Complexes of NOTA-Monoamides with CuII Ions: Structural,
Equilibrium, and Kinetic Study

J 2022

Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study

KUBINEC, Jan; Viktorie ŠIRŮČKOVÁ; Jana HAVLÍČKOVÁ; Jan KOTEK; Vojtěch KUBÍČEK et al.

Základní údaje

Originální název

Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study

Autoři

KUBINEC, Jan; Viktorie ŠIRŮČKOVÁ; Jana HAVLÍČKOVÁ; Jan KOTEK; Vojtěch KUBÍČEK; Přemysl LUBAL a Petr HERMANN

Vydání

European Journal of Inorganic Chemistry, Wiley-VCH GmbH, 2022, 1434-1948

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10402 Inorganic and nuclear chemistry

Stát vydavatele

Německo

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 2.300

Kód RIV

RIV/00216224:14310/22:00125996

Organizační jednotka

Přírodovědecká fakulta

DOI

https://doi.org/10.1002/ejic.202200173

UT WoS

000807727100001

EID Scopus

2-s2.0-85131583434

Klíčová slova česky

aminopolycarboxylátové ligandy; měď; makrocyklické ligandy, nukleární medicína; Komplexy přechodných kovů

Klíčová slova anglicky

Aminopolycarboxylate ligands; Copper; Macrocyclic ligands; Nuclear medicine; Transition metal complexes

Štítky

14313010, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 7. 12. 2022 14:12, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

NOTA monoamides are commonly and widely used chelators for the complexation of copper radioisotopes applied in molecular imaging and targeted nuclear therapy. However, information about their coordination behavior remains scarce. In this study, two NOTA-monoamides, N-ethyl (H2L1) and N,N-diethyl (H2L2), were synthesized as model ligands and tested to probe differences in their coordination behavior between the secondary and tertiary amide pendant arms for potential applications as copper radioisotope carriers. Our results demonstrated that the solid [Cu(L1)] and [Cu(L2)] complex have a distorted octahedral arrangement, similar to structure of the [Cu(Hnota)] complex. As shown by equilibrium data, the ligands have a slightly lower basicity, and thus complexes with divalent metal ions and LiI have slightly lower stability constants than those of the parent ligand, H3nota. The dissociation constants of the CuII, ZnII and NiII complexes with H2L1 also indicate deprotonation and N-coordination of the secondary amide group at pH>9. Complexation of CuII ions with the title ligands is slower than that with H3nota but still very fast (quantitative binding in <1 s, pH 2, millimolar concentrations), and CuII complexes of both monoamide ligands are more resistant to acid-assisted decomplexation than the CuII-H3nota complex. Therefore, our coordination data highlight that NOTA-monoamides are suitable chelators for molecular imaging and nuclear medicine.

Návaznosti

LTC20044, projekt VaV

Název: Thermodynamic and kinetic investigations of metal complexes of polydentate ligands for biomedical, analytical and industrial applications (Akronym: NECTAR_COST)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Thermodynamic and kinetic investigations of metal complexes of polydentate ligands for biomedical, analytical and industrial applications, INTER-COST

MUNI/A/1539/2021, interní kód MU

Název: Vývoj metod a instrumentace pro analýzu biologicky významných látek 2022

Investor: Masarykova univerzita, Vývoj metod a instrumentace pro analýzu biologicky významných látek 2022

Citovat

KUBINEC, Jan; Viktorie ŠIRŮČKOVÁ; Jana HAVLÍČKOVÁ; Jan KOTEK; Vojtěch KUBÍČEK; Přemysl LUBAL a Petr HERMANN. Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study. European Journal of Inorganic Chemistry. Wiley-VCH GmbH, 2022, roč. 2022, č. 19, s. 1-11. ISSN 1434-1948. Dostupné z: https://doi.org/10.1002/ejic.202200173.

@article{1860073,
   author = {Kubinec, Jan and Širůčková, Viktorie and Havlíčková, Jana and Kotek, Jan and Kubíček, Vojtěch and Lubal, Přemysl and Hermann, Petr},
   article_number = {19},
   doi = {https://doi.org/10.1002/ejic.202200173},
   keywords = {Aminopolycarboxylate ligands; Copper; Macrocyclic ligands; Nuclear medicine; Transition metal complexes},
   language = {eng},
   issn = {1434-1948},
   journal = {European Journal of Inorganic Chemistry},
   title = {Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study},
   url = {https://doi.org/10.1002/ejic.202200173},
   volume = {2022},
   year = {2022}
}

TY  - JOUR
ID  - 1860073
AU  - Kubinec, Jan - Širůčková, Viktorie - Havlíčková, Jana - Kotek, Jan - Kubíček, Vojtěch - Lubal, Přemysl - Hermann, Petr
PY  - 2022
TI  - Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study
JF  - European Journal of Inorganic Chemistry
VL  - 2022
IS  - 19
SP  - 1-11
EP  - 1-11
PB  - Wiley-VCH GmbH
SN  - 14341948
KW  - Aminopolycarboxylate ligands
KW  - Copper
KW  - Macrocyclic ligands
KW  - Nuclear medicine
KW  - Transition metal complexes
UR  - https://doi.org/10.1002/ejic.202200173
N2  - NOTA monoamides are commonly and widely used chelators for the complexation of copper radioisotopes applied in molecular imaging and targeted nuclear therapy. However, information about their coordination behavior remains scarce. In this study, two NOTA-monoamides, N-ethyl (H2L1) and N,N-diethyl (H2L2), were synthesized as model ligands and tested to probe differences in their coordination behavior between the secondary and tertiary amide pendant arms for potential applications as copper radioisotope carriers. Our results demonstrated that the solid [Cu(L1)] and [Cu(L2)] complex have a distorted octahedral arrangement, similar to structure of the [Cu(Hnota)] complex. As shown by equilibrium data, the ligands have a slightly lower basicity, and thus complexes with divalent metal ions and LiI have slightly lower stability constants than those of the parent ligand, H3nota. The dissociation constants of the CuII, ZnII and NiII complexes with H2L1 also indicate deprotonation and N-coordination of the secondary amide group at pH>9. Complexation of CuII ions with the title ligands is slower than that with H3nota but still very fast (quantitative binding in <1 s, pH 2, millimolar concentrations), and CuII complexes of both monoamide ligands are more resistant to acid-assisted decomplexation than the CuII-H3nota complex. Therefore, our coordination data highlight that NOTA-monoamides are suitable chelators for molecular imaging and nuclear medicine.
ER  -

KUBINEC, Jan; Viktorie ŠIRŮČKOVÁ; Jana HAVLÍČKOVÁ; Jan KOTEK; Vojtěch KUBÍČEK; Přemysl LUBAL a Petr HERMANN. Complexes of NOTA-Monoamides with CuII Ions: Structural, Equilibrium, and Kinetic Study. \textit{European Journal of Inorganic Chemistry}. Wiley-VCH GmbH, 2022, roč.~2022, č.~19, s.~1-11. ISSN~1434-1948. Dostupné z: https://doi.org/10.1002/ejic.202200173.

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