Synthesis and physicochemical characterization of Gd-DTPA-B(sLex)A, a new MRI contrast agent targeted to inflammation.
A new magnetic resonance imaging (MRI) contrast agent designed to mimic sialyl Lewis X (sLeX) and to target inflammation has been synthesized and characterized. The evolution of its proton longitudinal relaxivity as a function of the magnetic field (NMRD) and temperature has been studied. The exchange rate of the water coordinated to the metal has been assessed by oxygen-17 relaxometry. The transmetalation by zinc(II) ions and the noncovalent binding to human serum albumin have been evaluated. The results show no limitation by the residence time of the coordinated water molecule above room temperature, a higher stability of the complex versus transmetalation by zinc(II) ions than a parent complex, the clinically used Gd-DTPA-BMA, and negligible interaction with human serum albumin.
Laurent
Sophie
S
NMR Laboratory, Department of Organic Chemistry, University of Mons-Hainaut, B-7000 Mons, Belgium.
Vander Elst
Luce
L
Fu
Yanjun
Y
Muller
Robert N
RN
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002851:Chromatography, High Pressure Liquid; D003287:Contrast Media; D003956:Dialysis; D006801:Humans; D007249:Inflammation / Q000473:pathology*; D008279:Magnetic Resonance Imaging; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009942:Organometallic Compounds / Q000138:chemical synthesis*; D010100:Oxygen / Q000737:chemistry; D004369:Pentetic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D011485:Protein Binding; D012709:Serum Albumin / Q000737:chemistry; D013696:Temperature; D014867:Water / Q000737:chemistry; D015032:Zinc / Q000737:chemistry
D003287:Contrast Media; D009942:Organometallic Compounds; D012709:Serum Albumin; C482337:gadolinium-N,N-bis(2-(bis(carboxymethyl)(3-(4-mannopyranosyloxy-3-(3-carboxymethylphenyl)phenyl)propyl)amino)ethyl)glycine; D014867:Water; D004369:Pentetic Acid; D015032:Zinc; D010100:Oxygen