US 11,987,709 B2
Silicon containing detectable compounds and uses thereof
Megha Cila, San Diego, CA (US); Ronald Graham, Carlsbad, CA (US); and Rodrigo Rodriguez, San Diego, CA (US)
Assigned to Singular Genomics Systems, Inc., San Diego, CA (US)
Filed by Singular Genomics Systems, Inc., San Diego, CA (US)
Filed on Aug. 5, 2022, as Appl. No. 17/882,448.
Application 17/882,448 is a continuation of application No. 17/737,899, filed on May 5, 2022, granted, now 11,535,754.
Application 17/737,899 is a continuation of application No. PCT/US2020/058916, filed on Nov. 4, 2020.
Claims priority of provisional application 62/932,296, filed on Nov. 7, 2019.
Prior Publication US 2023/0101281 A1, Mar. 30, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C09B 62/36 (2006.01); C09K 11/06 (2006.01); G01N 33/58 (2006.01)
CPC C09B 62/365 (2013.01) [C09K 11/06 (2013.01); G01N 33/582 (2013.01); C09K 2211/1018 (2013.01)] 21 Claims
 
1. An agent covalently bound to a compound, or salt thereof, via a bioconjugate linker, wherein said agent is a protein, carbohydrate, or virus, and said compound or salt thereof has the formula:

OG Complex Work Unit Chemistry
wherein
R1, R8, R9, R10, R11, and R12 are independently hydrogen, halogen, —CCl3, —CBr3, —CF3, —CI3, —CHCl2, —CHBr2, —CHF2, —CHI2, —CH2Cl, —CH2Br, —CH2F, —CH2I, —CN, —OH, —NH2, —COOH, —CONH2, —NO2, —SH, —SO3H, —SO4H, —SO2NH2, —NHNH2, —ONH2, —NHC(O)NHNH2, —NHC(O)NH2, —NHSO2H, NHC(O)H, —NHC(O)OH, —NHOH, —OCCl3, —OCF3, —OCBr3, —OCI3, —OCHCl2, —OCHBr2, —OCHI2, —OCHF2, —OCH2Cl, —OCH2Br, —OCH2I, —OCH2F, —N3, —SF5, —PO3H, substituted or unsubstituted alkyl, or substituted or unsubstituted heteroalkyl, or a bioconjugate linker;
R2 and R3 are independently substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, or a bioconjugate linker;
R4, R5, R6, and R7 are independently hydrogen, halogen, —CF3, —CBr3, —CCl3, —CI3, —CHF2, —CHBr2, —CHCl2, —CHI2, —CH2F, —CH2Br, —CH2Cl, —CH2I, —OH, —COOH, —CONH2, —SH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or a bioconjugate linker;
R4 and R5 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R6 and R7 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R4 and R9 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R7 and R16 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R5 and R11 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R6 and R12 substituents may optionally be joined to form a substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R1 and R9 substituents may optionally be joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl; substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
R8 and R10 substituents may optionally be joined to form a substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl; substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
wherein one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 is a bioconjugate linker.