Gd(DO3A-N-α-aminopropionate): a versatile and easily available synthon with optimized water exchange for the synthesis of high relaxivity, targeted MRI contrast agents

被引：31

作者：

Ferreira, Miguel F. ^{[1
]}

Martins, Andre F. ^{[2
,3
]}

Martins, Jose A. ^{[1
]}

Ferreira, Paula M. ^{[1
]}

Toth, Eva ^{[4
]}

Geraldes, Carlos F. G. C. ^{[2
,3
]}

机构：

[1] Univ Minho, Ctr Quim, P-4710057 Braga, Portugal

[2] Univ Coimbra, Dept Biochem, NMR Ctr, P-3001401 Coimbra, Portugal

[3] Univ Coimbra, Ctr Neurosci & Cell Biol, Fac Sci & Technol, P-3001401 Coimbra, Portugal

[4] CNRS, Ctr Biophys Mol, F-45071 Orleans, France

来源：

CHEMICAL COMMUNICATIONS | 2009年 / 42期

关键词：

DEHYDROPEPTIDE DERIVATIVES; DEHYDROAMINO ACID; COMPLEXES; MECHANISMS; STABILITY; DOTA;

D O I：

10.1039/b912201j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the synthesis of a novel, versatile and easily accessible metal chelator, DO3A-N-alpha-aminopropionate, and the relaxometric characterization of its Gd3+ complex, revealing great potential for the development of high relaxivity targeted contrast agents for magnetic resonance imaging.

引用

收藏

页码：6475 / 6477

页数：3

相关论文

共 19 条

[1] Conformational and coordination equilibria on DOTA complexes of lanthanide metal ions in aqueous solution studied by H-1-NMR spectroscopy [J].

Aime, S ;

Botta, M ;

Fasano, M ;

Marques, MPM ;

Geraldes, CFGC ;

Pubanz, D ;

Merbach, AE .

INORGANIC CHEMISTRY, 1997, 36 (10) :2059-2068

[2] Monopropionate analogues of DOTA4- and DTPA5-:: kinetics of formation and dissociation of their lanthanide(III) complexes [J].

Balogh, Edina ;

Tripier, Raphael ;

Fouskova, Petra ;

Reviriego, Felipe ;

Handel, Henri ;

Toth, Eva .

DALTON TRANSACTIONS, 2007, (32) :3572-3581

[3] THERMODYNAMIC STUDY OF LANTHANIDE COMPLEXES OF 1,4,7-TRIAZACYCLONONANE-N,N',N''-TRIACETIC ACID AND 1,4,7,10-TETRAAZACYCLODODECANE-N,N',N'',N'''-TETRAACETIC ACID [J].

CACHERIS, WP ;

NICKLE, SK ;

SHERRY, AD .

INORGANIC CHEMISTRY, 1987, 26 (06) :958-960

[4] Gadolinium(III) chelates as MRI contrast agents: Structure, dynamics, and applications [J].

Caravan, P ;

Ellison, JJ ;

McMurry, TJ ;

Lauffer, RB .

CHEMICAL REVIEWS, 1999, 99 (09) :2293-2352

[5] Michael addition of thiols, carbon nucleophiles and amines to F17 dehydroamino acid and dehydropeptide derivatives [J].

Ferreira, PMT ;

Maia, HLS ;

Monteiro, LS ;

Sacramento, J .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (23) :3167-3173

[6] High yielding synthesis of dehydroamino acid and dehydropeptide derivatives [J].

Ferreira, PMT ;

Maia, HLS ;

Monteiro, LS ;

Sacramento, J .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (24) :3697-3703

[7] Inorganic and bioinorganic solvent exchange mechanisms [J].

Helm, L ;

Merbach, AE .

CHEMICAL REVIEWS, 2005, 105 (06) :1923-1959

[8] Relaxivity in paramagnetic systems: Theory and mechanisms [J].

Helm, Lothar .

PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 2006, 49 (01) :45-64

[9]

Hoff L., 2001, Acoustic Characterization of Contrast Agents for Medical Ultrasound Imaging

[10] Fine-tuning water exchange on GdIII poly(amino carboxylates) by modulation of steric crowding [J].

Jászberényi, Z ;

Sour, A ;

Tóth, É ;

Benmelouka, M ;

Merbach, AE .

DALTON TRANSACTIONS, 2005, (16) :2713-2719