Abstract
Several approaches towards asymmetrically derivatized peptide-decorated cyclens that yield lanthanide metal chelators, 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 sulfanyl group that was suitable for subsequent chemoselective conjugation chemistry.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetamides / chemical synthesis*
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Acetamides / chemistry
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Alkylation
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Contrast Media / chemical synthesis*
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Contrast Media / chemistry
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Cyclams
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Cystamine / chemistry*
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Dipeptides / chemical synthesis*
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Dipeptides / chemistry
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Heterocyclic Compounds / chemistry
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Heterocyclic Compounds, 1-Ring / chemical synthesis*
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Heterocyclic Compounds, 1-Ring / chemistry
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Ligands
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Magnetic Resonance Imaging
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Magnetics
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Organometallic Compounds / chemical synthesis*
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Organometallic Compounds / chemistry
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Substrate Specificity
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Temperature
Substances
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(DOTAM-glycyl-phenylalanine)europium(III)
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1,4,7,10-tetrakis(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane
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Acetamides
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Contrast Media
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Cyclams
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Dipeptides
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Heterocyclic Compounds
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Heterocyclic Compounds, 1-Ring
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Ligands
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Organometallic Compounds
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cyclen
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Cystamine