# US 7,608,243 B2 · Fluorescein-labelled peptides > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,243 B2 - Document ID: US7608243B2 - Status: Granted - Kind: B2 - Application number: 10/560,062 - Filed: 2004-07-07 - Published: 2007-08-09 - Granted: 2009-10-27 - Earliest claimed: 2003-07-08 - Assignees: Ge Healthcare Limited - Inventors: Alan Cuthbertson; Bard Indrevoll; Magne Solbakken - Web page: https://patentgrep.com/patent/US7608243B2 ## CPC - C07K 14/70546: {Integrin superfamily} - A61K 38/00: Medicinal preparations containing peptides (peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00) - C07K: PEPTIDES (peptides in foodstuffs A23; obtaining protein compositions for foodstuffs, working-up proteins for foodstuffs A23J; preparations for medicinal purposes A61K; peptides containing beta-lactam rings C07D; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, C07D; ergot alkaloids of the cyclic peptide type C07D519/02; macromolecular compounds having statistically distributed amino acid units in their molecules, i.e. when the preparation does not provide for a specific; but for a random sequence of the amino acid units, homopolyamides and block copolyamides derived from amino acids C08G69/00; macromolecular products derived from proteins C08H1/00; preparation of glue or gelatine C09H; single cell proteins, enzymes C12N; genetic engineering processes for obtaining peptides C12N15/00; compositions for measuring or testing processes involving enzymes C12Q; investigation or analysis of biological material G01N33/00) - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) ## Abstract The invention relates to new peptide-based compounds and their use in diagnostic optical imaging. More specifically the invention relates to the use of such peptide-based compounds as targeting vectors that bind to receptors associated with angiogenesis. The compounds are labeled with fluorescein and may be used as contrast agents in optical imaging in diagnosis of angiogenesis-related diseases. ## Claims ### Claim 1 A compound comprising a peptidic vector and at least one fluorescein dye, wherein the peptidic vector and the fluorescein dye are coupled, and wherein said peptidic vector is defined by formula I: Ra—C(═O)—X1—X2—X3-G-D-X4—X5—X6—X7 (I) wherein Formula I comprises two cyclising bridges, and wherein Ra represents —(CH2)n— or —(CH2)n—C6H4— forming a bridge to one of X2, X4 or X6, wherein n represents a positive integer from 1 to 10, and X1 represents a bond or 1, 2, 3, 4 or 5 amino acid residues, wherein one amino acid residue is optionally functionalised with a spacer moiety, or said amino acid residue possesses a functional side-chain chosen from an acid or amine group, X2 is an amino acid residue forming a cyclising bridge to one of Ra, X4 or X6; X3 represents arginine or N-methylarginine, G represents glycine, D represents aspartic acid, X4 is an amino acid residue forming a cyclising bridge to one of Ra, X2 or X6; X5 represents a hydrophobic amino acid, and X6 represents an amino acid residue forming a cyclising bridge to either Ra, X2 or X4, and X7 represents a spacer or biomodifier moiety or is absent, wherein said biomodifier comprises a monodisperse polyethylene glycol (PEG) building block comprising 1 to 10 units of said building block; and, wherein at least one of the fluorescein dye is linked to one or more of the groups X1, X6, or X7 optionally via a spacer group. ### Claim 2 (depends on 1) A compound as claimed in claim 1 selected from one of the formulae; wherein X3, G, and D are as defined in claim 1 and wherein X2, X4 and X6 represent amino acid residues which together form a disulphide or a thioether bond as shown in Formulae III, IV or V, W1 is a spacer moiety or is absent, h is a positive integer 1 or 2, and wherein Z represents a fluorescein dye. ### Claim 3 (depends on 2) A compound of formula III as claimed in claim 2 wherein Ra represents —(CH2)—. ### Claim 4 (depends on 2) A compound of formula III as claimed in claim 2 wherein X1 represents an amino acid residue with a functional side-chain chosen from an acid or amine group, the amino acid being selected from aspartic acid, lysine, glutamic acid, homolysine or a diaminoalicylic acid. ### Claim 5 (depends on 2) A compound of formula III as claimed in claim 2 wherein X2, X4 and X6 independently represent a cysteine or homocysteine residue. ### Claim 6 (depends on 2) A compound of formula III as claimed in claim 2 wherein X3 represents arginine. ### Claim 7 (depends on 2) A compound of formula III as claimed in claim 2 wherein X5 represents phenylalanine, tyrosine, a 3-iodo-tyrosine or naphthylalanine. ### Claim 8 (depends on 1) A pharmaceutical composition comprising an effective amount of a compound of claim 1, together with one or more pharmaceutically acceptable adjuvants, excipients or diluents. ### Claim 9 (depends on 1) An optical imaging contrast agent which comprises the compound of claim 1. ### Claim 10 (depends on 9) A method of generating images of a human or animal body by optical imaging involving administering the contrast agent of claim 9 to said body, and subsequently generating an image of at least a part of said body.