State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun, People's Republic of China.
J Mol Model. 2012 Jun;18(6):2357-67. doi: 10.1007/s00894-011-1258-2. Epub 2011 Oct 12.
The present study focuses on a series of carbazole derivatives, which are being investigated as potential two-photon fluorescent probes (TFP) for DNA detection and two-photon bioimaging. The geometric structures, electronic structures, and the one-photon (OPA) and two-photon (TPA) absorption properties of 3,6-bis(1-methyl-4-vinylpyridinium) carbazole (BMVC) derivatives, as well as their dications and diiodized derivatives, were studied using density functional theory (DFT) and Zerner's intermediate neglect of differential overlap (ZINDO) method. The results showed that the TPA spectra of the diiodized BMVC derivatives and their dications are all found in the near-infrared region (NIR). At the same time, the diiodized BMVC derivatives presented larger TPA cross-sections than the neutral BMVC derivatives and the dications. These theoretically derived values were also in good agreement with their corresponding experimentally observed values, and they indicated that the diiodized BMVC may be the form of this TFP that combines with DNA. The diiodized BMVC derivatives and the dications have the potential to be excellent TPA materials, especially when used as TFPs in nucleic acid imaging applications.
本研究聚焦于一系列咔唑衍生物，它们被研究为用于 DNA 检测和双光子生物成像的潜在双光子荧光探针 (TFP)。使用密度泛函理论 (DFT) 和 Zerner 的中间忽略微分重叠 (ZINDO) 方法研究了 3,6-双(1-甲基-4-乙烯基吡啶鎓)咔唑 (BMVC) 衍生物及其二阳离子和二碘化衍生物的几何结构、电子结构以及单光子 (OPA) 和双光子 (TPA) 吸收性质。结果表明，二碘化 BMVC 衍生物及其二阳离子的 TPA 光谱均位于近红外区 (NIR)。同时，二碘化 BMVC 衍生物的 TPA 截面大于中性 BMVC 衍生物和二阳离子。这些理论推导的值与它们相应的实验观测值吻合较好，表明二碘化 BMVC 可能是与 DNA 结合的这种 TFP 的形式。二碘化 BMVC 衍生物和二阳离子有可能成为优秀的 TPA 材料，尤其是在核酸成像应用中用作 TFP 时。
