DOTA tris(phenylmethyl) ester: A new useful synthon for the synthesis of DOTA monoamides containing acid-labile bonds

被引：28

作者：

Anelli, PL ^{[1
]}

Lattuada, L ^{[1
]}

Gabellini, M ^{[1
]}

Recanati, P ^{[1
]}

机构：

[1] Bracco Imaging Spa, Milano Res Ctr, I-20134 Milan, Italy

来源：

BIOCONJUGATE CHEMISTRY | 2001年 / 12卷 / 06期

关键词：

D O I：

10.1021/bc010046x

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of DOTA tris(phenylmethyl) ester 2, a new monoreactive derivative of DOTA, is described. This versatile synthon can be easily coupled to compounds bearing an amino group and then deprotected to DOTA monoamide under mild and neutral conditions by catalytic hydrogenolysis. Accordingly, compound 2 has been used in the synthesis of a DOTA monoamide gadolinium complex containing two palmitic esters, which is a component of mixed micelles as MRI contrast agents.

引用

页码：1081 / 1084

页数：4

共 27 条

[1] Lanthanide(III) chelates for NMR biomedical applications [J].

Aime, S ;

Botta, M ;

Fasano, M ;

Terreno, E .

CHEMICAL SOCIETY REVIEWS, 1998, 27 (01) :19-29

[2] SYNTHESIS, CHARACTERIZATION, AND 1/T(1) NMRD PROFILES OF GADOLINIUM(III) COMPLEXES OF MONOAMIDE DERIVATIVES OF DOTA-LIKE LIGANDS - X-RAY STRUCTURE OF THE 10-[2-[[2-HYDROXY-1-(HYDROXYMETHYL)ETHYL]AMINO]-1-[(PHENYLMETHOXY)METHYL]-2-OXO-ETHYL]-1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETIC ACID GADOLINIUM(III) COMPLEX [J].

AIME, S ;

ANELLI, PL ;

BOTTA, M ;

FEDELI, F ;

GRANDI, M ;

PAOLI, P ;

UGGERI, F .

INORGANIC CHEMISTRY, 1992, 31 (12) :2422-2428

[3] Mixed micelles containing lipophilic gadolinium complexes as MRA contrast agents [J].

Anelli, PL ;

Lattuada, L ;

Lorusso, V ;

Schneider, M ;

Tournier, H ;

Uggeri, F .

MAGNETIC RESONANCE MATERIALS IN PHYSICS BIOLOGY AND MEDICINE, 2001, 12 (2-3) :114-120

[4]

Anelli PL, 1997, ACTA RADIOL, V38, P125

[5]

ANELLI PL, 2000, Patent No. 0030688

[6]

ANELLI PL, 1995, Patent No. 9532741

[7] 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

[8] 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

[9] THE NEGOTIATED SYLLABUS - WHAT IS IT AND HOW IS IT LIKELY TO WORK [J].

CLARKE, DF .

APPLIED LINGUISTICS, 1991, 12 (01) :13-28

[10] STABILITIES OF THE ALKALINE-EARTH AND DIVALENT TRANSITION-METAL COMPLEXES OF THE TETRAAZAMACROCYCLIC TETRAACETIC ACID LIGANDS [J].

CLARKE, ET ;

MARTELL, AE .

INORGANICA CHIMICA ACTA, 1991, 190 (01) :27-36

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