Modulation of the Prototropic Exchange Rate in pH-Responsive Yb-HPDO3A Derivatives as ParaCEST Agents (79 visite)
Chemistryselect (ISSN: 2365-6549), 2018 Jun; 3(22): 6035-6041.
Tipo di articolo: Journal Article,
Impact factor: 1.505, Impact factor a 5 anni: 1.505
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85046678126&doi=10.1002%2fslct.201800283&partnerID=40&md5=387919f42ce20c2065a370958ed75251
Parole chiave: Contrast Agents, Lanthanide Complexes, Paracest, Ph Sensitive Agents,
Affiliazioni:
*** IBB - CNR ***
Department of Molecular Biotechnology and Health Sciences, Molecular Imaging Center, University of Torino, Via Nizza 52, Torino, 10126, Italy
Istituto di Biostrutture e Bioimmagini, Consiglio Nazionale delle Ricerche, via Mezzocannone 16, Napoli, 80134, Italy
Riferimenti:
Zhang, S., Merritt, M., Woessner, D.E., Lenkinski, R.E., Sherry, A.D., (2003) Acc. Chem. Res., 36, pp. 783-79
Zhang, S., Malloy, C.R., Sherry, A.D., (2005) J. Am. Chem. Soc., 127, pp. 17572-17573
Woods, M., Woessner, D.E., Sherry, A.D., (2006) Chem Soc Rev, 35, pp. 500-511
Woods, M., Pasha, A., Zhao, P., Tircso, G., Chowdhury, S., Kiefer, G., Woessner, D.E., Sherry, A.D., (2011) Dalton Trans, 40, pp. 6759-6764
Viswanathan, S., Ratnakar, S.J., Green, K.N., Kovacs, Z., De León-Rodríguez, L.M., Sherry, A.D., (2009) Angew. Chem. Int. Ed., 48, pp. 9330-9333
Viswanathan, S., Kovacs, Z., Green, K.N., Ratnakar, S.J., Sherry, A.D., (2010) Chem. Rev., 110, pp. 2960-3018
van Zijl, P.C.M., Yadav, N.N., (2011) Magn. Reson. Med., 65, pp. 927-948
Terreno, E., Stancanello, J., Longo, D., Castelli, D.D., Milone, L., Sanders, H.M.H.F., Kok, M.B., Aime, S., (2009) Contrast Media Mol. Imaging, 4, pp. 237-247
Swietach, P., Vaughan-Jones, R.D., Harris, A.L., (2007) Cancer Metastasis Rev., 26, pp. 299-310
Sun, P.Z., Longo, D.L., Hu, W., Xiao, G., Wu, R., (2014) Phys. Med. Biol., 59, p. 4493
Sherry, A.D., Woods, M., (2008) Annu Rev Biomed Eng, 10, pp. 391-411
Rofstad, E.K., Mathiesen, B., Kindem, K., Galappathi, K., (2006) Cancer Res., 66, pp. 6699-6707
Ratnakar, S.J., Woods, M., Lubag, A.J.M., Kovács, Z., Sherry, A.D., (2008) J. Am. Chem. Soc., 130, pp. 6-7
Pumphrey, A., Yang, Z., Ye, S., Powell, D.K., Thalman, S., Watt, D.S., Abdel-Latif, A., Vandsburger, M., (2016) NMR Biomed., 29, pp. 74-83
Overly, C.C., Lee, K.D., Berthiaume, E., Hollenbeck, P.J., (1995) Proc. Natl. Acad. Sci., 92, pp. 3156-3160
Olatunde, A.O., Dorazio, S.J., Spernyak, J.A., Morrow, J.R., (2012) J. Am. Chem. Soc., 134, pp. 18503-18505
Gochberg, D.F., (2017) Magn. Reson. Imaging, 38, p. 233
Maxfield, F.R., (2014) Cold Spring Harb. Perspect. Biol., 6, p. 016931. , a, –a
Mani, T., Opina, A.C.L., Zhao, P., Evbuomwan, O.M., Milburn, N., Tircso, G., Kumas, C., Sherry, A.D., (2014) JBIC J. Biol. Inorg. Chem., 19, pp. 161-171
Mani, T., Tircsó, G., Togao, O., Zhao, P., Soesbe, T.C., Takahashi, M., Sherry, A.D., (2009) Contrast Media Mol. Imaging, 4, pp. 183-191
Li, A.X., Wojciechowski, F., Suchy, M., Jones, C.K., Hudson, R.H.E., Menon, R.S., Bartha, R., (2008) Magn. Reson. Med., 59, pp. 374-381
Lee, Y., Fukushima, S., Bae, Y., Hiki, S., Ishii, T., Kataoka, K., (2007) J. Am. Chem. Soc., 129, pp. 5362-5363
Langereis, S., Keupp, J., van Velthoven, J.L.J., de Roos, I.H.C., Burdinski, D., Pikkemaat, J.A., Grüll, H., (2009) J. Am. Chem. Soc., 131, pp. 1380-1381
Huang, Y., Coman, D., Ali, M.M., Hyder, F., (2015) Contrast Media Mol. Imaging, 10, pp. 51-58
Hingorani, D.V., Montano, L.A., Randtke, E.A., Lee, Y.S., Cárdenas-Rodríguez, J., Pagel, M.D., (2016) Contrast Media Mol. Imaging, 11, pp. 130-138
Du, K., Harris, T.D., (2016) J. Am. Chem. Soc., 138, pp. 7804-7807
Castelli, D.D., Ferrauto, G., Cutrin, J.C., Terreno, E., Aime, S., (2014) Magn. Reson. Med., 71, pp. 326-332
Dixon, W.T., Ren, J., Lubag, A.J.M., Ratnakar, J., Vinogradov, E., Hancu, I., Lenkinski, R.E., Sherry, A.D., (2010) Magn. Reson. Med., 63, pp. 625-632
Delli Castelli, D., Terreno, E., Aime, S., (2011) Angew. Chem. Int. Ed., 50, pp. 1798-1800
Castelli, D.D., Gianolio, E., Crich, S.G., Terreno, E., Aime, S., (2008) Coord. Chem. Rev., 252, pp. 2424-2443
Castelli, D.D., Caligara, M.C., Botta, M., Terreno, E., Aime, S., (2013) Inorg. Chem., 52, pp. 7130-7138
Christensen, K.A., Myers, J.T., Swanson, J.A., (2002) J. Cell Sci., 115, pp. 599-607
Caravan, P., Ellison, J.J., McMurry, T.J., Lauffer, R.B., (1999) Chem. Rev., 99, pp. 2293-2352
Cakić, N., Savić, T., Stricker-Shaver, J., Truffault, V., Platas-Iglesias, C., Mirkes, C., Pohmann, R., Angelovski, G., (2016) Chem Commun, 52, pp. 9224-9227
Aime, S., Botta, M., Fasano, M., Terreno, E., (1999) Acc. Chem. Res., 32, pp. 941-949
Aime, S., Barge, A., Bruce, J.I., Botta, M., Howard, J.A.K., Moloney, J.M., Parker, D., Woods, M., (1999) J. Am. Chem. Soc., 121, pp. 5762-5771
Muller, R.N., Vander Elst, L., Roch, A., Peters, J.A., Csajbok, E., Gillis, P., (2005) Relaxation by metal-containing nanosystems, 57, pp. 239-292. , Gossuin in Relaxation by metal-containing nanosystems
Ward, K.M., Balaban, R.S., (2000) Magn. Reson. Med., 44, pp. 799-802
Gregorio, E.D., Ferrauto, G., Gianolio, E., Aime, S., (2013) Contrast Media Mol. Imaging, 8, pp. 475-486
Zaiss, M., Angelovski, G., Demetriou, E., McMahon, M.T., Golay, X., Scheffler, K., (2018) Magn. Reson. Med., 79, pp. 1708-1721
Woessner, D.E., Zhang, S., Merritt, M.E., Sherry, A.D., (2005) Magn. Reson. Med., 53, pp. 790-799
Wang, M.-X., Cheng, X.-Y., Jin, M., Cao, Y.-L., Yang, Y.-P., Wang, J.-D., Li, Q., Liu, C.-F., (2015) Exp. Neurol., 271, pp. 112-121
Huotari, J., Helenius, A., (2011) EMBO J., 30, pp. 3481-3500
Chemistryselect (ISSN: 2365-6549), 2018 Jun; 3(22): 6035-6041.
Tipo di articolo: Journal Article,
Impact factor: 1.505, Impact factor a 5 anni: 1.505
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85046678126&doi=10.1002%2fslct.201800283&partnerID=40&md5=387919f42ce20c2065a370958ed75251
Parole chiave: Contrast Agents, Lanthanide Complexes, Paracest, Ph Sensitive Agents,
Affiliazioni:
*** IBB - CNR ***
Department of Molecular Biotechnology and Health Sciences, Molecular Imaging Center, University of Torino, Via Nizza 52, Torino, 10126, Italy
Istituto di Biostrutture e Bioimmagini, Consiglio Nazionale delle Ricerche, via Mezzocannone 16, Napoli, 80134, Italy
Riferimenti:
Zhang, S., Merritt, M., Woessner, D.E., Lenkinski, R.E., Sherry, A.D., (2003) Acc. Chem. Res., 36, pp. 783-79
Zhang, S., Malloy, C.R., Sherry, A.D., (2005) J. Am. Chem. Soc., 127, pp. 17572-17573
Woods, M., Woessner, D.E., Sherry, A.D., (2006) Chem Soc Rev, 35, pp. 500-511
Woods, M., Pasha, A., Zhao, P., Tircso, G., Chowdhury, S., Kiefer, G., Woessner, D.E., Sherry, A.D., (2011) Dalton Trans, 40, pp. 6759-6764
Viswanathan, S., Ratnakar, S.J., Green, K.N., Kovacs, Z., De León-Rodríguez, L.M., Sherry, A.D., (2009) Angew. Chem. Int. Ed., 48, pp. 9330-9333
Viswanathan, S., Kovacs, Z., Green, K.N., Ratnakar, S.J., Sherry, A.D., (2010) Chem. Rev., 110, pp. 2960-3018
van Zijl, P.C.M., Yadav, N.N., (2011) Magn. Reson. Med., 65, pp. 927-948
Terreno, E., Stancanello, J., Longo, D., Castelli, D.D., Milone, L., Sanders, H.M.H.F., Kok, M.B., Aime, S., (2009) Contrast Media Mol. Imaging, 4, pp. 237-247
Swietach, P., Vaughan-Jones, R.D., Harris, A.L., (2007) Cancer Metastasis Rev., 26, pp. 299-310
Sun, P.Z., Longo, D.L., Hu, W., Xiao, G., Wu, R., (2014) Phys. Med. Biol., 59, p. 4493
Sherry, A.D., Woods, M., (2008) Annu Rev Biomed Eng, 10, pp. 391-411
Rofstad, E.K., Mathiesen, B., Kindem, K., Galappathi, K., (2006) Cancer Res., 66, pp. 6699-6707
Ratnakar, S.J., Woods, M., Lubag, A.J.M., Kovács, Z., Sherry, A.D., (2008) J. Am. Chem. Soc., 130, pp. 6-7
Pumphrey, A., Yang, Z., Ye, S., Powell, D.K., Thalman, S., Watt, D.S., Abdel-Latif, A., Vandsburger, M., (2016) NMR Biomed., 29, pp. 74-83
Overly, C.C., Lee, K.D., Berthiaume, E., Hollenbeck, P.J., (1995) Proc. Natl. Acad. Sci., 92, pp. 3156-3160
Olatunde, A.O., Dorazio, S.J., Spernyak, J.A., Morrow, J.R., (2012) J. Am. Chem. Soc., 134, pp. 18503-18505
Gochberg, D.F., (2017) Magn. Reson. Imaging, 38, p. 233
Maxfield, F.R., (2014) Cold Spring Harb. Perspect. Biol., 6, p. 016931. , a, –a
Mani, T., Opina, A.C.L., Zhao, P., Evbuomwan, O.M., Milburn, N., Tircso, G., Kumas, C., Sherry, A.D., (2014) JBIC J. Biol. Inorg. Chem., 19, pp. 161-171
Mani, T., Tircsó, G., Togao, O., Zhao, P., Soesbe, T.C., Takahashi, M., Sherry, A.D., (2009) Contrast Media Mol. Imaging, 4, pp. 183-191
Li, A.X., Wojciechowski, F., Suchy, M., Jones, C.K., Hudson, R.H.E., Menon, R.S., Bartha, R., (2008) Magn. Reson. Med., 59, pp. 374-381
Lee, Y., Fukushima, S., Bae, Y., Hiki, S., Ishii, T., Kataoka, K., (2007) J. Am. Chem. Soc., 129, pp. 5362-5363
Langereis, S., Keupp, J., van Velthoven, J.L.J., de Roos, I.H.C., Burdinski, D., Pikkemaat, J.A., Grüll, H., (2009) J. Am. Chem. Soc., 131, pp. 1380-1381
Huang, Y., Coman, D., Ali, M.M., Hyder, F., (2015) Contrast Media Mol. Imaging, 10, pp. 51-58
Hingorani, D.V., Montano, L.A., Randtke, E.A., Lee, Y.S., Cárdenas-Rodríguez, J., Pagel, M.D., (2016) Contrast Media Mol. Imaging, 11, pp. 130-138
Du, K., Harris, T.D., (2016) J. Am. Chem. Soc., 138, pp. 7804-7807
Castelli, D.D., Ferrauto, G., Cutrin, J.C., Terreno, E., Aime, S., (2014) Magn. Reson. Med., 71, pp. 326-332
Dixon, W.T., Ren, J., Lubag, A.J.M., Ratnakar, J., Vinogradov, E., Hancu, I., Lenkinski, R.E., Sherry, A.D., (2010) Magn. Reson. Med., 63, pp. 625-632
Delli Castelli, D., Terreno, E., Aime, S., (2011) Angew. Chem. Int. Ed., 50, pp. 1798-1800
Castelli, D.D., Gianolio, E., Crich, S.G., Terreno, E., Aime, S., (2008) Coord. Chem. Rev., 252, pp. 2424-2443
Castelli, D.D., Caligara, M.C., Botta, M., Terreno, E., Aime, S., (2013) Inorg. Chem., 52, pp. 7130-7138
Christensen, K.A., Myers, J.T., Swanson, J.A., (2002) J. Cell Sci., 115, pp. 599-607
Caravan, P., Ellison, J.J., McMurry, T.J., Lauffer, R.B., (1999) Chem. Rev., 99, pp. 2293-2352
Cakić, N., Savić, T., Stricker-Shaver, J., Truffault, V., Platas-Iglesias, C., Mirkes, C., Pohmann, R., Angelovski, G., (2016) Chem Commun, 52, pp. 9224-9227
Aime, S., Botta, M., Fasano, M., Terreno, E., (1999) Acc. Chem. Res., 32, pp. 941-949
Aime, S., Barge, A., Bruce, J.I., Botta, M., Howard, J.A.K., Moloney, J.M., Parker, D., Woods, M., (1999) J. Am. Chem. Soc., 121, pp. 5762-5771
Muller, R.N., Vander Elst, L., Roch, A., Peters, J.A., Csajbok, E., Gillis, P., (2005) Relaxation by metal-containing nanosystems, 57, pp. 239-292. , Gossuin in Relaxation by metal-containing nanosystems
Ward, K.M., Balaban, R.S., (2000) Magn. Reson. Med., 44, pp. 799-802
Gregorio, E.D., Ferrauto, G., Gianolio, E., Aime, S., (2013) Contrast Media Mol. Imaging, 8, pp. 475-486
Zaiss, M., Angelovski, G., Demetriou, E., McMahon, M.T., Golay, X., Scheffler, K., (2018) Magn. Reson. Med., 79, pp. 1708-1721
Woessner, D.E., Zhang, S., Merritt, M.E., Sherry, A.D., (2005) Magn. Reson. Med., 53, pp. 790-799
Wang, M.-X., Cheng, X.-Y., Jin, M., Cao, Y.-L., Yang, Y.-P., Wang, J.-D., Li, Q., Liu, C.-F., (2015) Exp. Neurol., 271, pp. 112-121
Huotari, J., Helenius, A., (2011) EMBO J., 30, pp. 3481-3500
The aim of this work was to design new pH-sensitive paramagnetic chemical exchange saturation transfer (paraCEST) agents with a more acidic pH readout window with respect to the Yb complex of the 10-(2-hydroxypropyl)-1,4,7,10- tetraazacyclododecane-1,4,7-triacetic acid (HPDO3A). In particular, three HPDO3A derivatives have been synthesized by substituting the methyl group on the 2-hydroxypropyl arm with the electron withdrawing substituents –CF3, –CH2NH2 and –CH2OH. The Yb complexes have been characterized in terms of i) number and relative abundance of isomers present and, ii) pH sensitivity range in CEST applications. The influence of the introduced substituents on the –OH proton acidity and kex has been investigated and the new agents have been compared with the parent Yb-HPDO3A. All complexes showed an increased acidity and an enhanced exchange rate of the –OH proton. As a consequence, the pH-CEST sensitivity has been shifted to more acidic values. Eventually, the –CH2OH bearing derivative has been tested to assess the intra-endosomal pH which is too acidic to be determined with Yb-HPDO3A. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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Tesauro D, Accardo A, Gianolio E, Paduano L, Teixeira J, Schillén K, Aime S, Morelli G
* Peptide derivatized lamellar aggregates as target-specific MRI contrast agents (210 visite)
Chembiochem (ISSN: 1439-4227, 1439-7633, 1439-7633electronic), 2007 May 25; 8(8): 950-955.
Impact Factor: 3.446
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Tesauro D, Morelli G, Gianolio E, Aime S, Vaccaro M, Mangiapia G, Paduano L, Schillén K
* High-relaxivity supramolecular aggregates containing peptides and Gd complexes as contrast agents in MRI (210 visite)
J Biol Inorg Chem (ISSN: 0949-8257, 1432-1327electronic, 0949-8257print), 2007 Feb; 12(2): 267-276.
Impact Factor: 3.325
Dettagli Esporta in BibTeX Esporta in EndNote
Vaccaro M, Accardo A, Tesauro D, Mangiapia G, Loef D, Schillen K, Soederman O, Morelli G, Paduan L
* Supramolecular aggregates of amphiphilic gadolinium complexes as blood pool MRI/MRA contrast agents: Physicochemical characterization (179 visite)
Langmuir (ISSN: 0743-7463), 2006 Jul 18; 22(15): 6635-6643.
Impact Factor: 3.902
Dettagli Esporta in BibTeX Esporta in EndNote
Morelli G, Accardo A, Tesauro D, Pedone C, Mangiapia G, Paduano L, Gianolio E
* Multicomponent aggregates containing the CCK8 bioactive peptide and Gd complexes as target-specific MRI contrast agents (129 visite)
Peptides 2004 Proceedings, 2005; N/D: N/D-N/D.
Impact Factor: 0
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Tesauro D, Roscigno P, Gianolio E, Paduano L, D'Errico G, Pedone C, Morelli G
* Physicochemical Properties of Mixed Micellar Aggregates Containing CCK Peptides and Gd Complexes Designed as Tumor Specific Contrast Agents in MRI (200 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2004 Mar 17; 126(10): 3097-3107.
Impact Factor: 6.903
Dettagli Esporta in BibTeX Esporta in EndNote
Mangiapia G, Accardo A, Celso FL, Tesauro D, Morelli G, Radulescu A, Paduano L
* Mixed micelles composed of peptides and gadolinium complexes as tumor-specific contrast agents in MRI: A sans study (224 visite)
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2004; 108(45): 17611-17617.
Impact Factor: 3.834
Dettagli Esporta in BibTeX Esporta in EndNote
28 Records (25 escludendo Abstract e Conferenze).
Impact factor totale: 111.838 (104.352 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 119.289 (111.295 escludendo Abstract e Conferenze).
Impact factor totale: 111.838 (104.352 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 119.289 (111.295 escludendo Abstract e Conferenze).
Esporta in BibTeX Esporta in EndNote
Ultima modifica di Gennaro Angrisano in data Wednesday 11 July 2018, 15:28:37
79 visite. Ultima visita in data Friday 06 December 2019, 15:31:10
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