Solid-Phase Synthesis of Fluorescent Probes for Plasma Membrane Labelling
Overview
Affiliations
The cellular plasma membrane plays a fundamental role in biological processes, including cell growth, signaling and transport. The labelling of the plasma membrane with targeted fluorescent probes offers a convenient and non-invasive way to image the morphological changes and dynamics of a membrane in real-time and, despite many examples of fluorescent plasma membrane probes, a "universal targeting/anchoring moiety" is still required. In this study, a small number of stearic acid-based probes labelled with 6-carboxyfluorescein was designed and fabricated via solid-phase synthesis in which variations in both charge and hydrophobicity were explored. To ease the synthesis process, a gram-scale synthesis of the Fmoc-Lys(6-carboxyfluoresein diacetate)-OH building block was developed, allowing the discovery of optimal probes that carried a positively charged amino group and a stearic acid tail that exhibited intense plasma membrane brightness and robust retention.
Design, Synthesis, Application and Research Progress of Fluorescent Probes.
Jiang X, Yang R, Lei X, Xue S, Wang Z, Zhang J J Fluoresc. 2023; 34(3):965-975.
PMID: 37498366 DOI: 10.1007/s10895-023-03344-7.