US 11,913,944 B2
Photoaffinity probes
Sergiy Levin, Madison, WI (US); Rachel Friedman Ohana, Madison, WI (US); Robin Hurst, Madison, WI (US); Thomas Kirkland, Madison, WI (US); and Keith Wood, Madison, WI (US)
Assigned to Promega Corporation, Madison, WI (US)
Filed by Promega Corporation, Madison, WI (US)
Filed on Mar. 20, 2020, as Appl. No. 16/825,802.
Claims priority of provisional application 62/821,147, filed on Mar. 20, 2019.
Prior Publication US 2020/0340982 A1, Oct. 29, 2020
Int. Cl. G01N 33/533 (2006.01); G01N 21/64 (2006.01); G01N 21/76 (2006.01); G01N 33/542 (2006.01)
CPC G01N 33/533 (2013.01) [G01N 21/6428 (2013.01); G01N 21/645 (2013.01); G01N 21/763 (2013.01); G01N 33/542 (2013.01); G01N 2021/6439 (2013.01)] 10 Claims
OG exemplary drawing
 
1. A composition comprising a PRG/HA probe comprising: a bioactive agent, a photoreactive group (PRG), a linker, and a haloalkane covalently connected in a single compound of the general structure:

OG Complex Work Unit Chemistry
wherein the bioactive agent is a small molecule,
wherein R is a covalent linkage,
wherein A is (CH2)n and n=4-10, wherein X is a halogen, wherein -A-X is a substrate for a dehalogenase,
wherein the Linker comprises a cleavable moiety flanked on one or both sides by alkylene or heteroalkylene chains, wherein the cleavable moiety is selected from the group consisting of a disulfide, tert-butyl carbamate, silyl ether, diazobenzene, 1,2-diol, and —C(O)OCH2CH═CHCH2OC(O)—, and wherein the alkylene or heteroalkylene chains comprise any suitable combination of functional groups selected from the group consisting of C1-6-alkylene, —O—, —(CH2)2O—, and —OC(O)NH— groups,
wherein the PRG is selected from the group consisting of:

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
and wherein Q is CH or N.