Bifunctional ligands based on the DOTA-monoamide cage

被引:46
作者
Barge, Alessandro [2 ]
Tei, Lorenzo [3 ]
Upadhyaya, Dharita [2 ]
Fedeli, Franco [1 ]
Beltrami, Lorena [1 ]
Stefania, Rachele [1 ]
Aime, Silvio [1 ]
Cravotto, Giancarlo [2 ]
机构
[1] Univ Turin, Dipartimento Chim IFM, I-10125 Turin, Italy
[2] Univ Turin, Dipartimento Sci & Tecnol Farmaco, I-10125 Turin, Italy
[3] Univ Piemonto Orientale, Dipartimento Sci Ambiente & Vita, G Alessandria, Italy
关键词
D O I
10.1039/b715844k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient routes to DOTA-monoamide ligands bearing amino, hydroxyl, aldehyde and maleimido groups are described. These functional groups, which can be spaced at will from the coordination cage, will readily react with suitable groups of targeting moieties. Bioconjugates obtained in this way can be used for diagnostic imaging and therapeutic applications.
引用
收藏
页码:1176 / 1184
页数:9
相关论文
共 60 条
[1]   High sensitivity lanthanide(III) based probes for MR-medical imaging [J].
Aime, S. ;
Crich, S. Geninatti ;
Gianolio, E. ;
Giovenzana, G. B. ;
Tei, L. ;
Terreno, E. .
COORDINATION CHEMISTRY REVIEWS, 2006, 250 (11-12) :1562-1579
[2]   Gd(III)-based contrast agents for MRI [J].
Aime, S ;
Botta, M ;
Terreno, E .
ADVANCES IN INORGANIC CHEMISTRY - INCLUDING BIOINORGANIC STUDIES, VOL 57: RELAXOMETRY OF WATER-METAL ION INTERACTIONS, 2005, 57 :173-237
[3]   A R2/R1 ratiometric procedure for a concentration-independent, pH-responsive, Gd(III)-based MRI agent [J].
Aime, Silvio ;
Fedeli, Franco ;
Sanino, Alberto ;
Terreno, Enzo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (35) :11326-11327
[4]   Radiometal labeled agents (non-technetium) for diagnostic imaging [J].
Anderson, CJ ;
Welch, MJ .
CHEMICAL REVIEWS, 1999, 99 (09) :2219-2234
[5]   Lanthanide(III) complexes of DOTA-glycoconjugates:: A potential new class of lectin-mediated medical imaging agents [J].
André, JP ;
Geraldes, CFGC ;
Martins, JA ;
Merbach, AE ;
Prata, MIM ;
Santos, AC ;
de Lima, JJP ;
Tóth, É .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (22) :5804-5816
[6]   DOTA tris(phenylmethyl) ester: A new useful synthon for the synthesis of DOTA monoamides containing acid-labile bonds [J].
Anelli, PL ;
Lattuada, L ;
Gabellini, M ;
Recanati, P .
BIOCONJUGATE CHEMISTRY, 2001, 12 (06) :1081-1084
[7]   L-glutamic acid and L-lysine as useful building blocks for the preparation of bifunctional DTPA-like ligands [J].
Anelli, PL ;
Fedeli, F ;
Gazzotti, O ;
Lattuada, L ;
Lux, G ;
Rebasti, F .
BIOCONJUGATE CHEMISTRY, 1999, 10 (01) :137-140
[8]   Reassessment of diethylenetriaminepentaacetic acid (DTPA) as a chelating agent for indium-111 labeling of polypeptides using a newly synthesized monoreactive DTPA derivative [J].
Arano, Y ;
Uezono, T ;
Akizawa, H ;
Ono, M ;
Wakisaka, K ;
Nakayama, M ;
Sakahara, H ;
Konishi, J ;
Yokoyama, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (18) :3451-3460
[9]   Macrocyclic chelators with paramagnetic cations are internalized into mammalian cells via a HIV-tat derived membrane translocation peptide [J].
Bhorade, R ;
Weissleder, R ;
Nakakoshi, T ;
Moore, A ;
Tung, CH .
BIOCONJUGATE CHEMISTRY, 2000, 11 (03) :301-305
[10]  
Blankenberg FG, 2007, Q J NUCL MED MOL IM, V51, P99