Monitoring inorganic pyrophosphatase activity with the fluorescent dizinc(<scp>ii</scp>) complex of a macrocycle bearing one dansylamidoethyl antenna

Cruz, Ana; Núñez-Montenegro, Ara; Mateus, Pedro; Delgado, Rita

doi:10.1039/d0dt01673j

Cited by 4 publications

(1 citation statement)

References 57 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In particular, the scientific community has focused on detecting phosphate derivatives because of their relevant role in biologic systems, especially in the regulation of metabolic mechanisms in cells [ 5 ]. There are many examples of this, including the use of cyclam [ 6 , 7 ], cyclen [ 8 , 9 , 10 ] and other polyamines [ 11 , 12 , 13 , 14 ]. One of the most successful approaches was developed by Hamachi et al It involves coupling fluorophores to a di-(2-picolyl) amine unit, DPA, which has a particularly high affinity for Zn 2+ , Cd 2+ and Cu 2+ , and then using the fluorophore-DPA-metal complex as a luminescent sensor for phosphate species [ 15 , 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

et al. 2020

Self Cite

View full text Add to dashboard Cite

A new fluorescent chemosensor for copper (II) and subsequent anion sensing was designed and fully characterized. The sensor consisted of a 1,8-naphthalimide core, bearing two terminal dipicolylamine (DPA) receptor units for binding metal cations, and an ethoxyethanol moiety for enhanced water solubility. The DPA units are connected to position 4 of the fluorophore via a triazine-ethylenediamine spacer. Fluorescence titration studies of the chemosensor revealed a high selectivity for Cu2+ over other divalent ions, the emissions were strongly quenched upon binding, and a stability constant of 5.52 log units was obtained. Given the distance from DPA chelating units and the fluorophore, quenching from the Cu2+ complexation suggests an electron transfer or an electronic energy transfer mechanism. Furthermore, the Cu2+-sensor complex proved to be capable of sensing anionic phosphate derivatives through the displacement of the Cu2+ cation, which translated into a full recovery of the luminescence from the naphthalimide. Super-resolution fluorescence microscopy studies performed in HeLa cells showed there was a high intracellular uptake of the chemosensor. Incubation in Cu2+ spiked media revealed a strong fluorescent signal from mitochondria and cell membranes, which is consistent with a high concentration of ATP at these intracellular sites.

show abstract

Section: Introductionmentioning

confidence: 99%

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

et al. 2020

Self Cite

View full text Add to dashboard Cite

show abstract

Ten-Membered Rings or Lager With One or More Nitrogen Atoms

Hermann

Kotek

Kubíček

2022

Comprehensive Heterocyclic Chemistry IV

View full text Add to dashboard Cite

A coumarin based fluorescent probe enabling nanomolar detection of Zn2+ and Cu2+

Kumar¹,

Diwan²,

Tyagi³

et al. 2022

Journal of Photochemistry and Photobiology A: Chemistry

View full text Add to dashboard Cite

Monitoring inorganic pyrophosphatase activity with the fluorescent dizinc(ii) complex of a macrocycle bearing one dansylamidoethyl antenna

Abstract:
The dizinc(ii) complex of a hexaazamacrocycle with an antenna allowed monitoring of the PPi hydrolysis by using inorganic pyrophosphatase in real-time.

Cited by 4 publications

References 57 publications

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

Ten-Membered Rings or Lager With One or More Nitrogen Atoms

A coumarin based fluorescent probe enabling nanomolar detection of Zn2+ and Cu2+

Contact Info

Product

Resources

About

Monitoring inorganic pyrophosphatase activity with the fluorescent dizinc(ii) complex of a macrocycle bearing one dansylamidoethyl antenna

Abstract: The dizinc(ii) complex of a hexaazamacrocycle with an antenna allowed monitoring of the PPi hydrolysis by using inorganic pyrophosphatase in real-time.

Cited by 4 publications

References 57 publications

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

Selective Coordination of Cu2+ and Subsequent Anion Detection Based on a Naphthalimide-Triazine-(DPA)2 Chemosensor

Ten-Membered Rings or Lager With One or More Nitrogen Atoms

A coumarin based fluorescent probe enabling nanomolar detection of Zn2+ and Cu2+

Contact Info

Product

Resources

About

Abstract:
The dizinc(ii) complex of a hexaazamacrocycle with an antenna allowed monitoring of the PPi hydrolysis by using inorganic pyrophosphatase in real-time.