JP2019535694A5 - - Google Patents
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- Publication number
- JP2019535694A5 JP2019535694A5 JP2019523623A JP2019523623A JP2019535694A5 JP 2019535694 A5 JP2019535694 A5 JP 2019535694A5 JP 2019523623 A JP2019523623 A JP 2019523623A JP 2019523623 A JP2019523623 A JP 2019523623A JP 2019535694 A5 JP2019535694 A5 JP 2019535694A5
- Authority
- JP
- Japan
- Prior art keywords
- compound according
- aryl
- alkyl
- heteroaryl
- cycloalkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims description 36
- -1 alkoxyfluoroalkyl Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims description 16
- 125000000623 heterocyclic group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 claims description 10
- 108060001084 Luciferase Proteins 0.000 claims description 8
- 239000005089 Luciferase Substances 0.000 claims description 8
- YHIPILPTUVMWQT-UHFFFAOYSA-N Oplophorus luciferin Chemical compound C1=CC(O)=CC=C1CC(C(N1C=C(N2)C=3C=CC(O)=CC=3)=O)=NC1=C2CC1=CC=CC=C1 YHIPILPTUVMWQT-UHFFFAOYSA-N 0.000 claims description 8
- 125000001188 haloalkyl group Chemical group 0.000 claims description 8
- 241001465754 Metazoa Species 0.000 claims description 6
- 125000004442 acylamino group Chemical group 0.000 claims description 6
- 125000003282 alkyl amino group Chemical group 0.000 claims description 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 6
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000001769 aryl amino group Chemical group 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 6
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 6
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims description 6
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 6
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- 230000009261 transgenic effect Effects 0.000 claims description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 5
- 150000001408 amides Chemical group 0.000 claims description 5
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 5
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 238000004020 luminiscence type Methods 0.000 claims description 5
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000004696 coordination complex Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000007850 fluorescent dye Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 239000002096 quantum dot Substances 0.000 claims description 2
- 238000000225 bioluminescence resonance energy transfer Methods 0.000 claims 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims 1
- 150000004657 carbamic acid derivatives Chemical group 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 0 C*(C)C1=NC2=C(Cc3ccccc3)NC(c3ccccc3)=CN2C1=O Chemical compound C*(C)C1=NC2=C(Cc3ccccc3)NC(c3ccccc3)=CN2C1=O 0.000 description 9
- MWOYPGFRXPPBOX-UHFFFAOYSA-N O=C(C(Cc1ccccc1)=N1)N2C1=C(Cc1ccccc1)NC(c1ccccc1)=C2 Chemical compound O=C(C(Cc1ccccc1)=N1)N2C1=C(Cc1ccccc1)NC(c1ccccc1)=C2 MWOYPGFRXPPBOX-UHFFFAOYSA-N 0.000 description 4
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- RAMVITUHTNHTDA-UHFFFAOYSA-N CCC(NCCCCCCCCOc1cccc(CC2=NC3=C(Cc4ccccc4)NC(C4(C)C=CC=CC4)=CN3C2=O)c1)=O Chemical compound CCC(NCCCCCCCCOc1cccc(CC2=NC3=C(Cc4ccccc4)NC(C4(C)C=CC=CC4)=CN3C2=O)c1)=O RAMVITUHTNHTDA-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002165 resonance energy transfer Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662415671P | 2016-11-01 | 2016-11-01 | |
| US62/415,671 | 2016-11-01 | ||
| PCT/US2017/059495 WO2018085367A1 (en) | 2016-11-01 | 2017-11-01 | Coelenterazine analogues tethered to energy acceptors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019535694A JP2019535694A (ja) | 2019-12-12 |
| JP2019535694A5 true JP2019535694A5 (https=) | 2020-12-17 |
| JP7200102B2 JP7200102B2 (ja) | 2023-01-06 |
Family
ID=60702947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019523623A Active JP7200102B2 (ja) | 2016-11-01 | 2017-11-01 | エネルギー受容体に係留されたセレンテラジン類縁体 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US10280447B2 (https=) |
| EP (2) | EP3535270B3 (https=) |
| JP (1) | JP7200102B2 (https=) |
| WO (1) | WO2018085367A1 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3548492B1 (en) | 2016-12-01 | 2023-07-05 | Promega Corporation | Cell impermeable coelenterazine analogues |
| JP7419260B2 (ja) * | 2018-05-01 | 2024-01-22 | プロメガ コーポレイション | ＮａｎｏＬｕｃ自殺基質としてのセレンテラジン化合物 |
| CA3114424A1 (en) | 2018-10-03 | 2020-04-09 | Promega Corporation | Compositions and methods for stabilizing coelenterazine and analogs and derivatives thereof |
| CN109917122B (zh) * | 2019-03-07 | 2022-04-01 | 深圳沃德生命科技有限公司 | 一种化学发光检测装置 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7268229B2 (en) | 2001-11-02 | 2007-09-11 | Promega Corporation | Compounds to co-localize luminophores with luminescent proteins |
| US8883486B2 (en) * | 2004-05-04 | 2014-11-11 | Universite De Montreal | Arrestin biosensor |
| WO2008118445A1 (en) | 2007-03-26 | 2008-10-02 | Promega Corporation | Methods to quench light from optical reactions |
| ES2795287T3 (es) | 2009-05-01 | 2020-11-23 | Promega Corp | Luciferasas de Oplophorus sintéticas con mayor emisión de luz |
| CN103180324A (zh) | 2010-11-02 | 2013-06-26 | 普罗美加公司 | 腔肠素衍生物及其使用方法 |
| SG10202103336SA (en) | 2010-11-02 | 2021-04-29 | Promega Corp | Novel coelenterazine substrates and methods of use |
| JP6067019B2 (ja) | 2011-09-02 | 2017-01-25 | プロメガ コーポレイションＰｒｏｍｅｇａ Ｃｏｒｐｏｒａｔｉｏｎ | 代謝的に活性な細胞の酸化還元状態を評価するための化合物及び方法、ならびにｎａｄ（ｐ）／ｎａｄ（ｐ）ｈを測定するための方法 |
| WO2013078244A1 (en) * | 2011-11-21 | 2013-05-30 | Promega Corporation | Carboxy x rhodamine analogs |
| KR102292431B1 (ko) | 2012-12-12 | 2021-08-20 | 프로메가 코포레이션 | 세포내 생물발광 공명 에너지 전이를 이용하여 생물활성제에 의한 세포 표적 결합의 인식 |
-
2017
- 2017-11-01 JP JP2019523623A patent/JP7200102B2/ja active Active
- 2017-11-01 EP EP17817316.7A patent/EP3535270B3/en active Active
- 2017-11-01 EP EP22186895.3A patent/EP4144738A1/en active Pending
- 2017-11-01 US US15/800,649 patent/US10280447B2/en active Active
- 2017-11-01 WO PCT/US2017/059495 patent/WO2018085367A1/en not_active Ceased
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