JP2015521616A5 - - Google Patents
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- JP2015521616A5 JP2015521616A5 JP2015517861A JP2015517861A JP2015521616A5 JP 2015521616 A5 JP2015521616 A5 JP 2015521616A5 JP 2015517861 A JP2015517861 A JP 2015517861A JP 2015517861 A JP2015517861 A JP 2015517861A JP 2015521616 A5 JP2015521616 A5 JP 2015521616A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- group
- substrate
- functionalized
- labeled
- 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.)
- Pending
Links
- 238000002372 labelling Methods 0.000 claims description 26
- -1 iodo, chloro, silyl Chemical group 0.000 claims description 19
- 108091034117 Oligonucleotide Proteins 0.000 claims description 10
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 8
- 229960002685 biotin Drugs 0.000 claims description 4
- 235000020958 biotin Nutrition 0.000 claims description 4
- 239000011616 biotin Substances 0.000 claims description 4
- 239000011859 microparticle Substances 0.000 claims description 4
- 150000008300 phosphoramidites Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims 66
- 239000000758 substrate Substances 0.000 claims 52
- 125000001424 substituent group Chemical group 0.000 claims 31
- 238000000034 method Methods 0.000 claims 29
- 125000004093 cyano group Chemical group *C#N 0.000 claims 26
- 125000001072 heteroaryl group Chemical group 0.000 claims 19
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims 18
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 15
- 229910052717 sulfur Inorganic materials 0.000 claims 15
- 239000011593 sulfur Substances 0.000 claims 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 125000001153 fluoro group Chemical group F* 0.000 claims 12
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 12
- 229910052698 phosphorus Inorganic materials 0.000 claims 12
- 239000011574 phosphorus Substances 0.000 claims 12
- 125000006850 spacer group Chemical group 0.000 claims 12
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims 11
- 150000001413 amino acids Chemical class 0.000 claims 9
- 125000005647 linker group Chemical group 0.000 claims 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 9
- 108090000765 processed proteins & peptides Proteins 0.000 claims 9
- 108090000623 proteins and genes Proteins 0.000 claims 9
- 102000004169 proteins and genes Human genes 0.000 claims 9
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 claims 8
- 239000002777 nucleoside Substances 0.000 claims 8
- 125000003835 nucleoside group Chemical group 0.000 claims 8
- 239000002773 nucleotide Substances 0.000 claims 8
- 125000003729 nucleotide group Chemical group 0.000 claims 8
- 108091033319 polynucleotide Proteins 0.000 claims 8
- 102000040430 polynucleotide Human genes 0.000 claims 8
- 239000002157 polynucleotide Substances 0.000 claims 8
- 102000004196 processed proteins & peptides Human genes 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 7
- 125000001188 haloalkyl group Chemical group 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 239000001301 oxygen Substances 0.000 claims 7
- 239000000523 sample Substances 0.000 claims 6
- 238000003556 assay Methods 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 238000006467 substitution reaction Methods 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 235000000346 sugar Nutrition 0.000 claims 4
- 150000008163 sugars Chemical class 0.000 claims 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 150000001720 carbohydrates Chemical class 0.000 claims 3
- 235000014633 carbohydrates Nutrition 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 238000007812 electrochemical assay Methods 0.000 claims 3
- 239000002105 nanoparticle Substances 0.000 claims 3
- 108020004707 nucleic acids Proteins 0.000 claims 3
- 102000039446 nucleic acids Human genes 0.000 claims 3
- 150000007523 nucleic acids Chemical class 0.000 claims 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 238000003149 assay kit Methods 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 2
- 108091093088 Amplicon Proteins 0.000 claims 1
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims 1
- 108020004711 Nucleic Acid Probes Proteins 0.000 claims 1
- 125000005103 alkyl silyl group Chemical group 0.000 claims 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 230000000295 complement effect Effects 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 238000009396 hybridization Methods 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- 125000005439 maleimidyl group Chemical group C1(C=CC(N1*)=O)=O 0.000 claims 1
- 239000002853 nucleic acid probe Substances 0.000 claims 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000000061 phosphanyl group Chemical group [H]P([H])* 0.000 claims 1
- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 claims 1
- SXADIBFZNXBEGI-UHFFFAOYSA-N phosphoramidous acid Chemical group NP(O)O SXADIBFZNXBEGI-UHFFFAOYSA-N 0.000 claims 1
- 230000008684 selective degradation Effects 0.000 claims 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 1
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1211157.1A GB201211157D0 (en) | 2012-06-22 | 2012-06-22 | Novel compounds and their use in analytical methods |
| GB1211157.1 | 2012-06-22 | ||
| PCT/GB2013/051643 WO2013190328A1 (en) | 2012-06-22 | 2013-06-21 | 1,1 '-[[(substituted alkyl)imino]bis(alkylene)]bis-ferrocenes and their use in i electrochemical assays by labelling substrates of interest |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2015521616A JP2015521616A (ja) | 2015-07-30 |
| JP2015521616A5 true JP2015521616A5 (https=) | 2017-09-28 |
Family
ID=46704099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015517861A Pending JP2015521616A (ja) | 2012-06-22 | 2013-06-21 | １，１’−［［（置換アルキル）イミノ］ビス（アルキレン）］ビス−フェロセン及び目的とする基質を標識することによるｉ電気化学アッセイにおけるそれらの使用 |
Country Status (11)
| Country | Link |
|---|---|
| US (7) | US20150293107A1 (https=) |
| EP (2) | EP2864342B1 (https=) |
| JP (1) | JP2015521616A (https=) |
| CN (1) | CN104781269B (https=) |
| AU (1) | AU2013279049B2 (https=) |
| BR (1) | BR112014032198A2 (https=) |
| CA (1) | CA2877220A1 (https=) |
| EA (1) | EA201590067A1 (https=) |
| ES (1) | ES2895525T3 (https=) |
| GB (1) | GB201211157D0 (https=) |
| WO (1) | WO2013190328A1 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201021896D0 (en) * | 2010-12-22 | 2011-02-02 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
| GB201211157D0 (en) * | 2012-06-22 | 2012-08-08 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
| GB201312995D0 (en) | 2013-07-19 | 2013-09-04 | Atlas Genetics Ltd | Methods and kits for specific nucleic acid amplification and detection |
| GB2516669B (en) | 2013-07-29 | 2015-09-09 | Atlas Genetics Ltd | A method for processing a liquid sample in a fluidic cartridge |
| GB2516675A (en) | 2013-07-29 | 2015-02-04 | Atlas Genetics Ltd | A valve which depressurises, and a valve system |
| GB2516672B (en) | 2013-07-29 | 2015-05-20 | Atlas Genetics Ltd | A system and method for expelling liquid from a fluidic cartridge |
| GB2516667A (en) | 2013-07-29 | 2015-02-04 | Atlas Genetics Ltd | An improved cartridge, cartridge reader and method for preventing reuse |
| GB2516666B (en) | 2013-07-29 | 2015-09-09 | Atlas Genetics Ltd | Fluidic cartridge for nucleic acid amplification and detection |
| WO2015052516A1 (en) * | 2013-10-08 | 2015-04-16 | Atlas Genetics Limited | Labelling compounds and their use in assays |
| GB201416459D0 (en) | 2014-09-17 | 2014-10-29 | Atlas Genetics Ltd | Detection method |
| GB2531615B (en) | 2015-02-02 | 2017-11-22 | Atlas Genetics Ltd | Instrument for performing a diagnostic test on a fluidic cartridge |
| GB201501705D0 (en) | 2015-02-02 | 2015-03-18 | Atlas Genetics Ltd | Instrument for performing a diagnostic test on a fluidic cartridge |
| GB2530596B (en) | 2015-02-02 | 2016-08-24 | Atlas Genetics Ltd | Improved blister assembly |
| GB2531616B (en) | 2015-02-02 | 2017-11-22 | Atlas Genetics Ltd | Instrument for performing a diagnostic test on a fluidic cartridge |
| CN107827936B (zh) * | 2017-11-23 | 2019-10-29 | 南京工业大学 | 二茂铁硒醚衍生物的制备及其应用 |
| CN114349800B (zh) * | 2021-12-08 | 2023-08-15 | 深圳清华大学研究院 | 一种二茂铁衍生物及其合成方法和应用 |
| CN118359781B (zh) * | 2023-01-19 | 2025-10-24 | 南开大学 | 含二茂铁基团的聚合物、其制备方法及其用途 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ291280B6 (cs) * | 1995-04-11 | 2003-01-15 | Syngenta Participations Ag | Ferroceny a způsoby jejich přípravy |
| GB0205455D0 (en) * | 2002-03-07 | 2002-04-24 | Molecular Sensing Plc | Nucleic acid probes, their synthesis and use |
| GB0316075D0 (en) | 2003-07-09 | 2003-08-13 | Molecular Sensing Plc | Protease detection assay |
| EP1874786A2 (de) * | 2005-04-28 | 2008-01-09 | Solvias AG | Mehrfach substituierte ferrocene |
| GB0922097D0 (en) * | 2009-12-17 | 2010-02-03 | Atlas Genetics Ltd | Microbial assay |
| GB201021896D0 (en) | 2010-12-22 | 2011-02-02 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
| GB201211157D0 (en) * | 2012-06-22 | 2012-08-08 | Atlas Genetics Ltd | Novel compounds and their use in analytical methods |
-
2012
- 2012-06-22 GB GBGB1211157.1A patent/GB201211157D0/en not_active Ceased
-
2013
- 2013-06-21 BR BR112014032198A patent/BR112014032198A2/pt not_active Application Discontinuation
- 2013-06-21 EP EP13731474.6A patent/EP2864342B1/en active Active
- 2013-06-21 JP JP2015517861A patent/JP2015521616A/ja active Pending
- 2013-06-21 EA EA201590067A patent/EA201590067A1/ru unknown
- 2013-06-21 EP EP21188839.1A patent/EP3974435B1/en active Active
- 2013-06-21 CA CA2877220A patent/CA2877220A1/en not_active Abandoned
- 2013-06-21 AU AU2013279049A patent/AU2013279049B2/en not_active Ceased
- 2013-06-21 CN CN201380043830.6A patent/CN104781269B/zh not_active Expired - Fee Related
- 2013-06-21 US US14/410,296 patent/US20150293107A1/en not_active Abandoned
- 2013-06-21 WO PCT/GB2013/051643 patent/WO2013190328A1/en not_active Ceased
- 2013-06-21 ES ES13731474T patent/ES2895525T3/es active Active
-
2018
- 2018-02-27 US US15/906,241 patent/US10502744B2/en active Active
- 2018-06-19 US US16/012,219 patent/US10613095B2/en active Active
-
2019
- 2019-10-25 US US16/664,306 patent/US10837967B2/en active Active
-
2020
- 2020-11-16 US US17/099,290 patent/US11808768B2/en active Active
-
2023
- 2023-10-12 US US18/485,575 patent/US12111320B2/en active Active
-
2024
- 2024-10-07 US US18/907,877 patent/US20250044297A1/en active Pending
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