Highly selective BODIPY-based fluorescent probe for Zn2+ imaging in plant roots

A Straightforward Strategy for the Preparation of Diverse BODIPY Functionalized with Polyamines and Polyoxyethylenes**

“…Long‐chain diethanolamine derivative 11 was synthesized in four steps including the reaction of 2‐aminoethanol ( 7 ) with 2‐(2‐chloroethoxy)ethanol ( 8 ) followed by NH ‐group protection/deprotection and OH ‐group acylation of diol 9 (Scheme 1, line c, 29 % overall yield). BODIPY 12 was prepared according to a published procedure by the condensation of kryptopyrrole with chloroacetyl chloride to form dipyrromethene followed by complexation with BF 3 ⋅ OEt 2 in the presence of triethylamine [11e] . The direct synthesis of 8‐substituted compounds 13 – 15 containing diethanolamine substituents (Scheme 1, line d) and 16 , 17 containing ethoxyethanol substituents (Scheme 1, line e) was accomplished by the condensation of BODIPY 12 with amines 1 , 4 , 9 , and 11 under mild conditions.…”

“…In our recent works we have reported several substitution strategies at the BODIPY core that ultimately allow photochemical and spectral tuning of dyes [11] . Amongst other things we have demonstrated that BODIPYs bearing pendant polyamines and amino alcohols are promising as viscosity sensors [11a,f] and Zn(II)‐selective probes for imaging in plants roots [11e] . In this work, we report an extended series of BODIPYs modified at the 8 position with polyamines and diethanolamines using a methylene spacer, which allows the exploration of the impact of the aza substituent on the dye fluorescence in the presence different cations.…”

Synthesis and Spectroscopic Properties of 1,2,3-Triazole BOPAHY Dyes and Their Water-Soluble Triazolium Salts

“…Starting materials 5 and 6 were obtained according to literature procedures. 30 The synthetic pathway toward pyrrole-2-carbaldehydes is displayed in Scheme 1. Triazolization of 5 or 6 with hexylamine or 2-methoxyethanamine and 4-NPA provided 1,2,3-triazole-linked pyrroles 7a,b and 8a,b, respectively.…”

“…Starting materials 5 and 6 were obtained according to literature procedures . The synthetic pathway toward pyrrole-2-carbaldehydes is displayed in Scheme .…”

Estudio de bioacumulación de metales pesados en plantas de consumo humano para sensado molecular In situ

“…En otras matrices ambientales como suelo y plantas el desarrollo de sensores moleculares basados en fluorescencia para detección de Cd 2+ es un tema vigente de trabajo con pocos reportes hasta la fecha y con amplia proyección para los próximos años. 167,168 En Xu et.al 167 se reporta el primer sensor radiométrico colorimétrico y fluorescente para detección de ácido fosfataso (ACP) como indicador de contaminación en suelos por Cd. En el desarrollo del sensor emplearon nanoclusters de oro (Au-NCs) sintetizados con nano-láminas de MnO2 para formar nanocompuestos 2D de Au-NCs/ MnO2.…”