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An amine-derivatized, DOTA-loaded polymeric support for Fmoc solid phase peptide synthesis

✍ Scribed by Byunghee Yoo; Vipul R. Sheth; Mark D. Pagel

Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
446 KB
Volume
50
Category
Article
ISSN
0040-4039

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✦ Synopsis

An amine-derivatized DOTA has been used to modify the surface of a polymeric support for conventional Solid Phase Peptide Synthesis (SPPS) following standard Fmoc chemistry methods. This methodology was used to synthesize a peptide-DOTA conjugate that was demonstrated to be a PARACEST MRI contrast agent. Therefore, this synthesis methodology can facilitate Fmoc SPPS of molecular imaging contrast agents.

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To synthesize peptide thioesters directly on a solid support for use as substrate analogues for thioesterases in non-ribosomal peptide synthases, we modified a reagent compatible with Fmoc solid-phase peptide synthesis that efficiently removes the protecting group while keeping the thioester intact.