CA2353576A1 - Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs utilisations - Google Patents
Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs utilisations Download PDFInfo
- Publication number
- CA2353576A1 CA2353576A1 CA002353576A CA2353576A CA2353576A1 CA 2353576 A1 CA2353576 A1 CA 2353576A1 CA 002353576 A CA002353576 A CA 002353576A CA 2353576 A CA2353576 A CA 2353576A CA 2353576 A1 CA2353576 A1 CA 2353576A1
- Authority
- CA
- Canada
- Prior art keywords
- nucleic acid
- transfer agents
- hydrophilic
- amino
- mmol
- 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.)
- Abandoned
Links
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- 108020004707 nucleic acids Proteins 0.000 title claims abstract description 89
- 150000007523 nucleic acids Chemical class 0.000 title claims abstract description 85
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 79
- 239000000203 mixture Substances 0.000 title claims abstract description 66
- 238000012546 transfer Methods 0.000 claims abstract description 92
- 125000001424 substituent group Chemical group 0.000 claims abstract description 17
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 12
- 125000006850 spacer group Chemical group 0.000 claims abstract description 10
- -1 hydroxy, amino Chemical group 0.000 claims description 62
- 108090000623 proteins and genes Proteins 0.000 claims description 52
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 51
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 108091034117 Oligonucleotide Proteins 0.000 claims description 17
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- 239000001257 hydrogen Substances 0.000 claims description 15
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- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 4
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- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 3
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 claims description 3
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- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 claims description 3
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- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 3
- 230000000692 anti-sense effect Effects 0.000 claims description 3
- 230000033228 biological regulation Effects 0.000 claims description 3
- 229930182830 galactose Natural products 0.000 claims description 3
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 239000008101 lactose Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229940063673 spermidine Drugs 0.000 claims description 3
- ZFTFOHBYVDOAMH-XNOIKFDKSA-N (2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxymethyl]-2-(hydroxymethyl)oxolane-2,3,4-triol Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(OC[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 ZFTFOHBYVDOAMH-XNOIKFDKSA-N 0.000 claims description 2
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- LRYZPFWEZHSTHD-HEFFAWAOSA-O 2-[[(e,2s,3r)-2-formamido-3-hydroxyoctadec-4-enoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium Chemical class CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](NC=O)COP(O)(=O)OCC[N+](C)(C)C LRYZPFWEZHSTHD-HEFFAWAOSA-O 0.000 claims description 2
- ZXWQZGROTQMXME-WXUJBLQXSA-N 2-hydroxy-n-[(e,2s,3r)-3-hydroxy-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]tetracosanamide Chemical class CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O ZXWQZGROTQMXME-WXUJBLQXSA-N 0.000 claims description 2
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- 102100021010 Nucleolin Human genes 0.000 claims description 2
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- 235000011008 sodium phosphates Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical class [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 1
- 230000002103 transcriptional effect Effects 0.000 description 1
- 239000012581 transferrin Substances 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- GHVWODLSARFZKM-UHFFFAOYSA-N trimethyl-[3-methyl-3-(prop-2-enoylamino)butyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCC(C)(C)NC(=O)C=C GHVWODLSARFZKM-UHFFFAOYSA-N 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K48/00—Medicinal preparations containing genetic material which is inserted into cells of the living body to treat genetic diseases; Gene therapy
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/87—Introduction of foreign genetic material using processes not otherwise provided for, e.g. co-transformation
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Genetics & Genomics (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Biochemistry (AREA)
- Zoology (AREA)
- Biomedical Technology (AREA)
- Wood Science & Technology (AREA)
- General Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Plant Pathology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Microbiology (AREA)
- Biophysics (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9815309A FR2786700B1 (fr) | 1998-12-03 | 1998-12-03 | Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs utilisations |
| FR98/15309 | 1998-12-03 | ||
| US11718499P | 1999-01-26 | 1999-01-26 | |
| US60/117,184 | 1999-01-26 | ||
| PCT/FR1999/002995 WO2000032803A2 (fr) | 1998-12-03 | 1999-12-02 | Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs utilisations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2353576A1 true CA2353576A1 (fr) | 2000-06-08 |
Family
ID=26234691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002353576A Abandoned CA2353576A1 (fr) | 1998-12-03 | 1999-12-02 | Nouveaux agents de transfert d'acides nucleiques, compositions les contenant et leurs utilisations |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1137793A2 (cs) |
| JP (1) | JP2002531468A (cs) |
| KR (1) | KR20010101116A (cs) |
| CN (1) | CN1348498A (cs) |
| AU (1) | AU772033B2 (cs) |
| BR (1) | BR9915897A (cs) |
| CA (1) | CA2353576A1 (cs) |
| CZ (1) | CZ20011909A3 (cs) |
| HU (1) | HUP0200345A3 (cs) |
| IL (1) | IL142704A0 (cs) |
| NO (1) | NO20012684L (cs) |
| PL (1) | PL348513A1 (cs) |
| WO (1) | WO2000032803A2 (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2805271B1 (fr) * | 2000-02-18 | 2002-04-26 | Aventis Pharma Sa | Procede de preparation de polyalkylenimines fonctionnalises, compositions les contenant et leurs utilisations |
| JP2005080598A (ja) * | 2003-09-10 | 2005-03-31 | Japan Science & Technology Agency | β−１，３−グルカン誘導体を用いるプラスミドＤＮＡの導入法 |
| CN103820320B (zh) * | 2013-06-25 | 2017-03-15 | 宁波有成生物医药科技有限公司 | 一种非冻型rna保护液 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU4690596A (en) * | 1994-12-30 | 1996-07-24 | Chiron Viagene, Inc. | Nucleic acid condensing agents with reduced immunogenicity |
| FR2730637B1 (fr) * | 1995-02-17 | 1997-03-28 | Rhone Poulenc Rorer Sa | Composition pharmaceutique contenant des acides nucleiques, et ses utilisations |
| US5948681A (en) * | 1996-08-14 | 1999-09-07 | Children's Hospital Of Philadelphia | Non-viral vehicles for use in gene transfer |
-
1999
- 1999-12-02 WO PCT/FR1999/002995 patent/WO2000032803A2/fr not_active Application Discontinuation
- 1999-12-02 KR KR1020017006897A patent/KR20010101116A/ko not_active Withdrawn
- 1999-12-02 CZ CZ20011909A patent/CZ20011909A3/cs unknown
- 1999-12-02 BR BR9915897-3A patent/BR9915897A/pt not_active IP Right Cessation
- 1999-12-02 HU HU0200345A patent/HUP0200345A3/hu unknown
- 1999-12-02 CA CA002353576A patent/CA2353576A1/fr not_active Abandoned
- 1999-12-02 PL PL99348513A patent/PL348513A1/xx not_active Application Discontinuation
- 1999-12-02 EP EP99958234A patent/EP1137793A2/fr not_active Withdrawn
- 1999-12-02 IL IL14270499A patent/IL142704A0/xx unknown
- 1999-12-02 CN CN99813646A patent/CN1348498A/zh active Pending
- 1999-12-02 AU AU15646/00A patent/AU772033B2/en not_active Ceased
- 1999-12-02 JP JP2000585434A patent/JP2002531468A/ja not_active Withdrawn
-
2001
- 2001-05-31 NO NO20012684A patent/NO20012684L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU772033B2 (en) | 2004-04-08 |
| WO2000032803A3 (fr) | 2000-10-12 |
| PL348513A1 (en) | 2002-06-03 |
| EP1137793A2 (fr) | 2001-10-04 |
| KR20010101116A (ko) | 2001-11-14 |
| IL142704A0 (en) | 2002-03-10 |
| JP2002531468A (ja) | 2002-09-24 |
| HUP0200345A3 (en) | 2003-12-29 |
| HUP0200345A2 (hu) | 2002-05-29 |
| BR9915897A (pt) | 2001-08-21 |
| AU1564600A (en) | 2000-06-19 |
| CZ20011909A3 (cs) | 2001-09-12 |
| NO20012684D0 (no) | 2001-05-31 |
| WO2000032803A2 (fr) | 2000-06-08 |
| CN1348498A (zh) | 2002-05-08 |
| NO20012684L (no) | 2001-07-30 |
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