Improved synthesis of the bifunctional chelating agent 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N ',N '',N '''-tris(acetic acid)cyclododecane (PA-DOTA)

Authors
Chappell, LL Rogers, BE Khazaeli, MB Mayo, MS Buchsbaum, DJ Brechbiel, MW
Citation
Ll. Chappell et al., Improved synthesis of the bifunctional chelating agent 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N ',N '',N '''-tris(acetic acid)cyclododecane (PA-DOTA), BIO MED CH, 7(11), 1999, pp. 2313-2320
Citations number
30
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
7
Issue
11
Year of publication
1999
Pages
2313 - 2320
Database
ISI
SICI code
0968-0896(199911)7:11<2313:ISOTBC>2.0.ZU;2-B
Abstract
A concise synthesis of the bifunctional chelating agent 1,4,7,10-tetraaza-N -(1-carboxy-3-(4-nitrophenyl)propyl)N',N ",N'''-tris(acetic acid)cyclododec ane (PA-DOTA) is reported. Difficulties involving the production of partial ly alkylated products and their removal have been addressed and obviated. A fter the purl nitro form of PA-DOTA was obtained, conversion to the isothio cyanato form PA-DOTA (1, conjugation to HuCC49 and HuCC49 Delta CH2 monoclo nal antibodies was achieved. Subsequent radiolabeling with (LU)-L-177 was p erformed, demonstrating a useful bifunctional chelating agent suitable for clinical radio-immnunotherapy applications. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.