Abstract:
:The 1,7-diacetate-4,10-diacetamide substituted 1,4,7,10-tetraazacyclododecane structural unit is common to several responsive Magnetic Resonance Imaging (MRI) contrast agents (CAs). While some of these complexes (agents capable of sensing fluctuations in Zn2+, Ca2+ etc. ions) have already been tested in vivo, the detailed physico-chemical characterization of such ligands have not been fully studied. To fill this gap, we synthesized a representative member of this ligand family possessing two acetate and two n-butylacetamide pendant side-arms (DO2A2MnBu = 1,4,7,10-tetraazacyclodoecane-1,7-di(acetic acid)-4,10-di(N-butylacetamide)), and studied its complexation properties with some essential metal and a few lanthanide(III) (Ln(III)) ions. Our studies revealed that the ligand basicity, the stability of metal ion complexes, the trend of stability constants along the Ln(III) series, the formation rates of the Ln(III) complexes and the exchange rate of the bound water molecule in the Gd(III) complex fell between those of Ln(DOTA)- and Ln(DOTA-tetra(amide))3+ complexes (DOTA = 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid, DOTAM = 1,4,7,10-tetrakis(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane). The only exception is the stability of Cu(DO2A2MnBu) which was found to be only slightly lower than that of Cu(DOTA)2- (log KCuL = 19.85 vs. 21.98). This is likely reflects exclusive coordination of the negatively charged acetate donor atoms to the Cu2+ ion forming an octahedral complex with the amides remaining uncoordinated. The only anomaly observed during the study was the rates of acid assisted dissociation of the Ln(III) complexes, which occur at a rate similar to those observed for the Ln(DOTA)- complexes. These data indicate that even though the Ln(DO2A2MnBu)+ complexes have lower thermodynamic stabilities, their kinetic inertness should be sufficient for in vivo use.
journal_name
J Inorg Biochemjournal_title
Journal of inorganic biochemistryauthors
Tircsó G,Tircsóné Benyó E,Garda Z,Singh J,Trokowski R,Brücher E,Sherry AD,Tóth É,Kovács Zdoi
10.1016/j.jinorgbio.2020.111042subject
Has Abstractpub_date
2020-05-01 00:00:00pages
111042eissn
0162-0134issn
1873-3344pii
S0162-0134(20)30070-2journal_volume
206pub_type
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journal_title:Journal of inorganic biochemistry
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journal_title:Journal of inorganic biochemistry
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journal_title:Journal of inorganic biochemistry
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journal_title:Journal of inorganic biochemistry
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journal_title:Journal of inorganic biochemistry
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journal_title:Journal of inorganic biochemistry
pub_type: 杂志文章
doi:10.1016/s0162-0134(00)80112-9
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pub_type: 杂志文章
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pub_type: 杂志文章
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journal_title:Journal of inorganic biochemistry
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