Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling(395 views) De Luca S, Morelli G
CIRPeB, Dipartimento Chimica Biologica, Universita di Napoli Federico II, Via Mezzocannone 6-8, 80134 Napoli, Italy
References: Heppeler, A., Froidevaux, S., Eberle, A.N., Maecke, H.R., Receptor targeting for tumor localisation and therapy with radiopeptides (2000) Curr. Med. Chem., 7, pp. 971-99
Reubi, J.C., Schaer, J.C., Waser, B., Cholecystokinin(CCK)-A and CCK-B/gastrin receptors in human tumors (1997) Cancer Res., 57, pp. 1377-1386
Kennedy, K., Gigoux, V., Escrieut, C., Maigret, B., Martinez, J., Moroder, L., Frehel, D., Fourmy, D., Identification of two amino acids of the human cholecystokinin-A receptor that interact with the N-terminal moiety of cholecystokinin (1997) J. Biol. Chem., 272, pp. 2920-2926
Ji, Z., Hadak, E.M., Henne, R.M., Patel, S.A., Lybrand, T.P., Miller, L.J., Direct identification of a distinct site of interaction between the carboxyl-terminal residue of cholecystokinin and the type A cholecystokinin receptor using photoaffinity labeling (1997) J. Biol. Chem., 272, pp. 24393-24401
Ragone, R., DeLuca, S., Tesauro, D., Pedone, C., Morelli, G., Fluorescence studies on the binding between 1-47 fragment of cholecystokinin receptor CCKA-R(1-47) and nonsulfated cholecystokinin octapeptide CCK8 (2001) Biopolymers, 56, pp. 47-53
Mierke, D.F., Pellegrini, M., Molecular complex of cholecystokinin-8 and N-terminus of the cholecystokinin A receptor by NMR spectroscopy (1999) Biochemistry, 38, pp. 14775-14783
Giragossian, C., Mierke, D.F., Intermolecular interactions between cholecystokinin-8 and third extracellular loop of cholecystokinin A receptor (2001) Biochemistry, 40, pp. 3804-3809
De Luca, S., Ragone, R., Bracco, C., Digilio, G., Aloj, L., Tesauro, D., Saviano, M., Morelli, G., A cyclic CCK8 analog selective for the cholecystokinin type A receptor: Design, synthesis, NMR structure and binding measurements (2003) ChemBioChem, , in press
Aloj, L., Caracò, C., Zannetti, C., Del Vecchio, S., Tesauro, D., De Luca, S., Panico, M.R., Salvatore, M., Characterization of 111In labeled CCK8 peptide conjugated to a DTPA derivative (DTPA-Glu) in CCK-B receptor overexpressing cells and xenografts (2003) J. Nucl. Med., , submitted
Anelli, P.L., Fedeli, F., Gazzotti, O., Lattuada, L., Lux, G., Rebasti, F., L-Glutamic acid and L-lysine as useful building blocks for the preparation of biologically DTPA-like ligands (1999) Bioconjugate Chem., 10, pp. 137-140
Sarin, V.K., Kent, S.B., Tam, J.P., Merrifield, R.B., Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction (1981) Anal. Biochem., 117, pp. 147-157
Kitagawa, K., Aida, C., Fujiwara, H., Yagami, T., Futaki, S., Kogire, M., Ida, J., Inoue, K., Facile solid-phase synthesis of sulphated tyrosine-containing peptides: Total synthesis of human big gastrin-II cholecystokinin (CCK)-39 (2001) J. Org. Chem., 66, pp. 1-10
Yagami, T., Kitagawa, K., Aida, C., Fujiwara, H., Futaki, S., Stabilization of a tyrosine O-sulfate residue by a cationic functional group: Formation of a conjugate acid-base pair (2000) J. Peptide Res., 56, pp. 239-249
Reubi, J. C., Schaer, J. C., Waser, B., Cholecystokinin (CCK) -A and CCK-B/gastrin receptors in human tumors (1997) Cancer Res., 57, pp. 1377-1386
Ji, Z., Hadak, E. M., Henne, R. M., Patel, S. A., Lybrand, T. P., Miller, L. J., Direct identification of a distinct site of interaction between the carboxyl-terminal residue of cholecystokinin and the type A cholecystokinin receptor using photoaffinity labeling (1997) J. Biol. Chem., 272, pp. 24393-24401
Mierke, D. F., Pellegrini, M., Molecular complex of cholecystokinin-8 and N-terminus of the cholecystokinin A receptor by NMR spectroscopy (1999) Biochemistry, 38, pp. 14775-14783
Aloj, L., Carac, C., Zannetti, C., Del Vecchio, S., Tesauro, D., De Luca, S., Panico, M. R., Salvatore, M., Characterization of 111In labeled CCK8 peptide conjugated to a DTPA derivative (DTPA-Glu) in CCK-B receptor overexpressing cells and xenografts (2003) J. Nucl. Med., , submitted
Anelli, P. L., Fedeli, F., Gazzotti, O., Lattuada, L., Lux, G., Rebasti, F., L-Glutamic acid and L-lysine as useful building blocks for the preparation of biologically DTPA-like ligands (1999) Bioconjugate Chem., 10, pp. 137-140
Sarin, V. K., Kent, S. B., Tam, J. P., Merrifield, R. B., Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction (1981) Anal. Biochem., 117, pp. 147-157
Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling