Journal
CHEM
Volume 5, Issue 3, Pages 600-616Publisher
CELL PRESS
DOI: 10.1016/j.chempr.2018.12.001
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Categories
Funding
- National Natural Science Foundation of China [21702085 21602176, 51525303, 21233001, 21190034, 21573251, 21673144]
- Fundamental Research Funds for the Central Universities [lzujbky-2017-11]
- Beijing Natural Science Foundation of China [2162011]
- High-Level Teachers in Beijing Municipal Universities in the Period of 13th Five-Year Plan [CITTCD20180331]
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The rational design of two-photon absorption (2PA) organic dyes with 2PA cross-section (delta) values tunable by mild stimuli under physiological conditions remains a challenge. Using a simulation-assisted structure screening method, we have designed an acetal terminated distyrylbenzene derivative (Ace-DSB), which can be readily converted into aldehyde terminated molecules (Ald-DSB) to exhibit a significant increase in delta values at 760 nm. The conversion reaction, which dramatically turns on the 2PA absorption capability of the molecules, can occur in an intracellular environment. Furthermore, Ald-DSB exhibits 40 times higher efficiency of two-photon generation of singlet oxygen than Ace-DSB. These turn-on features allow enhanced two-photon laser confocal scanning microscopic imaging and two-photon excited photodynamic therapy (2PE-PDT) for MCF-7 cancer cells and melanoma tumors. This work opens a new avenue toward the design of turn-on-type two-photon absorption molecules for both in vitro and in vivo tumor imaging and 2PA-PDT.
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