Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant
Arms: Chelators for Copper Radioisotopes with Fast Complexation

J 2020

Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation

PAZDEROVÁ, Lucia, Tomáš DAVID, Veronika HLINOVÁ, Jan PLUTNAR, Jan KOTEK et. al.

Basic information

Original name

Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation

Authors

PAZDEROVÁ, Lucia (703 Slovakia), Tomáš DAVID (203 Czech Republic), Veronika HLINOVÁ (203 Czech Republic), Jan PLUTNAR (203 Czech Republic), Jan KOTEK (203 Czech Republic), Přemysl LUBAL (203 Czech Republic, belonging to the institution), Vojtěch KUBÍČEK (203 Czech Republic, guarantor) and Petr HERMANN (203 Czech Republic)

Edition

Inorganic Chemistry, Washington, American Chemical Society, 2020, 0020-1669

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10402 Inorganic and nuclear chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 5.165

RIV identification code

RIV/00216224:14310/20:00116681

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1021/acs.inorgchem.0c00856

UT WoS

000541873600059

Keywords in English

Cyclam; Macrocyclic Lactams; Copper 64

Abstract

V originále

Cross-bridged cyclam derivatives bearing two phosphonate (H4L1), bis(phosphinate) (H4L2), or phosphinate (H2L3) pendant arms were synthesized and studied with respect to their application as copper radioisotope carriers in nuclear medicine. The ligands show high macrocycle basicity (pK(1) > 14) and high Cu(II) complex stability (log K = 20-24). The complexation and dissociation kinetics of the Cu(II) complexes were studied by ultraviolet-visible spectroscopy. Phosphonate Cu(II)-H4L1 and bis(phosphinate) Cu(II)-H4L2 complexes form very quickly, reaching quantitative formation within 1 s at pH similar to 6 and millimolar concentrations. Conversely, the formation of the phosphinate complex Cu(II)-H2L3 is much slower (9 min at pH similar to 6) due to the low stability of the out-of-cage reaction intermediate. All studied complexes are highly kinetically inert, showing half-lives of 120, 11, and 111 h for Cu(II)-H4L1, Cu(II)-H4L2, and Cu(II)-H2L3 complexes, respectively, in 1 M HClO4 at 90 degrees C. The high thermodynamic stability, fast formation, and extreme kinetic inertness of Cu(II) complexes indicate that phosphonate and bis(phosphinate) derivatives are promising ligands for nuclear medicine.

Links

MUNI/A/1424/2019, interní kód MU

Name: Vývoj metod a instrumentace pro analýzu biologicky významných látek 2020

Investor: Masaryk University, Category A

Citovat

PAZDEROVÁ, Lucia, Tomáš DAVID, Veronika HLINOVÁ, Jan PLUTNAR, Jan KOTEK, Přemysl LUBAL, Vojtěch KUBÍČEK and Petr HERMANN. Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation. Inorganic Chemistry. Washington: American Chemical Society, 2020, vol. 59, No 12, p. 8432-8443. ISSN 0020-1669. Available from: https://dx.doi.org/10.1021/acs.inorgchem.0c00856.

@article{1686025,
   author = {Pazderová, Lucia and David, Tomáš and Hlinová, Veronika and Plutnar, Jan and Kotek, Jan and Lubal, Přemysl and Kubíček, Vojtěch and Hermann, Petr},
   article_location = {Washington},
   article_number = {12},
   doi = {http://dx.doi.org/10.1021/acs.inorgchem.0c00856},
   keywords = {Cyclam; Macrocyclic Lactams; Copper 64},
   language = {eng},
   issn = {0020-1669},
   journal = {Inorganic Chemistry},
   title = {Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation},
   url = {https://doi.org/10.1021/acs.inorgchem.0c00856},
   volume = {59},
   year = {2020}
}

TY  - JOUR
ID  - 1686025
AU  - Pazderová, Lucia - David, Tomáš - Hlinová, Veronika - Plutnar, Jan - Kotek, Jan - Lubal, Přemysl - Kubíček, Vojtěch - Hermann, Petr
PY  - 2020
TI  - Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation
JF  - Inorganic Chemistry
VL  - 59
IS  - 12
SP  - 8432-8443
EP  - 8432-8443
PB  - American Chemical Society
SN  - 00201669
KW  - Cyclam
KW  - Macrocyclic Lactams
KW  - Copper 64
UR  - https://doi.org/10.1021/acs.inorgchem.0c00856
L2  - https://doi.org/10.1021/acs.inorgchem.0c00856
N2  - Cross-bridged cyclam derivatives bearing two phosphonate (H4L1), bis(phosphinate) (H4L2), or phosphinate (H2L3) pendant arms were synthesized and studied with respect to their application as copper radioisotope carriers in nuclear medicine. The ligands show high macrocycle basicity (pK(1) > 14) and high Cu(II) complex stability (log K = 20-24). The complexation and dissociation kinetics of the Cu(II) complexes were studied by ultraviolet-visible spectroscopy. Phosphonate Cu(II)-H4L1 and bis(phosphinate) Cu(II)-H4L2 complexes form very quickly, reaching quantitative formation within 1 s at pH similar to 6 and millimolar concentrations. Conversely, the formation of the phosphinate complex Cu(II)-H2L3 is much slower (9 min at pH similar to 6) due to the low stability of the out-of-cage reaction intermediate. All studied complexes are highly kinetically inert, showing half-lives of 120, 11, and 111 h for Cu(II)-H4L1, Cu(II)-H4L2, and Cu(II)-H2L3 complexes, respectively, in 1 M HClO4 at 90 degrees C. The high thermodynamic stability, fast formation, and extreme kinetic inertness of Cu(II) complexes indicate that phosphonate and bis(phosphinate) derivatives are promising ligands for nuclear medicine.
ER  -

PAZDEROVÁ, Lucia, Tomáš DAVID, Veronika HLINOVÁ, Jan PLUTNAR, Jan KOTEK, Přemysl LUBAL, Vojtěch KUBÍČEK and Petr HERMANN. Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation. \textit{Inorganic Chemistry}. Washington: American Chemical Society, 2020, vol.~59, No~12, p.~8432-8443. ISSN~0020-1669. Available from: https://dx.doi.org/10.1021/acs.inorgchem.0c00856.

Detailed Information on Publication Record