Computational design of zinc-ion-responsive two-photon fluorescent probes with conjugated multi-structures

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• 作者：Shuang Huang ; Bao-Zhu Yang ; Xing-Fang Jiang ; Ai-Min Ren
• 关键词：Fluorescent probe ; Zinc ion ; Multi ; structure ; Two ; photon absorption ; Near ; infrared region
• 刊名：Journal of Molecular Modeling
• 出版年：2016
• 出版时间：January 2016
• 年：2016
• 卷：22
• 期：1
• 全文大小：2,586 KB
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• 作者单位：Shuang Huang (1) (2)
  Bao-Zhu Yang (3)
  Xing-Fang Jiang (1) (2)
  Ai-Min Ren (4)
  
  1. School of Mathematics and Physics, Changzhou University, Changzhou, 213164, People’s Republic of China
  2. State Key Laboratory of Satellite Ocean Environment Dynamics, Second Institute of Oceanography, Hangzhou, People’s Republic of China
  3. School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, People’s Republic of China
  4. State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun, 130023, People’s Republic of China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Computer Applications in Chemistry
  Biomedicine
  Molecular Medicine
  Health Informatics and Administration
  Life Sciences
  Computer Application in Life Sciences
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：0948-5023

文摘

A series of conjugated multi-structured fluorescent probe molecules based on a salen ligand were designed and investigated in dimethyl sulfoxide solvent using a quantum-chemical method. The results indicate that the one-photon absorption and fluorescence emission spectra (λ O and λ EM) of these molecules generally show redshifts (of 23.1–74.5 and 22.7–116.6 nm, respectively) upon the coordination of the molecules to Zn2+. Large Stokes shifts (1511.2–11744.1 cm−1) were found for the molecules, meaning that interference between λ O and λ EM can be avoided for these molecules. The two-photon absorption spectra of the molecules usually present blueshifts, but the two-photon absorption cross-section (δ) greatly increases (by 221.5–868.0 GM) upon the coordination of the molecules with Zn2+. Most of the molecules show strong two-photon absorption peaks in the range 678.2–824.4 nm, i.e., in the near-infrared region. In a word, the expanded π-conjugated frameworks of these molecules lead to redshifted λ O and λ EM and enhanced δ values. Moreover, (L-phenyl)​₂ and (L-phenyl-ethynyl)₂ are the most suitable of the multi-structured molecules examined in this work for use as two-photon fluorescent probes for zinc ion detection in vivo.