JP2011505826A5 - - Google Patents
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- Publication number
- JP2011505826A5 JP2011505826A5 JP2010537590A JP2010537590A JP2011505826A5 JP 2011505826 A5 JP2011505826 A5 JP 2011505826A5 JP 2010537590 A JP2010537590 A JP 2010537590A JP 2010537590 A JP2010537590 A JP 2010537590A JP 2011505826 A5 JP2011505826 A5 JP 2011505826A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- polyamine
- sirna
- rna
- aromatic amino
- 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
Links
- 108020004459 Small interfering RNA Proteins 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 23
- 239000002609 medium Substances 0.000 claims description 15
- 229920002873 Polyethylenimine Polymers 0.000 claims description 11
- 108091027967 Small hairpin RNA Proteins 0.000 claims description 11
- 239000004055 small Interfering RNA Substances 0.000 claims description 10
- 238000001890 transfection Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- 230000009368 gene silencing by RNA Effects 0.000 claims description 6
- 239000013612 plasmid Substances 0.000 claims description 6
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 238000003786 synthesis reaction Methods 0.000 claims description 4
- 239000013598 vector Substances 0.000 claims description 4
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 3
- 239000002679 microRNA Substances 0.000 claims description 3
- 108700011259 MicroRNAs Proteins 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 229920000768 polyamine Polymers 0.000 claims 12
- -1 aromatic amino acids Chemical class 0.000 claims 10
- 239000002924 silencing RNA Substances 0.000 claims 10
- 108091032973 (ribonucleotides)n+m Proteins 0.000 claims 4
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims 4
- 108010039918 Polylysine Proteins 0.000 claims 4
- 229920000083 poly(allylamine) Polymers 0.000 claims 4
- 229920000656 polylysine Polymers 0.000 claims 4
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims 4
- 108091030071 RNAI Proteins 0.000 claims 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- 108700019146 Transgenes Proteins 0.000 claims 2
- 230000000692 anti-sense effect Effects 0.000 claims 2
- 239000000872 buffer Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 238000000338 in vitro Methods 0.000 claims 2
- WRADPCFZZWXOTI-BMRADRMJSA-N (9E)-10-nitrooctadecenoic acid Chemical compound CCCCCCCC\C([N+]([O-])=O)=C/CCCCCCCC(O)=O WRADPCFZZWXOTI-BMRADRMJSA-N 0.000 claims 1
- 108091032955 Bacterial small RNA Proteins 0.000 claims 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
- 229920001661 Chitosan Polymers 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000001464 adherent effect Effects 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 239000007853 buffer solution Substances 0.000 claims 1
- 239000000412 dendrimer Substances 0.000 claims 1
- 229920000736 dendritic polymer Polymers 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 150000004676 glycans Chemical class 0.000 claims 1
- 108091070501 miRNA Proteins 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 150000002772 monosaccharides Chemical class 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000000914 phenoxymethylpenicillanyl group Chemical group CC1(S[C@H]2N([C@H]1C(=O)*)C([C@H]2NC(COC2=CC=CC=C2)=O)=O)C 0.000 claims 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims 1
- 229920000724 poly(L-arginine) polymer Polymers 0.000 claims 1
- 108010011110 polyarginine Proteins 0.000 claims 1
- 229920002704 polyhistidine Polymers 0.000 claims 1
- 108010055896 polyornithine Proteins 0.000 claims 1
- 229920002714 polyornithine Polymers 0.000 claims 1
- 229920001282 polysaccharide Polymers 0.000 claims 1
- 239000005017 polysaccharide Substances 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 102000004196 processed proteins & peptides Human genes 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000012228 RNA interference-mediated gene silencing Methods 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000008363 phosphate buffer Substances 0.000 description 4
- 238000000799 fluorescence microscopy Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 2
- 210000004748 cultured cell Anatomy 0.000 description 2
- 230000003834 intracellular effect Effects 0.000 description 2
- 210000004962 mammalian cell Anatomy 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- 230000003612 virological effect Effects 0.000 description 2
- XQHBVDYVZRCWCB-NSHDSACASA-N (2S)-2-amino-3-[4-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]propanoic acid Chemical compound C(=O)(OC(C)(C)C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1 XQHBVDYVZRCWCB-NSHDSACASA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- HJCMDXDYPOUFDY-WHFBIAKZSA-N Ala-Gln Chemical compound C[C@H](N)C(=O)N[C@H](C(O)=O)CCC(N)=O HJCMDXDYPOUFDY-WHFBIAKZSA-N 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 208000026350 Inborn Genetic disease Diseases 0.000 description 1
- 108060001084 Luciferase Proteins 0.000 description 1
- 239000005089 Luciferase Substances 0.000 description 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 description 1
- NFVNYBJCJGKVQK-ZDUSSCGKSA-N N-[(Tert-butoxy)carbonyl]-L-tryptophan Chemical compound C1=CC=C2C(C[C@H](NC(=O)OC(C)(C)C)C(O)=O)=CNC2=C1 NFVNYBJCJGKVQK-ZDUSSCGKSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- 101000622060 Photinus pyralis Luciferin 4-monooxygenase Proteins 0.000 description 1
- 239000012980 RPMI-1640 medium Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000006143 cell culture medium Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 210000003527 eukaryotic cell Anatomy 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 238000003197 gene knockdown Methods 0.000 description 1
- 230000030279 gene silencing Effects 0.000 description 1
- 238000012226 gene silencing method Methods 0.000 description 1
- 208000016361 genetic disease Diseases 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 201000005202 lung cancer Diseases 0.000 description 1
- 208000020816 lung neoplasm Diseases 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000013600 plasmid vector Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003153 stable transfection Methods 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 239000013603 viral vector Substances 0.000 description 1
- 238000003260 vortexing Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1335807P | 2007-12-13 | 2007-12-13 | |
| US61/013,358 | 2007-12-13 | ||
| PCT/IB2008/055256 WO2009074970A2 (en) | 2007-12-13 | 2008-12-12 | Means for delivery of nucleic acids active for gene silencing using synthetic polymers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011505826A JP2011505826A (ja) | 2011-03-03 |
| JP2011505826A5 true JP2011505826A5 (enExample) | 2011-12-15 |
| JP5802389B2 JP5802389B2 (ja) | 2015-10-28 |
Family
ID=40561891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010537590A Active JP5802389B2 (ja) | 2007-12-13 | 2008-12-12 | 合成ポリマーを用いた遺伝子サイレンシングに活性な核酸を送達する手段 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20100297756A1 (enExample) |
| EP (1) | EP2229445B1 (enExample) |
| JP (1) | JP5802389B2 (enExample) |
| KR (1) | KR101590652B1 (enExample) |
| CN (1) | CN101952434B (enExample) |
| CA (1) | CA2708354C (enExample) |
| IL (1) | IL206310A (enExample) |
| WO (1) | WO2009074970A2 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2552460A1 (en) | 2010-03-29 | 2013-02-06 | Universite De Strasbourg | Polymers for delivering molecules of interest |
| KR101223483B1 (ko) * | 2010-09-10 | 2013-01-17 | 한국과학기술연구원 | 전하결합 및 생분해성 공유결합으로 동시에 연결된 고분자―ｓｉＲＮＡ 나노입자 전달체 |
| KR101497668B1 (ko) * | 2012-09-28 | 2015-03-03 | 한양대학교 산학협력단 | 전신 순환을 위한 짧은 간섭 rna 유전자 전달체 |
| WO2014051318A2 (ko) * | 2012-09-28 | 2014-04-03 | 한양대학교 산학협력단 | 전신 순환을 위한 짧은 간섭 rna 유전자 전달체 |
| EP4085930A1 (en) | 2012-10-05 | 2022-11-09 | BioNTech Delivery Technologies GmbH | Hydroxylated polyamine derivatives as transfection reagents for rna |
| CN104703629B (zh) | 2012-10-08 | 2020-12-01 | 生物技术传送科技有限责任公司 | 作为转染试剂的羧化多胺衍生物 |
| CN103087314B (zh) * | 2013-02-01 | 2015-02-18 | 同济大学 | 生物可降解聚氨酯基因转染试剂的制备方法 |
| CN107805643B (zh) * | 2017-09-15 | 2020-12-08 | 四川大学 | 靶向抑制沙门氏菌耐药外排泵基因acrA的siRNA-DNA纳米系统及其制备方法 |
| BR112022002149A2 (pt) * | 2019-08-05 | 2022-04-19 | Polyplus Transfection | Composição adequada para transfectar uma molécula de ácido nucleico em uma célula, métodos para transfecção in vitro ou ex vivo de células vivas e para a produção e usos in vitro ou ex vivo da composição |
| DE102020114183B4 (de) | 2020-05-27 | 2022-07-14 | Universität Leipzig Dezernat Forschung und Transfer | Mittel zur transfektion von nukleinsäuren in zellen |
| CN112195193A (zh) * | 2020-09-30 | 2021-01-08 | 上海交通大学 | 单链dna在基因转染中的应用 |
| US20240327830A1 (en) * | 2022-02-28 | 2024-10-03 | Northwestern University | Dise-inducing srna-polyplexes and srna-lipopolyplexes and methods of using the same to treat cancer |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7427394B2 (en) * | 2000-10-10 | 2008-09-23 | Massachusetts Institute Of Technology | Biodegradable poly(β-amino esters) and uses thereof |
| US7601367B2 (en) * | 2002-05-28 | 2009-10-13 | Mirus Bio Llc | Compositions and processes using siRNA, amphipathic compounds and polycations |
| EP1546173A4 (en) * | 2002-08-06 | 2006-05-31 | Intradigm Corp | METHOD FOR DOWNSTREGULATING THE EXPRESSION OF TARGET GENES IN VIVO BY INCLUDING INTERFERING RNA |
| JP2006517793A (ja) * | 2003-01-31 | 2006-08-03 | ノバルティス アクチエンゲゼルシャフト | スクリーニングアッセイ |
| JP2007502129A (ja) * | 2003-05-09 | 2007-02-08 | ユニヴァーシティ オヴ ピッツバーグ オヴ ザ コモンウェルス システム オヴ ハイアー エデュケーション | 短鎖干渉ｒｎａライブラリーならびに合成および使用の方法 |
| SG190613A1 (en) * | 2003-07-16 | 2013-06-28 | Protiva Biotherapeutics Inc | Lipid encapsulated interfering rna |
| WO2005059111A2 (en) * | 2003-12-17 | 2005-06-30 | The Trustees Of Columbia University In The City Of New York | DELIVERY OF DNA OR RNA VIA GAP JUNCTIONS FROM HOST CELLS TO TARGET CELLS AND A CELL-BASED DELIVERY SYSTEM FOR ANTISENSE OR SiRNA |
| JP2008527993A (ja) * | 2005-01-24 | 2008-07-31 | アヴァリス・アクチエボラーグ | 特異性及び送達の改善のためのｓｉＲＮＡ分子、ｓｈＲＮＡ分子又はアンチセンス分子及び機能的実体を含む複合体 |
| US20100310670A1 (en) * | 2005-09-02 | 2010-12-09 | Takeda Pharmaceutical Company Limited | Sustained-release microsphere containing short chain deoxyribonucleic acid or short chain ribonucleic acid and method of producing the same |
| KR100863405B1 (ko) * | 2005-09-12 | 2008-10-14 | 주식회사 대웅 | 암 진단 마커 및 이의 이용 |
| JP2007119396A (ja) * | 2005-10-28 | 2007-05-17 | Hosokawa Funtai Gijutsu Kenkyusho:Kk | 核酸化合物封入ナノ粒子を含む経肺投与用医薬製剤 |
| GB0613753D0 (en) * | 2006-07-11 | 2006-08-23 | Norwegian Radium Hospital Res | Method |
| CN101085356A (zh) * | 2007-06-21 | 2007-12-12 | 中国科学院长春应用化学研究所 | 一种非病毒基因转染载体、其与质粒dna复合物颗粒及制备方法和用法 |
-
2008
- 2008-12-12 EP EP08860093A patent/EP2229445B1/en active Active
- 2008-12-12 US US12/735,031 patent/US20100297756A1/en not_active Abandoned
- 2008-12-12 CN CN200880125788.1A patent/CN101952434B/zh active Active
- 2008-12-12 KR KR1020107015535A patent/KR101590652B1/ko active Active
- 2008-12-12 CA CA2708354A patent/CA2708354C/en active Active
- 2008-12-12 JP JP2010537590A patent/JP5802389B2/ja active Active
- 2008-12-12 WO PCT/IB2008/055256 patent/WO2009074970A2/en not_active Ceased
-
2010
- 2010-06-10 IL IL206310A patent/IL206310A/en active IP Right Grant
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