Silicon containing detectable compounds and uses thereof
Disclosed herein, inter alia, are silicon containing detectable compounds and methods of use thereof. In an aspect is provided a monovalent nucleotide or monovalent nucleoside covalently bound to a monovalent form of a compound described herein (e.g., wherein the R13 moiety of a compound described herein has reacted with a bioconjugate reactive group to form a bioconjugate linker thereby covalently bonding the monovalent compound to the monovalent nucleotide or monovalent nucleoside).
1. A compound, or salt thereof, having the formula:
wherein
R 1 , R 8 , R 9 , R 10 , R 11 , and R 12 are each independently hydrogen, halogen, —COOH, —CN, —OH, —NH 2 , —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —N 3 , —PO 3 H, —CH 2 NH 2 , substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl;
R 2 and R 3 are each independently substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl;
R 6 and R 7 are each independently hydrogen, halogen, —OH, —CONH 2 , —SH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R 6 and R 7 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R 7 and R 10 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R 6 and R 12 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
wherein R 1 and R 9 substituents and/or R 8 and R 10 substituents are joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl.
2. The compound of claim 1 , wherein R 1 , R 8 , R 9 , R 10 , R 11 , and R 12 are independently —OH, —NH 2 , —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —PO 3 H, substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl.
3. The compound of claim 1 , wherein R 1 , R 8 , R 9 , R 10 , R 11 , and R 12 are each independently hydrogen, substituted C 1 -C 6 alkyl, unsubstituted 2 to 6 membered heteroalkyl.
4. The compound of claim 1 , wherein R 1 , R 8 , R 9 , R 10 , R 11 , and R 12 are each independently hydrogen, —CH 2 NH 2 , —SO 3 H, or —PO 3 H.
5. The compound of claim 1 , wherein R 6 and R 7 are each independently —OH, —CONH 2 , —SH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.
6. The compound of claim 1 , wherein R 2 and R 3 are independently substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted 2 to 6 membered heteroalkyl.
7. The compound of claim 1 , wherein R 2 and R 3 are independently substituted or unsubstituted C 1 -C 6 alkyl.
8. The compound of claim 1 , wherein R 6 and R 7 are independently hydrogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted 2 to 6 membered heteroalkyl.
9. The compound of claim 1 , wherein R 6 and R 7 are each independently hydrogen.
10. The compound of claim 1 , wherein R 6 and R 7 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted 3 to 6 membered heterocycloalkyl.
11. The compound of claim 1 , having the formula:
wherein R 16 and R 17 are each independently halogen, —CCl 3 , —CBr 3 , —CF 3 , —CI 3 , —CHCl 2 , —CHBr 2 , —CHF 2 , —CHI 2 , —CH 2 Cl, —CH 2 Br, —CH 2 F, —CH 2 I, —COOH, —CN, —OH, —NH 2 , —CONH 2 , —NO 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , —NHNH 2 , —ONH 2 , —NHC(O)NHNH 2 , —NHC(O)NH 2 , —NHSO 2 H, —NHC(O)H, —NHC(O)OH, —NHOH, —OCCl 3 , —OCF 3 , —OCBr 3 , —OCl 3 , —OCHCl 2 , —OCHBr 2 , —OCHI 2 , —OCHF 2 , —OCH2Cl, —OCH 2 Br, —OCH 2 I, —OCH 2 F, —N 3 , —SF 5 , —PO 3 H, substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl; and z16 and z17 are each independently an integer from 0 to 4.
12. The compound of claim 11 , wherein R 16 and R 17 are independently —SO 3 H, —SO 4 H, —SO 2 NH 2 , —PO 3 H, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted 2 to 6 membered heteroalkyl.
13. The compound of claim 11 , wherein R 16 and R 17 are independently —CH 2 NH 2 , —SO 3 H, or —PO 3 H.
14. The compound of claim 1 , wherein the compound has a maximum excitation of 500 nm to 700 nm and a maximum emission of 500 nm to 800 nm.
15. A kit comprising a compound of claim 1 .
16. The compound of claim 1 , wherein R 1 and R 9 substituents are joined to form a substituted or unsubstituted C 3 -C 8 cycloalkyl, substituted or unsubstituted C 6 -C 10 aryl; substituted or unsubstituted 3 to 8 membered heterocycloalkyl, or substituted or unsubstituted 5 to 10 membered heteroaryl.
17. The compound of claim 1 , wherein R 1 and R 9 substituents are joined to form a substituted or unsubstituted C 6 aryl.
18. The compound of claim 1 , wherein R 8 and R 10 substituents are joined to form a substituted or unsubstituted C 3 -C 8 cycloalkyl, substituted or unsubstituted C 6 -C 10 aryl; substituted or unsubstituted 3 to 8 membered heterocycloalkyl, or substituted or unsubstituted 5 to 10 membered heteroaryl.
19. The compound of claim 1 , wherein R 8 and R 10 substituents are joined to form a substituted or unsubstituted C 6 aryl.