Please use this identifier to cite or link to this item: http://dx.doi.org/10.14279/depositonce-7460
Main Title: New Synthetic Routes for 1-Benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-Tetraazacyclododecane-1-acetic Acid Ethyl Ester, Important Starting Materials for Metal-coded DOTA-Based Affinity Tags
Author(s): Kohl, Stephan W.
Kuse, Katharina
Hummert, Markus
Schumann, Herbert
Mügge, Clemens
Janek, Katharina
Weißhoff, Hardy
Type: Article
Language Code: en
Abstract: Two improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10- tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-{2-[4-(maleimido-N-propylacetamidobutyl)amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane- 4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of the intermediates 4-benzyl-1,7-bis(p-toluenesulfonyl)diethylenetriamine (3) and 1,4,7-tris(p-toluenesulfonyl)diethylenetriamine (7) are reported and discussed. The rare earth complexes of 17 have been characterized by 1H NMR spectroscopy and MALDI-TOF mass spectrometry.
URI: https://depositonce.tu-berlin.de//handle/11303/8309
http://dx.doi.org/10.14279/depositonce-7460
Issue Date: 2007
Date Available: 10-Oct-2018
DDC Class: 540 Chemie und zugeordnete Wissenschaften
Subject(s): Tetraazacyclododecane
Macrocycle
DOTA
affinity tag
rare earth complexes
Sponsor/Funder: DFG, SPP 1166, Lanthanoidspezifische Funktionalitäten in Molekül und Material
License: https://creativecommons.org/licenses/by-nc-nd/3.0/
Journal Title: Zeitschrift für Naturforschung B
Publisher: De Gruyter
Publisher Place: Berlin
Volume: 62
Issue: 3
Publisher DOI: 10.1515/znb-2007-0313
Page Start: 397
Page End: 406
EISSN: 1865-7117
ISSN: 0932-0776
Appears in Collections:Inst. Chemie » Publications

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