Maximizing T2-exchange in Dy3+DOTA-(amide) X chelates: Fine-tuning the water molecule exchange rate for enhanced T2 contrast in MRI

Magnetic Resonance in Medicine

Volumn 71, Issue 3, 2014, Pages 1179-1185

  Soesbe, Todd C ^a   Ratnakar, S James ^a   Milne, Mark ^b   Zhang, Shanrong ^a   Do, Quyen N ^c   Kovacs, Zoltan ^a,c   Sherry, A Dean ^a,c  

^a UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

^b UNIVERSITY OF WESTERN ONTARIO   (Canada)

^c UNIVERSITY OF TEXAS AT DALLAS   (United States)

Author keywords

Dysprosium(III); in vitro; MRI; water molecule exchange

Indexed keywords

AMIDES; CHELATION; DYSPROSIUM COMPOUNDS; FINANCE; MAGNETIC RESONANCE IMAGING; MOLECULAR IMAGING;

BOUND WATERS; EXCHANGE RATES; IMAGING APPLICATIONS; IN-VITRO; LINE BROADENING; TEMPERATURE DATA; VARIABLE NUMBER; WATER MOLECULE;

MOLECULES;

TETRAXETAN; TETRAXETAN CHELATE; UNCLASSIFIED DRUG; WATER; 1,4,7,10-TETRAAZACYCLODODECANE- 1,4,7,10-TETRAACETIC ACID; AMIDE; CHELATING AGENT; CONTRAST MEDIUM; DYSPROSIUM; SINGLE HETEROCYCLIC RINGS;

ARTICLE; IN VITRO STUDY; MOLECULAR IMAGING; MOLECULE; NUCLEAR MAGNETIC RESONANCE IMAGING; POLYMERIZATION; TEMPERATURE; CHEMISTRY; DEVICES; IMAGING PHANTOM; PROCEDURES; REPRODUCIBILITY; SENSITIVITY AND SPECIFICITY; SYNTHESIS;

AMIDES; CHELATING AGENTS; CONTRAST MEDIA; DYSPROSIUM; HETEROCYCLIC COMPOUNDS, 1-RING; MAGNETIC RESONANCE IMAGING; PHANTOMS, IMAGING; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; WATER;

EID: 84894487055     PISSN: 07403194     EISSN: 15222594     Source Type: Journal    
DOI: 10.1002/mrm.25091     Document Type: Article

References (45)

1. Lauterbur PC,. Image formation by induced local interactions-examples employing nuclear magnetic-resonance. Nature 1973; 242: 190-191.
2. Damadian R, Goldsmith M, Minkoff L,. NMR in cancer: XVI. FONAR image of live human body. Physiol Chem Phys M 1977; 9: 97-100.
3. Damadian R,. Tumor detection by nuclear magnetic resonance. Science 1971; 171: 1151-1153.
4. Lauffer RB,. Paramagnetic metal-complexes as water proton relaxation agents for NMR imaging-theory and design. Chem Rev 1987; 87: 901-927.
5. Caravan P, Ellison JJ, McMurry TJ, Lauffer RB,. Gadolinium(III) chelates as MRI contrast agents: structure, dynamics, and applications. Chem Rev 1999; 99: 2293-2352.
6. Yoo B, Pagel MD,. An overview of responsive MRI contrast agents for molecular imaging. Front Biosci 2008; 13: 1733-1752.
7. Viswanathan S, Kovacs Z, Green KN, Ratnakar SJ, Sherry AD,. Alternatives to gadolinium-based metal chelates for magnetic resonance imaging. Chem Rev 2010; 110: 2960-3018.
8. Solomon I,. Relaxation processes in a system of 2 spins. Phys Rev 1955; 99: 559-565.
9. Weissleder R, Elizondo G, Wittenberg J, Rabito CA, Bengele HH, Josephson L,. Ultrasmall superparamagnetic iron-oxide-characterization of a new class of contrast agents for MR imaging. Radiology 1990; 175: 489-493.
10. Opina ACL, Ghaghada KB, Zhao PY, Kiefer G, Annapragada A, Sherry AD,. TmDOTA-tetraglycinate encapsulated liposomes as pH-sensitive LipoCEST agents. Plos One 2011; 6. e27370.
11. Zhang SR, Sherry AD,. Physical characteristics of lanthanide complexes that act as magnetization transfer (MT) contrast agents. J Solid State Chem 2003; 171: 38-43.
12. Aime S, Barge A, Castelli DD, Fedeli F, Mortillaro A, Nielsen FU, Terreno E,. Paramagnetic lanthanide(III) complexes as pH-sensitive chemical exchange saturation transfer (CEST) contrast agents for MRI applications. Magn Reson Med 2002; 47: 639-648.
13. Ward KM, Aletras AH, Balaban RS,. A new class of contrast agents for MRI based on proton chemical exchange dependent saturation transfer (CEST). J Magn Reson 2000; 143: 79-87.
14. Vinogradov E, Sherry AD, Lenkinski RE,. CEST: from basic principles to applications, challenges and opportunities. J Magn Reson 2013; 229: 155-172.
15. Hancu I, Dixon WT, Woods M, Vinogradov E, Sherry AD, Lenkinski RE,. CEST and PARACEST MR contrast agents. Acta Radiol 2010; 51: 910-923.
16. Zhang S, Winter P, Wu K, Sherry AD,. A novel europium(III)-based MRI contrast agent. J Am Chem Soc 2001; 123: 1517-1518.
17. Soesbe TC, Merritt ME, Green KN, Rojas-Quijano FA, Sherry AD,. T(2) Exchange agents: a new class of paramagnetic MRI contrast agent that shortens water T(2) by chemical exchange rather than relaxation. Magn Reson Med 2011; 66: 1697-1703.
18. Pintacuda G, John M, Su XC, Otting G,. NMR structure determination of protein-ligand complexes by lanthanide labeling. Acc Chem Res 2007; 40: 206-212.
19. Vander Elst L, Roch A, Gillis P, Laurent S, Botteman F, Bulte JWM, Muller RN,. Dy-DTPA derivatives as relaxation agents for very high field MRI: the beneficial effect of slow water exchange on the transverse relaxivities. Magn Reson Med 2002; 47: 1121-1130.
20. Caravan P, Greenfield MT, Bulte JWM,. Molecular factors that determine Curie spin relaxation in dysprosium complexes. Magn Reson Med 2001; 46: 917-922.
21. Swift TJ, Connick RE,. NMR-relaxation mechanisms of O17 in aqueous solutions of paramagnetic cations and the lifetime of water molecules in the first coordination sphere. J Chem Phys 1962; 37: 307-321.
22. Rabenstein DL, Fan S,. Proton nuclear-magnetic-resonance spectroscopy of aqueous-solutions-complete elimination of the water resonance by spin spin relaxation. Anal Chem 1986; 58: 3178-3184.
23. Aime S, Nano R, Grandi M,. A new class of contrast agents for magnetic-resonance imaging based on selective reduction of water-T2 by chemical-exchange. Invest Radiol 1988; 23: S267-S270.
24. Aime S, Calabi L, Biondi L, De Miranda M, Ghelli S, Paleari L, Rebaudengo C, Terreno E,. Iopamidol: exploring the potential use of a well-established X-ray contrast agent for MRI. Magn Reson Med 2005; 53: 830-834.
25. Aime S, Botta M, Barbero L, Uggeri F, Fedeli F,. Water signal suppression by T2-relaxation enhancement promoted by Dy(Iii) complexes. Magn Reson Chem 1991; 29: S85-S88.
26. Saeed M, Wendland MF, Tomei E, Rocklage SM, Quay SC, Moseley ME, Wolfe C, Higgins CB,. Demarcation of myocardial ischemia-magnetic-susceptibility effect of contrast-medium in MR imaging. Radiology 1989; 173: 763-767.
27. Nilsson S, Wikstrom G, Ericsson A, Wikstrom M, Oksendal A, Waldenstrom A, Hemmingsson A,. Myocardial cell death in reperfused and nonreperfused myocardial infarctions-MR imaging with dysprosium-DTPA-BMA in the pig. Acta Radiol 1996; 37: 18-26.
28. Nilsson S, Wikstrom G, Ericsson A, Wikstrom M, Oksendal A, Waldenstrom A, Hemmingsson A,. Double-contrast mr imaging of reperfused porcine myocardial infarction-an experimental study using Gd-DTPA-BMA and Dy-DTPA-BMA. Acta Radiol 1996; 37: 27-35.
29. Saeed M, Wendland MF, Masui T, Higgins CB,. Reperfused myocardial infarctions on T1- and susceptibility-enhanced MRI-evidence for loss of compartmentalization of contrast-media. Magn Reson Med 1994; 31: 31-39.
30. Zhao SH, Revel D, Arteaga C, Canet E, Liu SZ, Hadour G, Forrat R, Oksendal A,. Magnetic susceptibility of Dy-DTPA-BMA to reperfused myocardial infarction in an excised dog heart model: evidence of viable myocardium. Chin Med J 2000; 113: 260-264.
31. Wang C, Sundin A, Ericsson A, BachGansmo T, Hemmingsson A, Ahlstrom H,. Dysprosium-enhanced MR imaging for tumor tissue characterization-An experimental study in a human xenograft model. Acta Radiol 1997; 38: 281-286.
32. Roberts TPL, Kucharczyk J, Cox I, Moseley ME, Prayer L, Dillon W, Bleyl K, Harnish P,. Sprodiamide-injection-enhanced magnetic resonance imaging of cerebral perfusion. Phase I clinical-trial results. Invest Radiol 1994; 29: S24-S26.
33. Bulte JWM, Wu CC, Brechbiel MW, Brooks RA, Vymazal J, Holla M, Frank JA,. Dysprosium-DOTA-PAMAM dendrimers as macromolecular T2 contrast agents-preparation and relaxometry. Invest Radiol 1998; 33: 841-845.
34. Fossheim SL, Kellar KE, Mansson S, Colet JM, Rongved P, Fahlvik AK, Klaveness J,. Investigation of lanthanide-based starch particles as a model system for liver contrast agents. J Magn Reson Imaging 1999; 9: 295-303.
35. Vander Elst L, Zhang S, Sherry AD, Laurent S, Botteman F, Muller RN,. Dy-complexes as high field T2 contrast agents: influence of water exchange rates. Acad Radiol 2002; 9: S297-S299.
36. Desreux JF,. Nuclear magnetic-resonance spectroscopy of lanthanide complexes with a tetraacetic tetraaza macrocycle-unusual conformation properties. Inorg Chem 1980; 19: 1319-1324.
37. Kovacs Z, Sherry AD,. A general-synthesis of 1,7-Disubstituted 1,4,7,10-tetraazacyclododecanes. J Chem Soc Chem Comm 1995: 185-186.
38. Green KN, Viswanathan S, Rojas-Quijano FA, Kovacs Z, Sherry AD,. Europium(III) DOTA-derivatives having ketone donor pendant arms display dramatically slower water exchange. Inorg Chem 2011; 50: 1648-1655.
39. Pubanz D, Gonzalez G, Powell DH, Merbach AE,. Unexpectedly large change of water exchange-rate and mechanism on [Ln(Dtpa-Bma)(H2o)] complexes along the Lanthanide(Iii) series. Inorg Chem 1995; 34: 4447-4453.
40. Granot J, Fiat D,. Effect of chemical exchange on transverse relaxation rate of nuclei in solution containing paramagnetic-ions. J Magn Reson 1974; 15: 540-548.
41. Lauffer RB, Parmelee DJ, Dunham SU, Ouellet HS, Dolan RP, Witte S, McMurry TJ, Walovitch RC,. MS-325: albumin-targeted contrast agent for MR angiography. Radiology 1998; 207: 529-538.
42. Peters JA, Huskens J, Raber DJ,. Lanthanide induced shifts and relaxation rate enhancements. Prog Nucl Magn Reson Spectrosc 1996; 28: 283-350.
43. Seager S,. Exoplanet habitability. Science 2013; 340: 577-581.
44. Soesbe TC, Ratnakar JS, Kovacs Z, Sherry AD,. Using T2-exchange from Dy3+DOTA-based chelates for contrast-enhanced molecular imaging with MRI. In Proceedings of the 21st Annual Meeting of ISMRM, Salt Lake City, Utah, USA, 2013. Abstract 1909.
45. Sherry AD, Wu YK,. The importance of water exchange rates in the design of responsive agents for MRI. Curr Opin Chem Biol 2013; 17: 167-174