随后，通过结合各种光谱技术，如紫外-可见光谱、稳态荧光和圆二色性（CD），研究了这些新合成的α-氨基膦酸酯作为浓度梯度函数对菠萝蛋白酶（SBM）热稳定性和结构稳定性的不同影响。最后，使用分子对接模拟研究了α-氨基膦酸酯对 SBM 稳定性的竞争和独特行为，结果表明α-氨基膦酸酯的性质对其与 SBM 的相互作用起着关键作用。分子对接结果清楚地表明，具有嘧啶环的α-氨基膦酸酯与 SBM 的氨基酸残基的氢键相互作用比具有苯并噻唑基环的α-氨基膦酸酯多。依次为 SBM 的热稳定性和结构稳定性，α-氨基膦酸酯的浓度起着不可忽视的作用，通过这些结果可以得出结论，大多数α-氨基膦酸酯可以将 SBM 稳定在 0. 1 mM 的浓度。
