Several approaches towards asymmetrically derivatized peptide-decorated cyclens that yield lanthanide metalchelators, in which three of the nitrogen atoms of cyclen share a common substituent and the fourth nitrogen atom is differentially substituted, have been evaluated. The most effective route consisted of selective monoalkylation followed by peralkylation with a second different electrophile. The unique substituent also possessed a masked sulfanylgroup that was suitable for subsequent chemoselective conjugation chemistry.
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Organic & Biomolecular Chemistry
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