Asymmetric Si-rhodamine scaffolds: rational design of pH-durable protease-activated NIR probes in vivo

Min Li; Chuanfeng Wang; Ting Wang; Mengting Fan; Ning Wang; Danying Ma; Ting Hu; Xiaoyan Cui

doi:10.1039/c9cc09666c

Asymmetric Si-rhodamine scaffolds: rational design of pH-durable protease-activated NIR probes in vivo

Chem Commun (Camb). 2020 Feb 25;56(16):2455-2458. doi: 10.1039/c9cc09666c.

Authors

Min Li¹, Chuanfeng Wang, Ting Wang, Mengting Fan, Ning Wang, Danying Ma, Ting Hu, Xiaoyan Cui

Affiliation

¹ Department of Chemistry, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200241, P. R. China. xycui@chem.ecnu.edu.cn.

PMID: 31996872
DOI: 10.1039/c9cc09666c

Abstract

A group of asymmetric Si-rhodamine scaffolds was designed for protease-activated NIR probes. Dual pH-inertia for both spirocyclized fluorescent probes and fluorescent products of zwitterions form over a wide range of pH (4.0-11.0). Leucine aminopeptidase (LAP) and γ-glutamyl transpeptidase (GGT) were monitored by fluorescent imaging in vivo.

MeSH terms

Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Fluorescent Dyes / metabolism
HeLa Cells
Humans
Hydrogen-Ion Concentration
Infrared Rays
Molecular Structure
Optical Imaging*
Peptide Hydrolases / analysis*
Peptide Hydrolases / metabolism
Rhodamines / chemistry*
Rhodamines / metabolism
Silicon / chemistry*
Silicon / metabolism
Spectrometry, Fluorescence

Substances

Fluorescent Dyes
Rhodamines
Peptide Hydrolases
Silicon