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. 2020 Dec 23;8:598662. doi: 10.3389/fchem.2020.598662

Table 2.

Summary of interactions between ionic liquids and sites of proteins and DNA.

Functional group on ionic liquids Interaction with protein/DNA References
Alkyl chain on cation Hydrophobic sites on the proteins [human serum albumin (HSA), bovine serum albumin (BSA), and lipase A] and major grooves of DNA Chandran et al., 2012; Singh et al., 2012; Nordwald et al., 2014
Electron-donor substituents on cation Disulphide linkages on protein Liu et al., 2015
Nucleophilicity of anion Disulphide linkages, positively charged surface on protein [Candida antarctica lipase B (CAL-B)], cytochrome c (Cyt. C), DNA bases (adenine, guanine, and cytosine), and G-quadruplexes Fujita et al., 2005; Cardoso and Micaelo, 2011; Klähn et al., 2011a; Fujita and Ohno, 2012; Liu et al., 2015
Electrophilicity of cation Phosphate groups on DNA strands and negatively charged surfaces on protein Klähn et al., 2011a; Sarkar et al., 2020;
Hydroxyl group (-OH) on choline cation Hydrogen bonding with carbonyl (C=O), imine (-N-H) and hydroxyl (OH) group on protein (e.g., collagen protein) Tarannum et al., 2018
Anionic aggregates (e.g., octylsulphate, [OS]) Acidic sites on protein [e.g., lysozyme (tryptophan, arginine, etc.)] and hydrophobic sites on BSA Mandal et al., 2015
Cationic aggregates (e.g., 1-methyl-3-octylimidazolium cation, [Omim]+) Hydrophobic and electrostatic interactions with carboxyl and amine functionality on BSA Singh et al., 2012
Hydrophobic cation (e.g., cyclic alkylmethylguanidinium cation [RR'GUA]+) Hydrophobic core of protein [e.g., CAL-B, Ribonuclease A (RNase A), and α-helical protein (Im7)] Constantinescu et al., 2007; Klähn et al., 2011b; Figueiredo et al., 2013
Highly polar ionic liquid (e.g., [bmim][NO3] and [OHemim][BF4]) Polar surfaces of protein CAL-B Klähn et al., 2011b
Hydrophobic anion (e.g., [N(CN)2], [NTf2]) Hydrophobic core of RNase A Constantinescu et al., 2007
Acidic proton on cation Negatively charged residues on protein and base-pair of DNA Sarkar et al., 2020
π-electrons on cation NH—π interactions with DNA bases Cardoso and Micaelo, 2011