Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling (563 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2004 May; 10(5): 265-273.
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Paper type: Journal Article
Impact factor: 1.652, 5-year impact factor: 1.715
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-2342606502&partnerID=40&md5=e924c10a34512402c285103d9f412bf1
Keywords: Cck8 Analogues, Cck8 Chelating Derivative, Solid-Phase Synthesis, Sulfated Peptides, Chelating Agent, Cholecystokinin Octapeptide Derivative, Cyclopeptide, Glutamic Acid, Indium 111, Lysine, Metal, Pentetic Acid, Pyridine Derivative, Radioisotope, Tyrosine, Acidity, Article, Chemical Reaction, Chemical Structure, Controlled Study, Covalent Bond, Isotope Labeling, Methodology, Peptide Analysis, Peptide Synthesis, Priority Journal, Protein Stability, Proton Nuclear Magnetic Resonance, Receptor Binding, Sulfation, Humans, Indium Radioisotopes, Molecular Structure, Protein Binding, Sulfuric Acid Esters
Affiliations:
*** IBB - CNR ***
CIRPeB, Dipartimento Chimica Biologica, Universita di Napoli Federico II, Via Mezzocannone 6-8, 80134 Napoli, Italy
References:
Not available.
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2004 May; 10(5): 265-273.
Export to BibTeX Export to EndNote
Paper type: Journal Article
Impact factor: 1.652, 5-year impact factor: 1.715
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-2342606502&partnerID=40&md5=e924c10a34512402c285103d9f412bf1
Keywords: Cck8 Analogues, Cck8 Chelating Derivative, Solid-Phase Synthesis, Sulfated Peptides, Chelating Agent, Cholecystokinin Octapeptide Derivative, Cyclopeptide, Glutamic Acid, Indium 111, Lysine, Metal, Pentetic Acid, Pyridine Derivative, Radioisotope, Tyrosine, Acidity, Article, Chemical Reaction, Chemical Structure, Controlled Study, Covalent Bond, Isotope Labeling, Methodology, Peptide Analysis, Peptide Synthesis, Priority Journal, Protein Stability, Proton Nuclear Magnetic Resonance, Receptor Binding, Sulfation, Humans, Indium Radioisotopes, Molecular Structure, Protein Binding, Sulfuric Acid Esters
Affiliations:
*** IBB - CNR ***
CIRPeB, Dipartimento Chimica Biologica, Universita di Napoli Federico II, Via Mezzocannone 6-8, 80134 Napoli, Italy
References:
Not available.
Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling
Two cyclic peptides, cyclo29,34[Dpr29, Lys34(DTPA-Glu)]-CCK8 (1) and cyclo29,34[Tyr27(SO3H), Dpr29, Lys34 (DTPA-Glu)]-CCK8 (2), bearing the chelating moiety DTPA-Glu covalently bound to the Lys side chain have been synthesized by solid-phase methodology. The presence in compound 2 of many acidic functions characteristic of the chelating agent increases the lability of the sulfate group on the Tyr side chain. This finding suggests that prolonged acid treatments should be avoided during the preparation of such peptides. Sulfation of cyclo29,34[Dpr29, Lys34 (DTPA-Glu ]-CCK8 was performed using a pyridine-SO3 complex as reagent. This reaction has been found to be the most suitable synthetic strategy for obtaining compound 2 in good yield. Cyclo29,34[Tyr27(SO3H), Dpr29, Lys34(DTPA-Glu)]-CCK8 is a new promising CCK8 analogue, able to coordinate radioactive isotopes of metal ions such as 111In(III), and to bind, in a selective way, the CCKA-R receptor. Copyright © 2003 European Peptide Society and John Wiley & Sons, Ltd.
Two cyclic peptides, cyclo29,34[Dpr29, Lys34(DTPA-Glu)]-CCK8 (1) and cyclo29,34[Tyr27(SO3H), Dpr29, Lys34 (DTPA-Glu)]-CCK8 (2), bearing the chelating moiety DTPA-Glu covalently bound to the Lys side chain have been synthesized by solid-phase methodology. The presence in compound 2 of many acidic functions characteristic of the chelating agent increases the lability of the sulfate group on the Tyr side chain. This finding suggests that prolonged acid treatments should be avoided during the preparation of such peptides. Sulfation of cyclo29,34[Dpr29, Lys34 (DTPA-Glu ]-CCK8 was performed using a pyridine-SO3 complex as reagent. This reaction has been found to be the most suitable synthetic strategy for obtaining compound 2 in good yield. Cyclo29,34[Tyr27(SO3H), Dpr29, Lys34(DTPA-Glu)]-CCK8 is a new promising CCK8 analogue, able to coordinate radioactive isotopes of metal ions such as 111In(III), and to bind, in a selective way, the CCKA-R receptor. Copyright © 2003 European Peptide Society and John Wiley & Sons, Ltd.
Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling
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Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling
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View Export to BibTeX Export to EndNote
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Impact Factor: 1.654
View Export to BibTeX Export to EndNote
D'Andrea LD, Testa I, Panico M, Di Stasi R, Carac C, Tarallo L, Arra C, Barbieri A, Romanelli A, Aloj L
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View Export to BibTeX Export to EndNote
Vaccaro M, Accardo A, D'Errico G, Schillen K, Radulescu A, Tesauro D, Morelli G, Paduano L
* Peptides and gd complexes containing colloidal assemblies as tumor-specific contrast agents in MRI: Physicochemical characterization (639 views)
Biophysical Journal (ISSN: 0006-3495, 1542-0086), 2007 Sep; 93(5): 1736-1746.
Impact Factor: 4.627
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Cuzzocrea S, Genovese T, Failla M, Vecchio G, Fruciano M, Mazzon E, Di Paola R, Muià C, La Rosa C, Crimi N, Rizzarelli E, Vancheri C
* Protective effect of orally administered carnosine on bleomycin-induced lung injury (1274 views)
Am J Physiol Lung Cell Mol Physiol (ISSN: 1040-0605), 2007 May; 292(5): L1095-L1095.
Impact Factor: 4.214
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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 (1095 views)
J Biol Inorg Chem (ISSN: 0949-8257, 1432-1327electronic, 0949-8257print), 2007 Feb; 12(2): 267-276.
Impact Factor: 3.325
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De Luca S, Saviano M, Della Moglie R, Digilio G, Bracco C, Aloj L, Tarallo L, Pedone C, Morelli G
* Conformationally constrained CCK8 analogues obtained from a rationally designed peptide library as ligands for cholecystokinin type B receptor (734 views)
Chemmedchem (ISSN: 1860-7179, 1860-7187, 1860-7187electronic), 2006 Sep; 1(9): 997-1006.
Impact Factor: 3.046
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Mansi R, Tesauro D, De Capua A, Fattorusso R, Carac C, Aloj L, Benedetti E, Morelli G
* Peptide-chelating agent conjugate for selective targeting of somatostatin receptor type 1: Synthesis and characterization (730 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2004; 76(6): 527-534.
Impact Factor: 2.863
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De Luca S, Ulhaq S, Dixon M J, EssexJ, Bradley M
Solid-phase synthesis of a focused library of trypanothione reductase inhibitors (711 views)
Tetrahedron Lett (ISSN: 0040-4039), 2003 Apr 7; 44(15): 3195-3197.
Impact Factor: 2.326
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Morelli G, De Luca S, Tesauro D, Saviano M, Pedone C, Dolmella A, Visentin R, Mazzi U
* CCK8 peptide derivatized with diphenylphosphine for rhenium labelling: Synthesis and molecular mechanics calculations (567 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2002 Jul; 8(7): 373-381.
Impact Factor: 1.691
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De Napoli L, De Luca S, Di Fabio G, Messere A, Montesarchio D, Morelli G, Piccialli G, Tesauro D
A facile solid-phase strategy for the synthesis of oligonucleotide- tetraphenylporphyrin conjugates (778 views)
European Journal Of Organic Chemistry (ISSN: 1434-193x), 2000; (6): 1013-1018.
Impact Factor: 2.15
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31 Records (28 excluding Abstracts).
Total impact factor: 100.259 (87.602 excluding Abstracts).
Total 5 year impact factor: 102.018 (88.84 excluding Abstracts).
Total impact factor: 100.259 (87.602 excluding Abstracts).
Total 5 year impact factor: 102.018 (88.84 excluding Abstracts).
563 views. Last view on Sunday 06 April 2025, 9:12:39
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