Design and synthesis of a bimodal target-specific contrast agent for angiogenesis.
[structure: see text] A bimodal target-specific contrast agent based on a cyclic peptide containing the target-specific NGR sequence, gadolinium(III) diethylenetriaminepentaacetic acid (Gd(III)DTPA), and Oregon Green 488 (OG488) suitable for both MR imaging and optical imaging of angiogenesis is developed. The synthetic strategy for this target-specific contrast agent exploits the use of highly efficient, chemoselective reactions, such as native chemical ligation, and gives a straightforward approach for double labeling of peptides in general.
Dirksen
Anouk
A
Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
Langereis
Sander
S
de Waal
Bas F M
BF
van Genderen
Marcel H P
MH
Meijer
E W
EW
de Lussanet
Quido G
QG
Hackeng
Tilman M
TM
D002264:Carboxylic Acids / Q000737:chemistry*; D003287:Contrast Media / Q000138:chemical synthesis* / Q000737:chemistry; D019786:Gadolinium DTPA / Q000138:chemical synthesis / Q000737:chemistry*; D008279:Magnetic Resonance Imaging / Q000379:methods*; D015394:Molecular Structure; D009389:Neovascularization, Pathologic / Q000175:diagnosis*; D010456:Peptides, Cyclic / Q000737:chemistry*; D012680:Sensitivity and Specificity; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods
D002264:Carboxylic Acids; D003287:Contrast Media; C436864:Oregon Green 488 carboxylic acid; D010456:Peptides, Cyclic; D019786:Gadolinium DTPA