Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(II) in living cells.
A simple PET fluorescence sensor (BDA) for Zn2+ that utilizes 1,3,5,7-tetramethyl-boron dipyrromethene as a reporting group and di(2-picolyl)amine as a chelator for Zn2+ has been synthesized and characterized. BDA has an excitation (491 nm) and emission wavelength (509 nm) in the visible range. The fluorescence quantum yields of the zinc-free and zinc-bound states of BDA are 0.077 and 0.857, respectively. With a low pKa of 2.1 +/- 0.1, BDA has the advantage of less sensitivity to pH than fluorescein-based Zn2+ sensors, and the fluorescence emission of zinc-binding is pH-independent in the range of pH 3-10. Under physiological conditions, metal ions such as Na+, K+, Ca2+, Mg2+, Mn2+ and Fe2+ have little interference. The apparent dissociation constant (Kd) is 1.0 +/- 0.1 nM. Using fluorescence microscopy, the sensor is shown to be capable of imaging intracellular Zn2+ changes.
Wu
Yunkou
Y
State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, China.
Peng
Xiaojun
X
Guo
Binchen
B
Fan
Jiangli
J
Zhang
Zhichao
Z
Wang
Jingyun
J
Cui
Aijun
A
Gao
Yunling
Y
D000818:Animals; D001896:Boron Compounds / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D016716:PC12 Cells; D011522:Protons; D051381:Rats; D013050:Spectrometry, Fluorescence; D015032:Zinc / Q000737:chemistry* / Q000378:metabolism*
C511165:8-((bis(pyridine-2-ylmethyl)amino)methyl)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3,4-diaza-s-indacene; D001896:Boron Compounds; D002412:Cations; D005456:Fluorescent Dyes; D006575:Heterocyclic Compounds, 3-Ring; D011522:Protons; D015032:Zinc