US 12,006,438 B2
Polymeric dyes with linker groups comprising deoxyribose
Sharat Singh, Rancho Santa Fe, CA (US); Tracy Matray, Snohomish, WA (US); Michael Vanbrunt, Covington, WA (US); and John McCutcheon, Seattle, WA (US)
Assigned to Sony Group Corporation, Tokyo (JP)
Appl. No. 17/255,353
Filed by SONY CORPORATION, Tokyo (JP); and SONY CORPORATION OF AMERICA, New York, NY (US)
PCT Filed Jun. 27, 2019, PCT No. PCT/US2019/039582
§ 371(c)(1), (2) Date Dec. 22, 2020,
PCT Pub. No. WO2020/006285, PCT Pub. Date Jan. 2, 2020.
Claims priority of provisional application 62/690,656, filed on Jun. 27, 2018.
Prior Publication US 2022/0220314 A1, Jul. 14, 2022
Int. Cl. C09B 69/00 (2006.01); C07H 21/04 (2006.01); C09B 69/10 (2006.01); G01N 33/58 (2006.01)
CPC C09B 69/102 (2013.01) [C07H 21/04 (2013.01); C09B 69/109 (2013.01); G01N 33/582 (2013.01)] 25 Claims
OG exemplary drawing
 
1. A compound having the following structure (Ia):

OG Complex Work Unit Chemistry
or a stereoisomer, salt or tautomer thereof, wherein:
M1 is, at each occurrence, independently a moiety comprising a chromophore;
L1a is, at each occurrence, independently a heteroarylene linker;
L1b L2 and L3 are, at each occurrence, independently optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linkers;
L4 is, at each occurrence, independently an alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linker;
R1 and R2 are each independently H, OH, SH, alkyl, alkoxy, alkylether, heteroalkyl, —OP(═Ra)(Rb)Rc, Q, or L′;
R4 is, at each occurrence, independently OH, SH, O−, S−, ORd or SRd;
R5 is, at each occurrence, independently oxo, thioxo or absent;
Ra is O or S;
Rb is OH, SH, O−, S−, ORd or SRd;
Rc is OH, SH, O−, S−, ORd, OL′, SRd, alkyl, alkoxy, heteroalkyl, heteroalkoxy, alkylether, alkoxyalkylether, phosphate, thiophosphate, phosphoalkyl, thiophosphoalkyl, phosphoalkylether or thiophosphoalkylether;
Rd is a counter ion;
Q is, at each occurrence, independently a moiety comprising a sulfhydryl, disulfide, activated ester, isothiocyanate, azide, alkyne, alkene, diene, dienophile, acid halide, sulfonyl halide, phosphine, α-haloamide, biotin, amino or maleimide functional group;
L′, at each occurrence, independently comprises an alkylene or heteroalkylene linker covalently bonded to: Q, a targeting moiety selected from an antibody and a cell surface receptor antagonist, an amino acid or polymer thereof, an enzyme, a receptor, a receptor ligand, a glycoprotein, an aptamer and a prion, an analyte molecule selected from a nucleic acid or polymer thereof, a solid support selected from a polymeric bead and a non-polymeric bead, or a nucleoside;
m is, at each occurrence, an integer of one or greater; and
n is an integer of one or greater.