Synthetic Strategy to Prepare DOTA-Based Bifunctional Chelating Agent Ready to Bind Biomolecular Probes (279 visite)
Int J Pept Res Ther (ISSN: 1573-3149, 0929-5666), 2013 Sep; 19(3): 199-202.
Tipo di articolo: Journal Article,
Impact factor: 0.825, Impact factor a 5 anni: 0.937
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84887442981&partnerID=40&md5=6c4df52ecbe240037dcf1cc52e9f556f
Parole chiave: Bifunctional Chelating Agent, Biological Probe, Dota, Peptide Labeling, 10 Tetraazacyclododecane 1, 7 Tris(acetic Acid) 10 Butyrate Mono(n Hydroxysuccinimidyl Ester), Immunoglobulin F(ab) Fragment, Tetraxetan, Unclassified Drug, Amino Acid Sequence, Article, Chemical Labeling, Chemical Reaction, Drug Synthesis, High Performance Liquid Chromatography, Molecular Probe, Physical Chemistry, Protein Binding, Proton Nuclear Magnetic Resonance, Reaction Analysis, 7 Tris (acetic Acid) 10 Butyrate Mono (n Hydroxysuccinimidyl Ester), Immunoglobulin F (ab) Fragment,
Affiliazioni:
*** IBB - CNR ***
Institute of Biostructure and Bioimaging, National Research Council, Via Mezzocannone 16, 80138 Naples, Italy
Riferimenti:
Barge, A., Cappelletti, E., Cravotto, G., Ferrigato, A., Lattuada, L., Marinoni, F., Tei, L., Synthesis of functionalised HP-DO3A chelating agents for conjugation to biomolecules (2009) Org Biomol Chem, 7, pp. 3810-3816. , 19707687 10.1039/b905369g 1:CAS:528:DC%2BD1MXhtVGgsLr
Bernhard, C., Moreau, M., Lhenry, D., Goze, C., Boschetti, F., Rousselin, Y., Brunotte, F., Denat, F., DOTAGA-anhydride: A valuable building block for the preparation of DOTA-like chelating agents (2012) Chem Eur J, 18, pp. 7834-7841. , 22615050 10.1002/chem.201200132 1:CAS:528:DC%2BC38XntlWgtbg%3D
Dischino, D.D., Delaney, E.J., Emswiller, J.E., Gaughan, G.T., Prasad, J.S., Srivastava, S.K., Tweedle, M.F., Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1,4,7-tris(carboxymethyl)-10-substituted-1,4,7,10- tetraazacyclododecanes and their corresponding gadolinium chelates (1991) Inorg Chem, 30, pp. 1265-1269. , 10.1021/ic00006a020 1:CAS:528:DyaK3MXhslOitro%3D
Jamous, M., Haberkorn, U., Mier, W., DOTA-tris(OPp ester) as a bifunctional prochelator for the preparation of DOTA-peptide conjugates (2012) Tetrahedron Lett, 53, pp. 6810-6814. , 10.1016/j.tetlet.2012.10.007 1:CAS:528:DC%2BC38XhsFynu7nK
Kaiser, E., Colescott, R.L., Bossinger, C.D., Cook, P.I., Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides (1970) Anal Biochem, 34, pp. 595-598. , 5443684 10.1016/0003-2697(70)90146-6 1:CAS:528:DyaE3cXhtVWjur0%3D
Knor, S., Modlinger, A., Poethko, T., Schottelius, M., Wester, H.J., Kessler, H., Synthesis of novel 1,4,7,10-tetraazacyclodecane-1,4,7,10-tetraacetic acid (DOTA) derivatives for chemoselective attachment to unprotected polyfunctionalized compounds (2007) Chem Eur J, 13, pp. 6082-6090. , 17503419 10.1002/chem.200700231
Lattuada, L., Barge, A., Cravotto, G., Giovenzana, G.B., Tei, L., The synthesis and application of polyamino polycarboxylic bifunctional chelating agents (2011) Chem Soc Rev, 40, pp. 3019-3049. , 21384039 10.1039/c0cs00199f 1:CAS:528:DC%2BC3MXkvVWisrw%3D
Li, C., Winnard, Jr.P., Bhujwalla, Z.M., Facile synthesis of 1-(acetic acid)-4,7,10-tris(tert- butoxycarbonylmethyl)-1,4,7,10-tetraaza-cyclododecane: A reactive precursor chelating agent (2009) Tetrahedron Lett, 50, pp. 2929-2931. , 20161259 10.1016/j.tetlet.2009.03.198 1:CAS:528:DC%2BD1MXltl2msLs%3D
Mier, W., Hoffend, J., Kramer, S., Schuhmacher, J., Hull, W.E., Eisenhut, M., Haberkorn, U., Conjugation of DOTA using isolated phenolic active esters: Labeling and biodistribution of albumin as blood pool marker (2005) Bioconjugate Chem, 16, pp. 237-240. , 10.1021/bc034216c 1:CAS:528:DC%2BD2cXhtVCmsbrL
Mishra, A.K., Chatal, J.F., Synthesis of macrocyclic bifunctional chelating agents: 1,4,7-tris(carboxymethyl)-10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane and 1,4,8-tris(carboxymethyl)-11-(2-aminoethyl)-1,4,8,11-tetraazacyclotetradecane (2001) New J Chem, 25, pp. 336-339. , 10.1039/b006978g 1:CAS:528:DC%2BD3MXosFajtQ%3D%3D
Mishra, A., Pfeuffer, J., Mishra, R., Engelmann, J., Mishra, A.K., Ugurbil, K., Logothetis, N.K., A new class of Gd-based DO3A-ethylamine-derived targeted contrast agents for MR and optical imaging (2006) Bioconjugate Chem, 17, pp. 773-780. , 10.1021/bc050295b 1:CAS:528:DC%2BD28XjvVSnsLk%3D
Wangler, C., Wangler, B., Eisenhut, M., Haberkorn, U., Mier, W., Improved syntheses and applicability of different DOTA building blocks for multiply derivatized scaffolds (2008) Bioorg Med Chem, 16, pp. 2606-2616. , 18065226 10.1016/j.bmc.2007.11.044 1:STN:280:DC%2BD1c7otFOrtA%3D%3D
Yoo, B., Pagel, M.D., A facile synthesis of α-amino-DOTA as a versatile molecular imaging probe (2006) Tetrahedron Lett, 47, pp. 7327-7330. , 10.1016/j.tetlet.2006.08.019 1:CAS:528:DC%2BD28XptlCku78%3D
Dischino, D. D., Delaney, E. J., Emswiller, J. E., Gaughan, G. T., Prasad, J. S., Srivastava, S. K., Tweedle, M. F., Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1, 4, 7-tris (carboxymethyl) -10-substituted-1, 4, 7, 10- tetraazacyclododecanes and their corresponding gadolinium chelates (1991) Inorg Chem, 30, pp. 1265-1269. , 10. 1021/ic00006a020 1: CAS: 528: DyaK3MXhslOitro%3D
Mishra, A. K., Chatal, J. F., Synthesis of macrocyclic bifunctional chelating agents: 1, 4, 7-tris (carboxymethyl) -10- (2-aminoethyl) -1, 4, 7, 10-tetraazacyclododecane and 1, 4, 8-tris (carboxymethyl) -11- (2-aminoethyl) -1, 4, 8, 11-tetraazacyclotetradecane (2001) New J Chem, 25, pp. 336-339. , 10. 1039/b006978g 1: CAS: 528: DC%2BD3MXosFajtQ%3D%3D
Yoo, B., Pagel, M. D., A facile synthesis of -amino-DOTA as a versatile molecular imaging probe (2006) Tetrahedron Lett, 47, pp. 7327-7330. , 10. 1016/j. tetlet. 2006. 08. 019 1: CAS: 528: DC%2BD28XptlCku78%3D
Int J Pept Res Ther (ISSN: 1573-3149, 0929-5666), 2013 Sep; 19(3): 199-202.
Tipo di articolo: Journal Article,
Impact factor: 0.825, Impact factor a 5 anni: 0.937
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84887442981&partnerID=40&md5=6c4df52ecbe240037dcf1cc52e9f556f
Parole chiave: Bifunctional Chelating Agent, Biological Probe, Dota, Peptide Labeling, 10 Tetraazacyclododecane 1, 7 Tris(acetic Acid) 10 Butyrate Mono(n Hydroxysuccinimidyl Ester), Immunoglobulin F(ab) Fragment, Tetraxetan, Unclassified Drug, Amino Acid Sequence, Article, Chemical Labeling, Chemical Reaction, Drug Synthesis, High Performance Liquid Chromatography, Molecular Probe, Physical Chemistry, Protein Binding, Proton Nuclear Magnetic Resonance, Reaction Analysis, 7 Tris (acetic Acid) 10 Butyrate Mono (n Hydroxysuccinimidyl Ester), Immunoglobulin F (ab) Fragment,
Affiliazioni:
*** IBB - CNR ***
Institute of Biostructure and Bioimaging, National Research Council, Via Mezzocannone 16, 80138 Naples, Italy
Riferimenti:
Barge, A., Cappelletti, E., Cravotto, G., Ferrigato, A., Lattuada, L., Marinoni, F., Tei, L., Synthesis of functionalised HP-DO3A chelating agents for conjugation to biomolecules (2009) Org Biomol Chem, 7, pp. 3810-3816. , 19707687 10.1039/b905369g 1:CAS:528:DC%2BD1MXhtVGgsLr
Bernhard, C., Moreau, M., Lhenry, D., Goze, C., Boschetti, F., Rousselin, Y., Brunotte, F., Denat, F., DOTAGA-anhydride: A valuable building block for the preparation of DOTA-like chelating agents (2012) Chem Eur J, 18, pp. 7834-7841. , 22615050 10.1002/chem.201200132 1:CAS:528:DC%2BC38XntlWgtbg%3D
Dischino, D.D., Delaney, E.J., Emswiller, J.E., Gaughan, G.T., Prasad, J.S., Srivastava, S.K., Tweedle, M.F., Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1,4,7-tris(carboxymethyl)-10-substituted-1,4,7,10- tetraazacyclododecanes and their corresponding gadolinium chelates (1991) Inorg Chem, 30, pp. 1265-1269. , 10.1021/ic00006a020 1:CAS:528:DyaK3MXhslOitro%3D
Jamous, M., Haberkorn, U., Mier, W., DOTA-tris(OPp ester) as a bifunctional prochelator for the preparation of DOTA-peptide conjugates (2012) Tetrahedron Lett, 53, pp. 6810-6814. , 10.1016/j.tetlet.2012.10.007 1:CAS:528:DC%2BC38XhsFynu7nK
Kaiser, E., Colescott, R.L., Bossinger, C.D., Cook, P.I., Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides (1970) Anal Biochem, 34, pp. 595-598. , 5443684 10.1016/0003-2697(70)90146-6 1:CAS:528:DyaE3cXhtVWjur0%3D
Knor, S., Modlinger, A., Poethko, T., Schottelius, M., Wester, H.J., Kessler, H., Synthesis of novel 1,4,7,10-tetraazacyclodecane-1,4,7,10-tetraacetic acid (DOTA) derivatives for chemoselective attachment to unprotected polyfunctionalized compounds (2007) Chem Eur J, 13, pp. 6082-6090. , 17503419 10.1002/chem.200700231
Lattuada, L., Barge, A., Cravotto, G., Giovenzana, G.B., Tei, L., The synthesis and application of polyamino polycarboxylic bifunctional chelating agents (2011) Chem Soc Rev, 40, pp. 3019-3049. , 21384039 10.1039/c0cs00199f 1:CAS:528:DC%2BC3MXkvVWisrw%3D
Li, C., Winnard, Jr.P., Bhujwalla, Z.M., Facile synthesis of 1-(acetic acid)-4,7,10-tris(tert- butoxycarbonylmethyl)-1,4,7,10-tetraaza-cyclododecane: A reactive precursor chelating agent (2009) Tetrahedron Lett, 50, pp. 2929-2931. , 20161259 10.1016/j.tetlet.2009.03.198 1:CAS:528:DC%2BD1MXltl2msLs%3D
Mier, W., Hoffend, J., Kramer, S., Schuhmacher, J., Hull, W.E., Eisenhut, M., Haberkorn, U., Conjugation of DOTA using isolated phenolic active esters: Labeling and biodistribution of albumin as blood pool marker (2005) Bioconjugate Chem, 16, pp. 237-240. , 10.1021/bc034216c 1:CAS:528:DC%2BD2cXhtVCmsbrL
Mishra, A.K., Chatal, J.F., Synthesis of macrocyclic bifunctional chelating agents: 1,4,7-tris(carboxymethyl)-10-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane and 1,4,8-tris(carboxymethyl)-11-(2-aminoethyl)-1,4,8,11-tetraazacyclotetradecane (2001) New J Chem, 25, pp. 336-339. , 10.1039/b006978g 1:CAS:528:DC%2BD3MXosFajtQ%3D%3D
Mishra, A., Pfeuffer, J., Mishra, R., Engelmann, J., Mishra, A.K., Ugurbil, K., Logothetis, N.K., A new class of Gd-based DO3A-ethylamine-derived targeted contrast agents for MR and optical imaging (2006) Bioconjugate Chem, 17, pp. 773-780. , 10.1021/bc050295b 1:CAS:528:DC%2BD28XjvVSnsLk%3D
Wangler, C., Wangler, B., Eisenhut, M., Haberkorn, U., Mier, W., Improved syntheses and applicability of different DOTA building blocks for multiply derivatized scaffolds (2008) Bioorg Med Chem, 16, pp. 2606-2616. , 18065226 10.1016/j.bmc.2007.11.044 1:STN:280:DC%2BD1c7otFOrtA%3D%3D
Yoo, B., Pagel, M.D., A facile synthesis of α-amino-DOTA as a versatile molecular imaging probe (2006) Tetrahedron Lett, 47, pp. 7327-7330. , 10.1016/j.tetlet.2006.08.019 1:CAS:528:DC%2BD28XptlCku78%3D
Dischino, D. D., Delaney, E. J., Emswiller, J. E., Gaughan, G. T., Prasad, J. S., Srivastava, S. K., Tweedle, M. F., Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1, 4, 7-tris (carboxymethyl) -10-substituted-1, 4, 7, 10- tetraazacyclododecanes and their corresponding gadolinium chelates (1991) Inorg Chem, 30, pp. 1265-1269. , 10. 1021/ic00006a020 1: CAS: 528: DyaK3MXhslOitro%3D
Mishra, A. K., Chatal, J. F., Synthesis of macrocyclic bifunctional chelating agents: 1, 4, 7-tris (carboxymethyl) -10- (2-aminoethyl) -1, 4, 7, 10-tetraazacyclododecane and 1, 4, 8-tris (carboxymethyl) -11- (2-aminoethyl) -1, 4, 8, 11-tetraazacyclotetradecane (2001) New J Chem, 25, pp. 336-339. , 10. 1039/b006978g 1: CAS: 528: DC%2BD3MXosFajtQ%3D%3D
Yoo, B., Pagel, M. D., A facile synthesis of -amino-DOTA as a versatile molecular imaging probe (2006) Tetrahedron Lett, 47, pp. 7327-7330. , 10. 1016/j. tetlet. 2006. 08. 019 1: CAS: 528: DC%2BD28XptlCku78%3D
Due to the continued interest in new bifunctional chelating agents (BFCA), we focused on the development of a convenient synthesis of 1,4,7,10- tetraazacyclododecane-1,4,7-tris(acetic acid)-10-butyrate mono (N-hydroxysuccinimidyl ester). It consists in the macrocycle DO3A derivatized with an aliphatic linker containing an active ester that requires selective and mild conditions to react with the targeting biomolecule. It is important to underlay the versatility of the obtained BFCA, which can be conjugated both to a biomolecule (protein, Fab fragment) or to a synthetic molecule. In a subsequent step, the developed chelator was successfully conjugated to a peptide sequence. © 2013 Springer Science+Business Media New York.
Nessun risultato. |
Nessun risultato. |
Vai a fine pagina Versione per copia e incolla facile Esporta tutto in BibTeX Esporta tutto in EndNote
Russo Krauss I, Merlino A, Vergara A, Sica F
* An overview of biological macromolecule crystallization (303 visite)
Int J Mol Sc (ISSN: 1422-0067, 1661-6596, 1422-0067electronic), 2013 May 31; 14(6): 11643-11691.
Impact Factor: 2.339
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Mansi R, Salzano G, Morisco A, Aurilio M, Parisi A, Maione F, Cicala C, Ziaco B, Tesauro D, Aloj L, De Rosa G, Morelli G
* Bombesin peptide antagonist for target-selective delivery of liposomal doxorubicin on cancer cells (249 visite)
Journal Of Drug Targeting (ISSN: 1061-186x), 2012 Nov 21; 21(3): 240-249.
Impact Factor: 2.768
Dettagli Esporta in BibTeX Esporta in EndNote
Gringeri CV, Menchise V, Rizzitelli S, Cittadino E, Catanzaro V, Dati G, Chaabane L, Digilio G, Aime S
* Novel Gd(III)-based probes for MR molecular imaging of matrix metalloproteinases (321 visite)
Contrast Media Mol Imaging (ISSN: 1555-4309, 1555-4309linking), 2012 Mar; 7(2): 175-184.
Impact Factor: 2.872
Dettagli Esporta in BibTeX Esporta in EndNote
Ocak M, Helbok A, Rangger C, Peitl PK, Nock BA, Morelli G, Eek A, Sosabowskijk, Breeman WA, Reubi JC, Decristoforo C
* Comparison of biological stability and metabolism of CCK2 receptor targeting peptides, a collaborative project under COST BM0607 (327 visite)
Eur J Nucl Med (ISSN: 1619-7070, 1619-7089, 0340-6997), 2011 Sep; 38(8): 1426-1435.
Impact Factor: 4.991
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Morisco A, Gianolio E, Tesauro D, Mangiapia G, Radulescu A, Brandt A, Morelli G
* Nanoparticles containing octreotide peptides and gadolinium complexes for MRI applications (301 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2011 Feb; 17(2): 154-162.
Impact Factor: 1.799
Dettagli Esporta in BibTeX Esporta in EndNote
Nardelli A, Castaldi E, Ortosecco G, Speranza A, Storto G, Pace L, Salvatore M
* Enhancement of reaction conditions for the radiolabelling of DOTA-peptides with high activities of yttrium-90 (282 visite)
Applied Radiation And Isotopes (ISSN: 1872-9800, 0969-8043, 0969-8043linking), 2011 Jan; 69(1): 52-55.
Impact Factor: 1.172
Dettagli Esporta in BibTeX Esporta in EndNote
Morisco A, Accardo A, Tesauro D, Palumbo R, Benedetti E, Morelli G
* Peptide-labeled supramolecular aggregates as selective doxorubicin carriers for delivery to tumor cells (238 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2011; 96(1): 88-96.
Impact Factor: 2.87
Dettagli Esporta in BibTeX Esporta in EndNote
Del Vecchio S, Zannetti A, Iommelli F, Lettieri A, Brunetti A, Salvatore M
* Molecular imaging of tumor microenvironment (273 visite)
Q J Nucl Med Mol Im (ISSN: 1824-4785, 1824-4478, 1824-4785linking), 2010 Jun; 54(3): 243-258.
Impact Factor: 1.724
Dettagli Esporta in BibTeX Esporta in EndNote
Del Vecchio S, Zannetti A, Iommelli F, Lettieri A, Brunetti A, Salvatore M
* Molecular imaging of tumor microenvironment: Challenges and perspectives (375 visite)
Q J Nucl Med Mol Im (ISSN: 1824-4785, 1824-4478, 1824-4785linking), 2010 Jun; 54(3): 249-258.
Impact Factor: 1.724
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Mansi R, Morisco A, Mangiapia G, Paduano L, Tesauro D, Radulescu A, Aurilio M, Aloj L, Arra C, Morelli G
* Peptide modified nanocarriers for selective targeting of bombesin receptors (226 visite)
Mol Biosyst (ISSN: 1742-206x), 2010 May; 6(5): 878-887.
Impact Factor: 3.825
Dettagli Esporta in BibTeX Esporta in EndNote
Morisco A, Accardo A, Gianolio E, Tesauro D, Benedetti E, Morelli G
* Micelles derivatized with octreotide as potential target-selective contrast agents in MRI (195 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 242-250.
Impact Factor: 1.807
Dettagli Esporta in BibTeX Esporta in EndNote
Zaccaro L, Del Gatto A, Pedone C, Saviano M
* Peptides for tumour therapy and diagnosis: current status and future directions (335 visite)
Curr Med Chem (ISSN: 0929-8673, 1875-533x, 1875-533xelectronic), 2009 Mar; 16(7): 780-795.
Impact Factor: 4.708
Dettagli Esporta in BibTeX Esporta in EndNote
Pulcrano M, Camera L, Pagano L, Del Vecchio S, Ferone D, Bodei L, Murgia A, Pace L, Storto G, Paganelli G, Colao A, Salvatore M, Lombardi G, Biondi B
* Usefulness of [(111)In-DTPA(0)] octreotide scintigraphy in a family with von Hippel-Lindau disease (241 visite)
J Endocrinol Invest (ISSN: 0391-4097, 1720-8386electronic), 2008 Apr; 31(4): 352-359.
Impact Factor: 1.888
Dettagli Esporta in BibTeX Esporta in EndNote
Aloj L, Aurilio M, Rinaldi V, D'Ambrosio L, Tesauro D, Peitl PK, Maina T, Mansi R, Von Guggenberg E, Joosten L, Sosabowski JK, Breeman WA, De Blois E, Koelewijn S, Melis M, Waser B, Beetschen K, Reubi JC, De Jong M
* The EEE project (290 visite)
Proc Int Cosm Ray Conf Icrc Universidad Nacional Autonoma De Mexico, 2007; 5(HEPART2): 977-980.
Impact Factor: 0
Dettagli Esporta in BibTeX Esporta in EndNote
Cuocolo A, Acampa W, Varrone A, Salvatore M
* Highlights of the Annual Congress of the European Association of Nuclear Medicine, Istanbul, 2005: The incremental value of nuclear medicine for patient management and care (330 visite)
Eur J Nucl Med (ISSN: 1619-7070, 1619-7089, 0340-6997), 2006 Mar; 33(3): 360-381.
Impact Factor: 4.041
Dettagli Esporta in BibTeX Esporta in EndNote
Verdoliva A, Marasco D, De Capua A, Saporito A, Bellofiore P, Manfredi V, Fattorusso R, Pedone C, Ruvo M
* A new ligand for immunoglobulin G subdomains by screening of a synthetic peptide library (236 visite)
Chembiochem (ISSN: 1439-4227, 1439-7633, 1439-7633electronic), 2005 Jul; 6(7): 1242-1253.
Impact Factor: 3.94
Dettagli Esporta in BibTeX Esporta in EndNote
16 Records (16 escludendo Abstract e Conferenze).
Impact factor totale: 42.468 (42.468 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 44.623 (44.623 escludendo Abstract e Conferenze).
Impact factor totale: 42.468 (42.468 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 44.623 (44.623 escludendo Abstract e Conferenze).
Esporta in BibTeX Esporta in EndNote
Ultima modifica di Stefania De Luca in data Thursday 09 April 2015, 15:31:35
279 visite. Ultima visita in data Monday 30 March 2020, 17:24:16
ibb.cnr.it