Heterocycle-substituted xanthene dyes
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Abstract
The present invention relates to fluorescent dyes in general. The present invention provides a wide range of fluorescent dyes and kits containing the same, which are applicable for labeling a variety of biomolecules, cells and microorganisms. The present invention also provides various methods of using the fluorescent dyes for research and development, forensic identification, environmental studies, diagnosis, prognosis, and/or treatment of disease conditions.
51 Citations
19 Claims
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1. A compound of Formula 1a or 1b:
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2. The compound of claim 1, wherein X is O.
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3. The compound of claim 1, wherein A is NR1R1a and B is ═
- N R4R4a.
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4. The compound of claim 1, wherein A is —
- NR1R1a and B is ═
N R4R4a, and wherein at least one pair of R1 and R9, or R4 and R5 taken together with the atoms to which they are attached form one or more fused saturated or unsaturated rings that are optionally substituted by at least one halogen, CN, alkyl, alkenyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminosulfonyl, di alkylaminosulfonyl, aminosulfonyl, aryl, heteroaryl, -L-PO32−
, L-SO3−
, or -L-Rx.
- NR1R1a and B is ═
-
5. The compound of claim 4, wherein said at least one ring is substituted by -L-PO32−
- or -L-SO3−
.
- or -L-SO3−
-
6. The compound of claim 4, wherein said at least one ring is substituted by at least one alkyl.
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7. The compound of claim 1, wherein at least one of R2 and R3 is -L-SO3−
- .
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8. The compound of claim 1, wherein R7 is
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9. The compound of claim 8, wherein R10 and R11 are H.
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10. The compound of claim 1, wherein at least one of R12 and R13 is -L-Rx.
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11. The compound of claim 1, wherein at least one of R12 and R13 is -L-SO3−
- .
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12. A compound of Formula 1a or 1b:
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13. The kit comprising:
i) a compound of claim 1; and
ii) instructions instructing the use of the compound.
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14. The kit of claim 13, wherein the kit additionally comprises a buffer and optionally materials or devices for purifying conjugation products.
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15. A compound of formula 1a or formula 1b:
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16. A compound of formula 1a or formula 1b:
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17. The compound of claim 16, wherein R7 is a 5-membered heterocycle.
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18. The compound of claim 1, wherein R12 is independently alkyl, alkenyl, alkyl aminocarbonyl, dialkylaminocarbonyl, alkylaminosulfonyl, dialkylaminosulfonyl, aminosulfonyl, aryl, heteroaryl, -L-PO32−
- , L-SO3−
, or -L-Rx.
- , L-SO3−
-
19. The compound of claim 1, wherein said compound is selected from the group consisting of
Specification