Electronic Structure of 5-Hydroxyindole: From Gas Phase to Explicit Solvation
Electronic Structure of 5-Hydroxyindole: From Gas Phase to Explicit Solvation
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DOI：
10.1021/jp808943d
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发表时间：
2009-02-26
影响因子：
3.3
通讯作者：
Hirst, Jonathan D.
中科院分区：
文献类型：
--
作者：
Robinson, David;Besley, Nicholas A.;Hirst, Jonathan D.
研究了5-羟基吲哚在气相和不同溶剂中的吸收和发射光谱。5-羟基吲哚是非天然氨基酸5-羟基色氨酸的荧光团，近年来作为一种新的蛋白质结构、动力学和功能的内在探针而引起了人们的兴趣。采用多构型摄动理论（CASPT2）进行气相和隐式溶剂计算。使用解耦量子力学/分子力学方法，利用时变密度泛函理论的最新进展，计算了显式溶剂模型。通过将隐式溶剂模型计算结果与显式溶剂计算结果和实验结果进行比较，说明了氢键的重要性。与其他吲哚体系一样，5-羟基吲哚中L-1态峰的排列顺序为L-1(b)，能量低于L-1(a)，发光态为L-1(a)。
We have investigated the absorption and emission spectrum of 5-hydroxyindole in the gas phase and in various solvents. 5-Hydroxyindole is the fluorophore of the non-natural amino acid 5-hydroxytryptophan, which has attracted recent interest as a novel intrinsic probe for protein structure, dynamics, and function. Gas-phase and implicit solvent calculations were performed with multiconfigurational perturbation theory (CASPT2). An explicit solvent model was calculated using a decoupled quantum mechanics/molecular mechanics approach, utilizing recent advances in time-dependent density functional theory. The importance of hydrogen bonding is shown by comparing the implicit solvent model calculations with the explicit solvent calculations and experimental results. In line with other indole systems, the order of the L-1 state peaks in 5-hydroxindole is L-1(b) at lower energy than L-1(a), with the emitting state being L-1(a).