Optical fluorescent imaging using cyanine dyes

C - Chemistry – Metallurgy – 09 – B

Patent

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Details

C09B 23/08 (2006.01) C07H 21/00 (2006.01) C12Q 1/00 (2006.01) G01N 33/533 (2006.01)

Patent

CA 2651937

Compounds of the formula (XXI): wherein Cat+ is a cation; r is an integer equal to 1, 2 or 3; X and Y are each independently O, S, Se, or (CH3)2C; and R8 and R13 are each independently alkyl, L-R25 or L-B; wherein at least one of R8 and R13 is L-B; R25 is a non-reactive functional group; L is a linker; B is a ligand; n is O, 1, 2 or 3; R11 and R12 are each independently F, H, sulfonate, or together with the atoms to which they are bonded form an aromatic ring; and R16 and R17 are each independently H, sulfonato, or together with the atoms to which they are bonded form an aromatic ring, and methods are disclosed that are useful for noninvasive imaging in the near-infrared (NIR) spectral range. The NIR is highly sensitive for tumor detection and tracking. The application discloses targeting a tumor-enriched cell surface receptor with a ligand-conjugated fluorescent probe, which specifically allows detection of the tumor relative to the negligible animal autofluorescence.

L'invention porte sur des composés de la formule (XXI), dans laquelle Cat+est un cation; r est un entier égal à 1, 2 ou 3; X et X sont chacun indépendamment O, S, Se, ou (CH3)2C; et R8 et R13 sont chacun indépendamment alkyle, L-R25 ou L-B; R8 et/ou R13 est L-B; R25 est un groupe fonctionnel non réactif; L est un lieur; B est un ligand; n est O, 1, 2 ou 3; R11 et R12 sont chacun indépendamment F, H, sulfonate, ou forment un cycle aromatique avec les atomes auxquels ils sont liés; et R16 et R17 sont chacun indépendamment H, sulfonato, ou forment un cycle aromatique avec les atomes auxquels ils sont liés, et sur des procédés d'imagerie non invasive dans la gamme spectrale du proche infrarouge. La gamme du proche infrarouge est hautement sensible à la détection et à la poursuite des tumeurs. L'invention concerne aussi le ciblage d'un récepteur cellulaire enrichi par tumeur au moyen d'une sonde fluorescente conjuguées à un ligand, qui permet de détecter spécifiquement la tumeur par rapport à l'autofluorescence animale d'importance négligeable..

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