Calix[4]arenes as Molecular Platforms for Magnetic Resonance Imaging (MRI) Contrast Agents

The novel amphipilic conjugate of a calix[4]arene with four Gd–1,4,7,10‐ tetra(carboxymethyl)‐1,4,7,10‐tetraazacyclododecane (DOTA) chelates has potential as a magnetic resonance imaging contrast agent, both in its monomeric and in its micellar form. The system, illustrated here with its nuclear mag...

Celý popis

Uloženo v:

Podrobná bibliografie
Vydáno v:	Chemistry : a European journal Ročník 15; číslo 13; s. 3290 - 3296
Hlavní autoři:	Schühle, Daniel T., Schatz, Jürgen, Laurent, Sophie, Vander Elst, Luce, Muller, Robert N., Stuart, Marc C. A., Peters, Joop A.
Médium:	Journal Article
Jazyk:	angličtina
Vydáno:	Weinheim WILEY-VCH Verlag 16.03.2009 WILEY‐VCH Verlag Wiley
Témata:	Algorithms calixarenes Calixarenes - chemistry Chemistry Chemistry, Multidisciplinary gadolinium Gadolinium - chemistry human serum albumin Humans Magnetic Resonance Imaging - methods Micelles Models, Chemical molecular imaging Organometallic Compounds - chemistry Organophosphorus Compounds - chemistry Phenols - chemistry Physical Sciences Science & Technology Serum Albumin - chemistry calixarenes HUMAN SERUM-ALBUMIN GD-III COMPLEX SENSITIVITY WATER EXCHANGE micelles molecular imaging GADOLINIUM(III) HIGH-RELAXIVITY NMR BINDING-AFFINITY ENHANCEMENT OPTIMIZATION human serum albumin gadolinium
ISSN:	0947-6539, 1521-3765
On-line přístup:	Získat plný text
Tagy:	Přidat tag Žádné tagy, Buďte první, kdo vytvoří štítek k tomuto záznamu!

Popis
Shrnutí:	The novel amphipilic conjugate of a calix[4]arene with four Gd–1,4,7,10‐ tetra(carboxymethyl)‐1,4,7,10‐tetraazacyclododecane (DOTA) chelates has potential as a magnetic resonance imaging contrast agent, both in its monomeric and in its micellar form. The system, illustrated here with its nuclear magnetic relaxation profile, shows good relaxivities, thanks to its high rigidity. An amphiphilic conjugate 1 of a calix[4]arene with four Gd–DOTA chelates (DOTA=1,4,7,10‐tetra(carboxymethyl)‐1,4,7,10‐tetraazacyclododecane) was prepared and the properties relevant to its application as a magnetic resonance imaging (MRI) contrast agent were investigated by NMR, dynamic light scattering (DLS), and cryo‐electron microscopy (cryo‐TEM). The compound aggregates in water; its critical micelle concentration (cmc) is 0.21 mM (or 0.84 mM for Gd) at 37 °C. The relaxivity of the aggregates at 37 °C and 20 MHz (18.3 s−1 per mM Gd or 73.2 s−1 per mM 1) is about twice that of the monomer. Nuclear magnetic relaxation dispersion (NMRD) profiles show the relaxivity of the monomer to be almost independent of the magnetic field strength up to 60 MHz. At higher concentrations, the NMRD profiles exhibit a maximum at about 20 MHz, which is typical for high molecular volumes. The average water residence lifetime is 1.20 μs at 298 K as determined by 17O NMR. The rotational correlation time of the monomer (390 ns at 37 °C) is very close to the optimal value predicted for high‐field contrast agents. Monomer as well as micelles are very rigid systems with negligible local contributions to the overall rotational dynamics. The binding to human serum albumin (HSA) is significant (KA=1.2×103 M−1) and the relaxivity of the HSA adduct at 20 MHz is 24.6 s−1 per mM Gd or 98.5 s−1 per mM 1. The novel amphipilic conjugate of a calix[4]arene with four Gd–1,4,7,10‐ tetra(carboxymethyl)‐1,4,7,10‐tetraazacyclododecane (DOTA) chelates has potential as a magnetic resonance imaging contrast agent, both in its monomeric and in its micellar form. The system, illustrated here with its nuclear magnetic relaxation profile, shows good relaxivities, thanks to its high rigidity.
Bibliografie:	ArticleID:CHEM200802099 istex:0FF3E110202DAE92F389178787FC225982070F97 Marie-Curie Fellowship - No. MEST-CT-2004-7442 COST D38 European Network of Excellence - No. LSCH-2004-503569 ark:/67375/WNG-1P17ZXXW-1
ISSN:	0947-6539 1521-3765
DOI:	10.1002/chem.200802099