Triazole Appending Agent (TAAG): A New Synthon for Preparing Iodine-Based Molecular Imaging and Radiotherapy Agents.

Abstract

A new prosthetic group referred to as the triazole appending agent (TAAG) was developed as a means to prepare targeted radioiodine-based molecular imaging and therapy agents. Tributyltin-TAAG and the fluorous analogue were synthesized in high yield using simple click chemistry and the products labeled in greater than 95% RCY with (123)I. A TAAG derivative of an inhibitor of prostate-specific membrane antigen was prepared and radiolabeled with (123)I in 85% yield where biodistribution studies in LNCap prostate cancer tumor models showed rapid clearance of the agent from nontarget tissues and tumor accumulation of 20% injected dose g(-1) at 1 h. The results presented demonstrate that the TAAG group promotes minimal nonspecific binding and that labeled conjugates can achieve high tumor uptake and exquisite target-to-nontarget ratios.

• Authors: Alla Darwish, Megan Blacker, Nancy Janzen, Stephanie M Rathmann, Shannon Czorny, Shawn M Hillier, John L Joyal, John W Babich, John F Valliant
• Journal: ACS medicinal chemistry letters (ACS Med Chem Lett) Vol. 3 Issue 4 Pg. 313-6 (Apr 12 2012) ISSN: 1948-5875 [Print] United States
• PMID: 24900470 (Publication Type: Journal Article)