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US 2014/0005404 A1Published application
Heteroarylcyanine Dyes
AssigneePacific Biosciences of California, Inc.
InventorsStephen Yue, Gene Shen, Wei-Chuan Sun
Life of this patent
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Abstract
The present invention provides heteroaryl functionalized cyanine dyes including a reactive functional moiety, or which are conjugated to a carrier molecule.
Claims30
A fluorescent compound having the formula:
- A-Q-B
- wherein
- Q has a formula which is a member selected from:
- wherein
- D is a member selected from H, halogen, ORa, SRa, NRaRb, CRaRbRc,
- wherein
- Ra, Rb, Rc and Rd are members independently selected from H, R8, R8Zo, R8CO2H, R8SO3H,
- wherein
- Zo and Rq are independently selected from OH, O—, a reactive functional group, a component of a reactive functional group and a linkage fragment covalently binding said compound to a carrier molecule;
- v is 0, 1, 2, 3, 4, or 5 and, when v is equal to or greater than 2, each Rd moiety is independently selected;
- e is 0, 1, 2, 3, 4, or 5 and, when e is equal to or greater than 2, each Rd or Rq is independently selected;
- Re is selected from H, R18, R18Z1, SO3H, CO2H, R18SO3H, CONHR18SO3H, CONHR18C(O)Z1,
- wherein
- R8 and R18 are independently selected from a bond, substituted or unsubstituted substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl and substituted or unsubstituted heterocycloalkyl;
- Z1 is selected from OH, O—, a reactive functional group, a component of a reactive functional group and a linkage fragment covalently binding said compound to a carrier molecule;
- n is 1, 2 or 3;
- p is 0, 1 or 2;
- and
- Rm is a member selected from:
- wherein
- w is an integer from 1 to 10;
- u is 0, 1, 2, 3, 4, or 5 and, when u is two or greater, each Ro is independently selected;
- Ro is a member selected from OH, O—, a reactive functional group, a component of a reactive functional group and a linkage fragment binding the compound to a carrier molecule;
- B is a moiety which is a member selected from Formulae I, II and III;
- wherein
- X1 is a member selected from CR1R2, O, S and NR1,
- wherein
- R1, R2 and R3 are independently CH2R7;
- X2 and X3 are members independently selected from O, S, N, NH, CR22, and CR22R23,
- wherein
- R4, R5, R6, R7, R22 and R23 are members independently selected from H, R28, R28Z2, SO3H, CO2H, R28SO3H, C(O)NHR28SO3H, CONHR28C(O)Z2,
- wherein
- Rp and Z2 are independently selected from OH, O—, a reactive functional group, a component of a reactive functional group and a linkage fragment covalently binding said compound to a carrier molecule;
- g is an integer selected from 0, 1, 2, 3, and 4, and when g is greater than or equal to 2, each Rg or Rp is independently selected;
- Rg is a member selected from H, R38, R38Z3, SO3H, CO2H, R38SO3H, CONHR38SO3H, CONHR38C(O)Z2,
- wherein
- R28 and R38 are independently selected from a bond substituted or unsubstituted substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl and substituted or unsubstituted heterocycloalkyl;
- Z3 is a reactive functional group or is a linkage fragment covalently binding said compound to a carrier molecule;
- A is a moiety selected from substituted or unsubstituted indole, substituted or unsubstituted imidazole, substituted or unsubstituted thiazole, and substituted or unsubstituted oxazole,
- at least one of Ra, Rb, Rc, Rd, R1, R2, R3, R4, R5 and R6 is a reactive functional group, a component of a reactive functional group or is a linkage fragment covalently binding said compound to a carrier molecule;
- and
- said compound comprises at least three SO3H moieties.
39 more elements
A compound having a formula which is a member selected from:
- wherein,
- each R4, R4′ R6 or R6′ moiety is independently selected and when said compound includes more than one R4, R4′ R6 or R6′ moiety, each R4, R4′ R6 or R6′ moiety is independently selected.
30-33. (canceled)
Dependencies are inferred from the claim text.