Experimental and theoretical study on the hydrogen bond interactions between ascorbic acid and glycine

Abstract

Cyclic voltammetry, 1H nuclear magnetic resonance and quantum chemistry calculations were applied to explore the hydrogen bond interactions between ascorbic acid (AA) and glycine. The experimental results demonstrate the existence of hydrogen bonds in AA-glycine system, which has a significant effect on the oxidation peak potentials and currents of AA and the chemical shifts of glycine. The formation of hydrogen bonds between AA and glycine were further confirmed by the density functional theory, quantum theory of atoms in molecules and natural bond orbital analyses.

Experimental and Theoretical Study on the Hydrogen Bonding between Ascorbic Acid and Cytosine

“…According to the DFT results, the N31, O32 and H27 atoms on pyrimidine ring and H30 atom on amino of cytosine can form hydrogen bonding with AA, and the electron cloud density of H25 and H26 decreased induced by these interactions. The down eld moving chemical shifts further prove the formation of hydrogen bonding in this system [11][12][13].…”

“…Recently, Amirchand et al [10] reported the coexistence of strong hydrophilic-ionic interactions with hydrogen bonding and electrostatic interaction in AA/L-histidine mixed system. In our previous studies [11][12][13], we found the formation of hydrogen bonding in AA-urea, AA-nicotinamide and AA-glycine systems. It was also reported that AA could form hydrogen bonding with picolinic acid, phosphatidylcholine, methyl glyoxal and dimethylsulfoxide [14][15][16][17].…”

“…2, one can nd that AA only presents an oxidation peak (from AA to dehydroascorbic acid) in this system, and the potential exhibits a positive shift with a slightly changeable peak current when the cytosine concentration increases, indicating the existence of the interactions between AA and cytosine, which results in a di cult process of the electrooxidation for AA. According to our previous work [11][12][13] and the electrochemical mechanism, this phenomenon may be explained by the fact that the H atoms on the enediol of AA can interact with cytosine through hydrogen bonding, which can protect them to be hard to leave.…”

“…To clarify the existence of hydrogen bonding between AA and cytosine, 1 H NMR measurements were performed. Because the proton signals of AA in aqueous solution were hard to detect [11][12][13], the chemical shift changes of the H atoms on cytosine molecules were observed by xing the cytosine concentration at 50.0 mmoL•L − 1 with a changing AA concentration. From Fig.…”

A Novel Ascorbic Acid Based Natural Deep Eutectic Solvent as a Drilling Mud Additive for Shale Stabilization

“…Ascorbic acid (Vitamin C) is considered as a hydrogen bond acceptor. It has a total of two potential hydrogen bond acceptor sites, one on the carbonyl oxygen atom, and the other on the hydroxyl (-OH) group [40]. The carbonyl oxygen atom can participate in hydrogen-bonding interactions with other molecules through the partial negative charge on the oxygen atom, while the hydroxyl group can participate in hydrogen bonding through the lone pair of electrons on the oxygen atom.…”