Reactions of methyl, hydroxyl and peroxyl radicals with the DOTA chelating agent used in medical imaging

Elad Avraham, Dan Meyerstein, Ana Lerner, Guy Yardeni, Svetlana Pevzner, Israel Zilbermann, Philippe Moisy, Eric Maimon, Inna Popivker

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

The mechanism of reaction of DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) with ·CH3, CH3O2· and ·OH radicals were studied. The radicals were formed in situ radiolytically. The methyl radicals react orders of magnitude slower with DOTA and with MIII(DOTA)- than the hydroxyl radicals. The various final products were identified and mechanisms for their formation are proposed. CH3O2· radicals do not react, or react too slowly to be observed, with DOTA and with MIII(DOTA)- as long as the central cation is not oxidized by the peroxyl radical. The results imply that synthesis of the MIII(DOTA)-(MIII = radioisotope) complexes in a water-organic solvent (ethanol or 2-propanol or acetonitrile) mixture is not only kinetically desired but the so formed complex also decreases the radiolytic decomposition of DOTA.

Original languageEnglish
Pages (from-to)134-142
Number of pages9
JournalFree Radical Biology and Medicine
Volume180
DOIs
StatePublished - 20 Feb 2022

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