Litcius/Paper detail

Learning from Artemisinin: Bioinspired Design of a Reaction-Based Fluorescent Probe for the Selective Sensing of Labile Heme in Complex Biosystems

Shuai Xu, Hong‐Wen Liu, Lanlan Chen, Jie Yuan, Yongchao Liu, Lili Teng, Shuangyan Huan, Lin Yuan, Xiaobing Zhang, Weihong Tan

2020Journal of the American Chemical Society73 citationsDOI

Abstract

Labile heme (LH) is an important signaling molecule in virtually all organisms. However, specifically detecting LH remains an outstanding challenge. Herein, by learning from the bioactivation mechanism of artemisinin, we have developed the first LH-responsive small-molecule fluorescent probe, HNG, based on a 4-amino-1,8-naphthalimide (NG) fluorophore. HNG showed high selectivity for LH without interference from hemin, protein-interacting heme, and zinc protoporphyrin. Using HNG, the changes of LH levels in live cells were imaged, and a positive correlation of LH level with the degree of hemolysis was uncovered in hemolytic mice. Our study not only presents the first molecular probe for specific LH detection but also provides a strategy to construct probes with high specificity through a bioinspired approach.

Topics & Concepts

ChemistryHemeHeminProtoporphyrin IXFluorophoreFluorescenceHemolysisMoleculeArtemisininCombinatorial chemistryBiophysicsHemeproteinSelectivityStereochemistryBiochemistryPhotodynamic therapyOrganic chemistryEnzymeCatalysisImmunologyMalariaBiologyPhysicsQuantum mechanicsPlasmodium falciparumNeonatal Health and BiochemistryHeme Oxygenase-1 and Carbon MonoxideHemoglobin structure and function