Synthesis and structural characterization of new Schiff base probe: A conformation modulator for Co-C bond cleavage in coenzyme B12-dependent enzymes

• Published in: Journal of molecular structure Vol. 1293; p. 136279
• Main Authors: Singh, Gurjaspreet, Malik, Sudha, Pawan, Mohit, Diskit, Tsering, Kaur, Harshbir, Khurana, Sumesh, Mithun, Kaur, Amarjit
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.12.2023
• Subjects: Coenzyme B12-dependent enzymes; Crystallography; Molecular docking; Schiff base; Schiff base; Crystallography; Coenzyme B12-dependent enzymes; Molecular docking
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2023.136279

•2,3-diaminomaleonitrile based Schiff base was synthesized by condensation reaction.•The structure of synthesized Schiff base was confirmed by the X-ray crystallography.•Molecular docking is used to test the binding interactions with coenzyme B12 enzymes.•Synthesized Schiff base has potential binding affinity towards coenzyme B12 enzymes. Coenzyme B12-dependent enzymes catalyze complex radical-mediated reactions initiated by homolytic cleavage of the organometallic Co-C bond of the cofactors upon substrate binding. Herein, we synthesize new 2,3-diaminomaleonitrile (DAMN) based Schiff base probe for an investigation of binding interaction with coenzyme B12-dependent enzymes by molecular docking approach. The formulated compound has been well characterized by elemental analysis, NMR (1H and 13C), Mass spectrometry and UV-visible spectroscopy. Moreover, the complete structure elucidation of Schiff base probe was achieved via X-ray crystallography. Docking study reveals that the newly synthesized Schiff base compound confers good binding response towards glutamate mutase and methionine synthase as supported by calculated docking score and binding energies -7.7 kcal/mol and -8.9 kcal/mol, respectively. The results indicate significant binding effect of synthesized Schiff base on the catalysis of B12-dependent enzymes. We hope that the present information can be utilized to develop potent therapeutic drugs. The present work highlights the design, synthesis and crystal structure of 2,3-diaminomaleonitrile (DAMN) based Schiff base probe for an investigation of binding interaction with coenzyme B12-dependent enzymes by molecular docking approach. [Display omitted]