H-Bonding and intramolecular catalysis of proton exchange affect the CEST properties of EuIII complexes with HP-DO3A-like ligands

被引：4

作者：

Baroni, Simona ^{[1
]}

Carnovale, Irene Maria ^{[2
]}

Carrera, Carla ^{[3
]}

Boccalon, Mariangela ^{[4
]}

Guidolin, Nicol ^{[4
]}

Demitri, Nicola ^{[5
]}

Lattuada, Luciano ^{[4
]}

Tedoldi, Fabio ^{[4
]}

Baranyai, Zsolt ^{[4
]}

Aime, Silvio ^{[4
]}

机构：

[1] Univ Torino, Mol Imaging Ctr, Dept Mol Biotechnol & Hlth Sci, Via Nizza 52, I-10126 Turin, Italy

[2] Univ Torino, Dept Drug Sci & Technol, Via P Giuria 7, I-10125 Turin, Italy

[3] CNR, Inst Biostruct & Bioimaging, Via Nizza 52, I-10126 Turin, Italy

[4] Bracco Imaging Spa, Bracco Res Ctr, Via Ribes 5, I-10010 Colleretto Giacosa, TO, Italy

[5] Elettra Sincrotrone Trieste, SS 14 Km 163-5 Area Sci Pk, I-34149 Trieste, Italy

来源：

CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 26期

关键词：

Europium compounds - Hydrogen bonds - Carboxylation - Catalysis;

D O I：

10.1039/d1cc00366f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Eu(HP-DO3A) is present in solution as a mixture of two diastereoisomers whose alcoholic groups are the source of the mobile protons for the CEST effect. The exchange is base catalyzed. Two novel Eu-III complexes of HP-DO3A-like ligands containing an amino or a carboxylate functionality in the proximity of the -OH groups showed the occurrence of intramolecular catalysis of the prototropic exchange. New insights into the role of the intramolecular proton exchange on the CEST properties have been gained.

引用

页码：3287 / 3290

页数：4

共 22 条

[1] Lanthanides in magnetic resonance imaging [J].

Bottrill, Melanie ;

Nicholas, Lilian Kwok ;

Long, Nicholas J. .

CHEMICAL SOCIETY REVIEWS, 2006, 35 (06) :557-571

[2] Exploring the intramolecular catalysis of the proton exchange process to modulate the relaxivity of Gd(iii)-complexes of HP-DO3A-like ligands [J].

Carnovale, Irene Maria ;

Lolli, Marco Lucio ;

Serra, Sonia Colombo ;

Mingo, Alberto Fringuello ;

Napolitano, Roberta ;

Boi, Valeria ;

Guidolin, Nicol ;

Lattuada, Luciano ;

Tedoldi, Fabio ;

Baranyai, Zsolt ;

Aime, Silvio .

CHEMICAL COMMUNICATIONS, 2018, 54 (72) :10056-10059

[3] Combined High Resolution NMR and 1H and 17O Relaxometric Study Sheds Light on the Solution Structure and Dynamics of the Lanthanide(III) Complexes of HPDO3A [J].

Castelli, Daniela Delli ;

Caligara, Maria C. ;

Botta, Mauro ;

Terreno, Enzo ;

Aime, Silvio .

INORGANIC CHEMISTRY, 2013, 52 (12) :7130-7138

[4] In Vivo Maps of Extracellular pH in Murine Melanoma by CEST-MRI [J].

Castelli, Delli D. ;

Ferrauto, Giuseppe ;

Carlos Cutrin, Juan ;

Terreno, Enzo ;

Aime, Silvio .

MAGNETIC RESONANCE IN MEDICINE, 2014, 71 (01) :326-332

[5] Modulation of the Prototropic Exchange Rate in pH-Responsive Yb-HPDO3A Derivatives as ParaCEST Agents [J].

Dastru, Walter ;

Menchise, Valeria ;

Ferrauto, Giuseppe ;

Fabretto, Serena ;

Carrera, Carla ;

Terreno, Enzo ;

Aime, Silvio ;

Delli Castelli, Daniela .

CHEMISTRYSELECT, 2018, 3 (22) :6035-6041

[6] PROTON TRANSFER ACID-BASE CATALYSIS + ENZYMATIC HYDROLYSIS .I. ELEMENTARY PROCESSES [J].

EIGEN, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1964, 3 (01) :1-&

[7] Classification and basic properties of contrast agents for magnetic resonance imaging [J].

Geraldes, Carlos F. G. C. ;

Laurent, Sophie .

CONTRAST MEDIA & MOLECULAR IMAGING, 2009, 4 (01) :1-23

[8] A review of responsive MRI contrast agents: 2005-2014 [J].

Hingorani, Dina V. ;

Bernstein, Adam S. ;

Pagel, Mark D. .

CONTRAST MEDIA & MOLECULAR IMAGING, 2015, 10 (04) :245-265

[9] SYNTHESIS, STABILITY, AND STRUCTURE OF GADOLINIUM(III) AND YTTRIUM(III) MACROCYCLIC POLY(AMINO CARBOXYLATES) [J].

KUMAR, K ;

CHANG, CA ;

FRANCESCONI, LC ;

DISCHINO, DD ;

MALLEY, MF ;

GOUGOUTAS, JZ ;

TWEEDLE, MF .

INORGANIC CHEMISTRY, 1994, 33 (16) :3567-3575

[10] Enhanced relaxivity of GdIII-complexes with HP-DO3A-like ligands upon the activation of the intramolecular catalysis of the prototropic exchange [J].

Lattuada, Luciano ;

Horvath, David ;

Serra, Sonia Colombo ;

Mingo, Alberto Fringuello ;

Minazzi, Paolo ;

Benyei, Attila ;

Forgacs, Attila ;

Fedeli, Franco ;

Gianolio, Eliana ;

Aime, Silvio ;

Giovenzana, Giovanni B. ;

Baranyai, Zsolt .

INORGANIC CHEMISTRY FRONTIERS, 2021, 8 (06) :1500-1510

← 1 2 3 →