Issue 9, 2012
From the journal:

Polymer Chemistry

Pyrene-based water dispersible orange emitter for one- and two-photon fluorescence cellular imaging†

Guan Wang,ab   Junlong Geng,a   Xinhai Zhang,c   Liping Cai,a   Dan Ding,a   Kai Li,c   Long Wang,a   Yee-Hing Lai*b  and  Bin Liu*ac  

* Corresponding authors

a Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore 117576
E-mail: cheliub@nus.edu.sg
Fax: +65-6779-1936

b Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543
E-mail: chmlaiyh@nus.edu.sg

c Institute of Materials Research and Engineering, Singapore 117602

Abstract

A water-dispersible orange emitter (Pyrene4BTF–PEG–TAT) containing pyrene as the donor core and benzothiadiazole as the acceptor is synthesized through click chemistry for one- and two-photon fluorescence imaging application. Pyrene4BTF–PEG–TAT has an emission maximum at 586 nm in water with a large Stokes shift of 181 nm. It self-assembles into nanoparticles with diameters of ∼190 nm in water. The nanoparticles have a fluorescence quantum yield of 0.11 and a two-photon absorption (TPA) cross-section of 512 GM at 820 nm based on molecule. Pyrene4BTF–PEG–TAT could be effectively internalized by HeLa cells to show bright red fluorescence upon both one- and two-photon excitation. The successful demonstration of the first water-dispersible pyrene-based TPA material will trigger more research on developing red emitters for bioimaging applications.

Graphical abstract: Pyrene-based water dispersible orange emitter for one- and two-photon fluorescence cellular imaging

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Article information

DOI
https://doi.org/10.1039/C2PY20271A
Article type
Paper
Submitted
27 Apr 2012
Accepted
17 May 2012
First published
18 May 2012

Polym. Chem., 2012,3, 2464-2470

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Pyrene-based water dispersible orange emitter for one- and two-photon fluorescence cellular imaging

G. Wang, J. Geng, X. Zhang, L. Cai, D. Ding, K. Li, L. Wang, Y. Lai and B. Liu, Polym. Chem., 2012, 3, 2464 DOI: 10.1039/C2PY20271A

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