General Descriptor Sparks Advancements in Dye Chemistry

14 May 2020 Science, Mathematics and Technology Biochemistry, Particle Physics

SUTD- Xiaogang Liu, Weijie Chi, Chao Wang, Tee Meng Tan, Keegan Kang
DICP- Jie Chen, Wenjuan Liu, Qingkai Qi, Qinglong Qiao, Kangming Xiong and Zhaochao Xu
POSTECH- Xiao Liu and Yong-Tae Chang

SUTD collaborates with international researchers to move away from inefficient trial-and-error developments in dye chemistry and quantitatively design luminescent materials.

There is an ongoing demand in biological research to accelerate the development of fluorescent probes based on the photo-induced electron transfer (PET) mechanism. By modulating PET formations, these probes significantly change fluorescence intensities, allowing a convenient route to monitor analytes or environmental changes with high sensitivity, vivid visibility and excellent spatiotemporal resolution. 

However, the quantitative design of fluorescence probes based on the PET mechanism continues to be a challenging task as dye chemistry is still largely based on trial-and-error.

To address this challenge, an international team of researchers from the Singapore University of Technology and Design (SUTD), Dalian Institute of Chemical Physics in China (DICP), and Pohang University of Science and Technology (POSTECH) in South Korea have developed a theoretical descriptor, ΔE, to quantitatively design PET fluorescence probes. Their research paper was published in ACS publications.

Researchers from SUTD, DICP, and POSTECH developed a theoretical descriptor ΔE for predicting PET-based fluorescence probes; utilizing this descriptor, they quantitatively designed fluorescent stains of lipid droplets and mitochondria for live-cell bioimaging.

The team established the ΔE descriptor by performing quantum chemical calculations on around 140 existing PET probes and analysing the correlations between their electronic structures and their quantum yields, or otherwise known as the efficiency of generating fluorescence.

The researchers also demonstrated that the descriptor was applicable to several families of fluorophores such as BODIPY, fluorescein, and rhodamine derivatives. Based on the descriptor, they accurately predicted and successfully developed wash-free fluorescent stains of lipid droplets and mitochondria for live cell bioimaging. 

They were also able to quantitatively design fluorophores with the aggregation induced emission properties. The establishment of this theoretical descriptor enables chemists and biologists to quantitatively search and design new PET-based fluorescence probes.

"Our research goal is to transform the dye chemistry from trial-and-error to molecular engineering, with the state-of-art research tools such as chemical big data and quantum chemical calculations. As we continue to closely work with dye chemists to achieve this goal, we will also be developing high-performance fluorescent materials along the way," said Assistant Professor Liu Xiaogang from SUTD.

Reference: A General Descriptor ΔE Enables the Quantitative Development of Luminescent Materials Based on Photoinduced Electron Transfer​, ACS Publications, DOI: 10.1021/jacs.0c01473

This work is supported by Singapore University of Technology and Design (SUTD) and the SUTD-MIT International Design Centre (IDC) (T1SRCI17126, IDG31800104), National Natural Science Foundation of China (21878286, 21908216), Dalian Institute of Chemical Physics  (DMTO201603, TMSR201601), and Institute for Basic Science (IBS, Korea) (IBS-R007-A1). The authors acknowledge the use of the computing service of SUTD-MIT IDC and National Supercomputing Center (Singapore).