DFT Study of Enantiomeric Isomerization of Valine Potassium Complex(Val→K+)in Aqueous Liquid Phase
The mechanism of enantiomeric isomerization reaction of Val→K+enantiomers in a physio-logical environment is investigated by using the M06-2X hybridized exchange generalized function methods of DFT(density functional theory)in conjunction with the SMD modeling approach(based on a self-consistent reaction field theory)dealing with solvent effects.It is found that the enantiomeric isomerization process of Val→K+can be realized by the carbonyl O-atom or the amino N-atom acting as an H proton transfer bridge.The calculation of energy maps of the relevant stationary points during the reaction shows that the isomerization reaction in which H migrates with N as a bridge is advantageous.The energy barriers of the rate-determining step of the dominant reaction channels range from about 119.3 to 124.6 kJ/mol under the combined effect of the polarity of the aqueous solvent and the water molecules(clusters).The results show that the rate of isomerization reaction between Val→K+chiral enantiomers in the environment of living organisms is slow,and the use of potassium valine to supplement living organisms with potassium ions and valine at the same time has a good safety profile.
Valine(Val)potassium ion(K+)density functional theory(DFT)solvent effectenantio-meric isomerizationfree energy barrier
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