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US 9,372,194 B2Granted
Fluorescent dyes, labeled conjugates and analytical methods
OwnerRamdas Paiinventor
Life of this patent
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Abstract
There are described novel fluorescent dyes, conjugates which include a radical of a dye and a biological or a synthetic moiety and diagnostic and in vivo assays utilizing such conjugates and other products including the dyes and conjugates.
Claims8
A dye compound represented by the formula (I)
- wherein
- D is selected from —C-(A)q-R6, and
- X is selected from oxygen, sulfur, selenium, and N—B,
- B is selected from hydrogen, alkyl having from 1 to 10 carbon atoms, aryl, heteroaryl, acyl, aroyl having from 1 to 10 carbon atoms and heteroaroyl having from 1 to 10 carbon atoms;
- Z is carbon;
- Za is selected from carbon and —C-(A)q-R6;
- Zb is selected from carbon, N-alkyl and N-aryl;
- A is a divalent linking group having alternating single and multiple bonds;
- Y is a proton transfer group selected from one or more of the compounds selected from the group consisting of OH, NH2, —NHSO2Ar, —NHSO2OH, —NHC(═O)OH, —O(PG), —N(PG)SO2Ar, —N(PG)SO2OH, —N(PG)C(═O)Ar and —N(PG)C(═O)OH wherein PG is a protective group;
- R1, R2 and R3 each independently is selected from hydrogen, an electron withdrawing group and an electron releasing group;
- or R1 and R2 taken together with the carbon atoms to which they are attached represent the carbon atoms necessary to form a substituted or unsubstituted unsaturated carbocyclic or heteroaromatic ring;
- R4 is selected from hydrogen, an electron withdrawing group and an electron releasing group;
- n is an integer of from 0 to 4;
- q is 0 or 1;
- R6 is
- wherein the line “-” drawn on the left side of the compound represents a bond to “C” in the compound —C-(A)q-R6 when q is 0 and a bond to “A” when q is 1;
- where R11 is H, alkyl, aryl, heteroaryl;
- R12 is hydrogen, alkyl, aryl or heteroaryl;
- and
- provided that when D is
- at least one of Za is —C-(A)q-R6.
18 more elements
A fluorescent conjugate comprises the dye molecule of the formula
- and a biological or a synthetic organic or inorganic moiety;
- where X is selected from the group consisting of oxygen, sulfur, and selenium;
- Y is a proton transfer group selected from one or more of the compounds selected from the group consisting of OH, NH2, —NHSO2Ar, —NHSO2OH, —NHC(═O)OH, —O(PG), —N(PG)SO2Ar, —N(PG)SO2OH, —N(PG)C(═O)Ar and —N(PG)C(═O)OH wherein PG is a protective group;
- and
- wherein the group
- is attached to said biological or synthetic organic or inorganic moiety.
3 more elements
Dependencies are inferred from the claim text.