Synthesis of MRI contrast agents derived from DOTAM-Gly-L-Phe-OH incorporating a disulfide bridge: conjugation to a cell penetrating peptide and preparation of a dimeric agent.
A cell penetrating peptide conjugate and dimeric PARACEST MRI contrast agents, based on the DOTAM-Gly-L-Phe-OH scaffold have been prepared in moderate yields using diethyl azodicarboxylate (DEAD) or iodine-mediated disulfide bridge formation as a key step. Magnetic (PARACEST) properties of these agents have been evaluated.
Suchý
Mojmír
M
Department of Chemistry, The University of Western Ontario, London, ON, Canada N6A 5B7.
Li
Alex X
AX
Bartha
Robert
R
Hudson
Robert H E
RH
D000081:Acetamides / Q000138:chemical synthesis / Q000737:chemistry*; D003287:Contrast Media / Q000138:chemical synthesis / Q000737:chemistry*; D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry*; D005063:Europium / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000138:chemical synthesis / Q000737:chemistry*; D008279:Magnetic Resonance Imaging / Q000379:methods*; D008280:Magnetics; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry*
C522450:1,4,7,10-tetrakis(carbamoylmethyl)-1,4,7,10-tetraazacyclododecane; D000081:Acetamides; D003287:Contrast Media; D004220:Disulfides; D006573:Heterocyclic Compounds, 1-Ring; D010455:Peptides; D005063:Europium