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US 2019/0337939 A1Published application
Nanoluc suicide substrates
AssigneePromega Corporation
InventorsBrock Binkowski, Mary P. Hall, Thomas Machleidt, Joel Walker, Wenhui Zhou
Life of this patent
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Abstract
Compounds that may inhibit Oplophorus-derived luciferases are disclosed as well as compositions and kits comprising the compounds and methods of using the compounds.
Claims37
A compound of formula (I)
- or a tautomer or a salt thereof, wherein:
- R1 is optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycle, or optionally substituted cycloalkyl, wherein R1 is substituted with at least one group that is -Q-L-Z;
- Q is —O—, —NRQ—, —NRQ—CO—, —CO—NRQ—, —O—CO—NRQ—, or —NRQ—CO—O—;
- L is —(CR1aR1b)m—, —(CR1xR1y—CR1xR1y—O)t1—(CR1xR1y)t2-Q1-, —(CR1xR1y)t2-A-(CR1xR1y—CR1xR1y—O)t1-Q1-, —(CR1xR1y)t3-A-(CR1xR1y—CR1xR1y—O)t1—(CR1xR1y)t2—, or —(CR1xR1y)t3-A-(CR1xR1y)t4—, wherein each Q1 is independently a bond, —O—, or —NRQ1—, and each A is independently a bond, —O—, —NRQ, —NRQ—CO—, —CO—NRQ—, —O—CO—NRQ—, or —NRQ—CO—O—;
- Z is —COOR2, —SO2—OR3, —PO(OR4)(OR5), halo, azide, C2-C10 alkynyl, a biotin moiety, —NR6R7, —NR8—CO—R9, —CO—R10, or —NR11—CO—O—R12;
- R2, R3, R4, R5, R8, R9, R10, R11, and R12 at each occurrence are independently hydrogen, optionally substituted C1-C8 alkyl, optionally substituted aryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heteroaryl, optionally substituted heterocycle, optionally substituted heteroalkyl, or an energy acceptor;
- R6 and R7 at each occurrence are independently hydrogen, optionally substituted C1-C8 alkyl, optionally substituted aryl, optionally substituted cycloalkyl, optionally substituted heteroaryl, optionally substituted heterocycle, optionally substituted heteroalkyl, or an energy acceptor;
- or R6 and R7, together with the nitrogen atom to which they are attached, together form an optionally substituted ring;
- R1a, R1b, RQ, RQ1, R1x, and R1y at each occurrence are independently hydrogen, C1-C4 alkyl, or C1-C4 haloalkyl;
- q is 0, 1, or 2;
- m at each occurrence is independently 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12;
- t1 at each occurrence is independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
- t2 is an integer from 0-5;
- t3 at each occurrence is 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
- and
- t4 is an integer from 0-5,
- wherein the compound is not 4-[4-[[8-benzyl-6-(4-hydroxyphenyl)-3-oxo-7H-imidazo[1,2-a]pyrazin-2-yl]methyl]phenoxy]butanoic acid.
14 more elements
Dependencies are inferred from the claim text.