Marked peptides having affinity for a phospholipid and uses

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Peptide containing doai

Reexamination Certificate

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Details

C514S012200, C530S324000, C548S548000

Reexamination Certificate

active

07919455

ABSTRACT:
The present invention relates to a peptide labelled with fluorine-18 for the specific recognition of lipid vectors. The peptide of the invention comprises the following peptide sequence (PI):(I)J1-J2-J3-J4-J5-J6-Z7-U8-J9-J10-U11-Arg-J13-J14-U15-Lys-Gly-X18-Gly-Thr-J21-Glu-J23-J24-U25-J26-J27-J28-U29-J30-J31-Arg-J33-J34-J35-J36-B37-J38-J39-U40-J41-J42-J43-U44-J45-J46-J47-J48-J49-Arg-J51-U52-J53-J54-Asp-U56-Lys-Ser-Z59-Leu-J61-J62-J63-J64-Z65-J66-J67-U68-J69-J70-J71-U72-J73-J74-J75in which the amino acids J are chosen independently of each other from natural amino acids, or derivatives thereof, in such a manner that at least 50% of them are polar residues chosen from Arg, Asn, Asp, Cys, Gln, Glu, Gly, His, Lys, Orn, Pro, Ser, Thr and Tyr, the amino acids U are chosen from Ala, Cys, Gly, Ile, Leu, Met, Phe, Trp, Tyr and Val, the amino acid X18is chosen independently of the other amino acids of the sequence from Ala, Asn, Cys, Gln, Gly, His, Ile, Leu, Met, Phe, Ser, Thr, Trp, Tyr and Val, the amino acid B37is chosen independently of the other amino acids of the sequence from Arg, Ala, Cys, Gly, Ile, Leu, Met, Phe, Trp, Tyr and Val, the amino acid Z7is chosen independently of the other amino acids from Asp and Glu, the amino acids Z59and Z65are chosen independently from Glu, Asp, Lys and Arg, the superscripts of the residues J, Z, U, X and B representing the positions of these amino acids in the said sequence.

REFERENCES:
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patent: WO 99/11590 (1999-03-01), None
patent: 00/20453 (2000-04-01), None
Zijlstra et al., “Synthesis and evaluation of a 18F-labelled recombinant annexin-V derivative, for identification and quantification of apoptotic cells with PET”, Applied Radiation and Isotopes, vol. 58, No. 2, pp. 201-207. Feb. 2003.
Montaville, Pierre et al. “A New Consensus Sequence for Phosphatidylserine Recognition by Annexins”, Journal of Biological Chemistry, vol. 277, No. 27, pp. 24684-24693, XP002268388 2002.
Shiue, C.-Y. et al. “Synthesis of 18F-labelled N-(p-[18F]fluorophenyl)maleimide and Its Derivatives for Labelling Monoclonal Antibody with 18F”, Journal of Labelled Compounds and Radiopharmaceuticals, vol. 26, pp. 287-289, XP002091356 1989.
Burgess, Kevin et al. “Solid-Phase Syntheses of Guanidines”, Wiley-Interscience, pp. v-ix 2000.
Fliss, Henry et al. “Apoptosis in Ischemic and Reperfused Rat Myocardium”, Circ. Res., vol. 79, pp. 949-956 1996.
Cordier-Ochsenbein, Francoise et al. “Exploring the Folding Pathways of Annexin I, a Multidomain Protein. II. Hierarchy in Domain Folding Propensities may Govern the Folding Process”, J. Mol. Biol., vol. 279, pp. 1177-1185 1998.

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