Citation: MA Chi-Cheng, PU Min, WEI Min, LI Jun-Nan, LI Zhi-Hong. Two Possible Photoreaction Pathways on the L-Valine Optical Isomerization[J]. Acta Physico-Chimica Sinica, ;2012, 28(08): 1830-1836. doi: 10.3866/PKU.WHXB201205162 shu

Two Possible Photoreaction Pathways on the L-Valine Optical Isomerization

MA Chi-Cheng ¹ ,
PU Min ^1, ,
WEI Min ¹ ,
LI Jun-Nan ¹ ,
LI Zhi-Hong ²

1.
1. State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, P. R. China;
2. Beijing Synchrotron Radiation Facility, Institute of High Energy Physics, Chinese Academy of Sciences, Beijing 100049, P. R. China

Received Date: 27 March 2012
Available Online: 16 May 2012
Fund Project: 国家自然科学基金(21173019, 11079041)资助项目 (21173019, 11079041)

The photoreaction mechanism of L-valine optical isomerization was studied by the density functional theory (DFT) and ab initio molecular orbital theory. The geometric parameters of reactant, product, intermediates, and transition states on the reaction paths in S₀ and T₁ states were optimized at the level of B3LYP and MP2 methods and 6-311++G(d, p) basis sets and the reaction energy barriers were obtained by the same methods. The equilibrium geometries on the S₁ state of valine were also optimized by the method of time dependent density functional theory (TD-DFT) with B3LYP/6-311++G(d, p) level. Through the analysis of each stationary point geometric feature on the reaction path, the photoreaction mechanisms of L-valine optical isomerization were proposed in which the whole reaction was accomplished through hydrogen transfer with the help of carbonyl O or amino N atom in excited state. Furthermore the effect of solvent on the reaction mechanism of isomers was discussed by the method of polarizable continuum model (PCM) of self consistent reaction field theory.
- Valine,
- Optical isomerization,
- Density functional theory,
- Ab initio molecular orbital theory,
- Solvent effect
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