DD141836A5 - Verfahren zur herstellung von polynucleotiden mit bestimmter sequenz - Google Patents

Verfahren zur herstellung von polynucleotiden mit bestimmter sequenz Download PDF

Info

Publication number: DD141836A5
Authority: DD; German Democratic Republic
Prior art keywords: item; building block; group; chlorophenyl; coupling
Prior art date: 1977-11-08

Application number

DD78208919A

Other languages

German (de)

English (en)

Inventor

Keiichi Itakura

Original Assignee

Genentech Inc

Priority date (The priority date 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 date listed.)

1977-11-08

Filing date

1978-11-07

Publication date

1980-05-21

1978-11-07 Application filed by Genentech Inc filed Critical Genentech Inc

1980-05-21 Publication of DD141836A5 publication Critical patent/DD141836A5/de

Links

238000000034 method Methods 0.000 title claims description 55
230000008569 process Effects 0.000 title claims description 11
102000040430 polynucleotide Human genes 0.000 title claims description 4
108091033319 polynucleotide Proteins 0.000 title claims description 4
239000002157 polynucleotide Substances 0.000 title claims description 4
238000004519 manufacturing process Methods 0.000 title description 3
238000005859 coupling reaction Methods 0.000 claims description 27
239000002773 nucleotide Substances 0.000 claims description 25
125000003729 nucleotide group Chemical group 0.000 claims description 25
-1 tetrahydropyrenyl Chemical group 0.000 claims description 16
150000001875 compounds Chemical class 0.000 claims description 14
230000008878 coupling Effects 0.000 claims description 13
238000010168 coupling process Methods 0.000 claims description 13
239000007822 coupling agent Substances 0.000 claims description 10
OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims description 10
UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 claims description 10
RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 claims description 10
125000002103 4,4'-dimethoxytriphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)(C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H])C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 9
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 7
229930024421 Adenine Natural products 0.000 claims description 5
GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims description 5
229960000643 adenine Drugs 0.000 claims description 5
229940104302 cytosine Drugs 0.000 claims description 5
239000002777 nucleoside Substances 0.000 claims description 5
125000000962 organic group Chemical group 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
229940113082 thymine Drugs 0.000 claims description 5
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
150000003833 nucleoside derivatives Chemical class 0.000 claims description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
230000002378 acidificating effect Effects 0.000 claims description 3
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 claims 1
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
108091034117 Oligonucleotide Proteins 0.000 description 22
239000000047 product Substances 0.000 description 21
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 description 16
230000015572 biosynthetic process Effects 0.000 description 15
108020004414 DNA Proteins 0.000 description 13
102000053602 DNA Human genes 0.000 description 13
239000000376 reactant Substances 0.000 description 11
229940124276 oligodeoxyribonucleotide Drugs 0.000 description 10
239000011541 reaction mixture Substances 0.000 description 10
125000001424 substituent group Chemical group 0.000 description 10
238000006243 chemical reaction Methods 0.000 description 9
125000006239 protecting group Chemical group 0.000 description 9
238000003786 synthesis reaction Methods 0.000 description 9
150000005691 triesters Chemical class 0.000 description 9
239000013638 trimer Substances 0.000 description 8
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
150000005690 diesters Chemical class 0.000 description 5
238000000746 purification Methods 0.000 description 5
238000000926 separation method Methods 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
150000001413 amino acids Chemical class 0.000 description 4
239000012634 fragment Substances 0.000 description 4
230000006872 improvement Effects 0.000 description 4
229910019142 PO4 Inorganic materials 0.000 description 3
125000003277 amino group Chemical group 0.000 description 3
229940125904 compound 1 Drugs 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 3
229920001184 polypeptide Polymers 0.000 description 3
108090000765 processed proteins & peptides Proteins 0.000 description 3
102000004196 processed proteins & peptides Human genes 0.000 description 3
229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
235000017557 sodium bicarbonate Nutrition 0.000 description 3
238000004809 thin layer chromatography Methods 0.000 description 3
108020004705 Codon Proteins 0.000 description 2
GUBGYTABKSRVRQ-WFVLMXAXSA-N DEAE-cellulose Chemical compound OC1C(O)C(O)C(CO)O[C@H]1O[C@@H]1C(CO)OC(O)C(O)C1O GUBGYTABKSRVRQ-WFVLMXAXSA-N 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000007423 decrease Effects 0.000 description 2
238000000605 extraction Methods 0.000 description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
239000000813 peptide hormone Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
238000005055 short column chromatography Methods 0.000 description 2
239000007858 starting material Substances 0.000 description 2
230000002194 synthesizing effect Effects 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
JAPYIBBSTJFDAK-UHFFFAOYSA-N 2,4,6-tri(propan-2-yl)benzenesulfonyl chloride Chemical compound CC(C)C1=CC(C(C)C)=C(S(Cl)(=O)=O)C(C(C)C)=C1 JAPYIBBSTJFDAK-UHFFFAOYSA-N 0.000 description 1
DTWKBHYZSSXPJO-UHFFFAOYSA-N 2-(benzenesulfonyl)-5-nitro-1h-imidazole Chemical compound [O-][N+](=O)C1=CNC(S(=O)(=O)C=2C=CC=CC=2)=N1 DTWKBHYZSSXPJO-UHFFFAOYSA-N 0.000 description 1
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
ZKHQWZAMYRWXGA-KQYNXXCUSA-N Adenosine triphosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N 0.000 description 1
ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
AVWFEPDJDKSISU-UHFFFAOYSA-N C(C)(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)S(=O)(=O)N1N=NN=[C-]1 Chemical compound C(C)(C)C1=C(C(=CC(=C1)C(C)C)C(C)C)S(=O)(=O)N1N=NN=[C-]1 AVWFEPDJDKSISU-UHFFFAOYSA-N 0.000 description 1
AEFXDGGNILQRDU-UHFFFAOYSA-N C1(=C(C(=CC(=C1)C)C)S(=O)(=O)N1N=NN=[C-]1)C Chemical compound C1(=C(C(=CC(=C1)C)C)S(=O)(=O)N1N=NN=[C-]1)C AEFXDGGNILQRDU-UHFFFAOYSA-N 0.000 description 1
MMRDVCBJYHBQOX-UHFFFAOYSA-N C1(=CC=CC=C1)S(=O)(=O)C1=[C-]N=NN1 Chemical compound C1(=CC=CC=C1)S(=O)(=O)C1=[C-]N=NN1 MMRDVCBJYHBQOX-UHFFFAOYSA-N 0.000 description 1
241000588724 Escherichia coli Species 0.000 description 1
239000004471 Glycine Substances 0.000 description 1
COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
102000015731 Peptide Hormones Human genes 0.000 description 1
108010038988 Peptide Hormones Proteins 0.000 description 1
101710135349 Venom phosphodiesterase Proteins 0.000 description 1
235000010716 Vigna mungo Nutrition 0.000 description 1
244000042295 Vigna mungo Species 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
229960001456 adenosine triphosphate Drugs 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
150000001793 charged compounds Chemical class 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000011097 chromatography purification Methods 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
230000029087 digestion Effects 0.000 description 1
238000010828 elution Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000001502 gel electrophoresis Methods 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000000873 masking effect Effects 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
102000039446 nucleic acids Human genes 0.000 description 1
108020004707 nucleic acids Proteins 0.000 description 1
150000007523 nucleic acids Chemical class 0.000 description 1
125000003835 nucleoside group Chemical group 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
239000002243 precursor Substances 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Engineering & Computer Science (AREA)
Biotechnology (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Saccharide Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

DD78208919A 1977-11-08 1978-11-07 Verfahren zur herstellung von polynucleotiden mit bestimmter sequenz DD141836A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US84960877A	1977-11-08	1977-11-08

Publications (1)

Publication Number	Publication Date
DD141836A5 true DD141836A5 (de)	1980-05-21

Family

ID=25306107

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD78208919A DD141836A5 (de)	1977-11-08	1978-11-07	Verfahren zur herstellung von polynucleotiden mit bestimmter sequenz

Country Status (22)

Country	Link
EP (1)	EP0002322A3 (fr)
JP (1)	JPS5473787A (fr)
AU (1)	AU4136078A (fr)
BE (1)	BE871781A (fr)
BR (1)	BR7807288A (fr)
DD (1)	DD141836A5 (fr)
DE (1)	DE2848054A1 (fr)
DK (1)	DK493678A (fr)
ES (1)	ES474850A1 (fr)
FI (1)	FI783364A7 (fr)
FR (1)	FR2407939A1 (fr)
GB (1)	GB2007670A (fr)
IL (1)	IL55893A0 (fr)
LU (1)	LU80483A1 (fr)
NL (1)	NL7811043A (fr)
NO (1)	NO783721L (fr)
OA (1)	OA06003A (fr)
PL (1)	PL210786A1 (fr)
PT (1)	PT68754A (fr)
SE (1)	SE7811459L (fr)
ZA (1)	ZA786303B (fr)
ZM (1)	ZM9478A1 (fr)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU527165B2 (en) *	1977-02-08	1983-02-17	Genentech Inc.	Method and means for microbial polypeptide expression; synthetic DNA and process therefor
US4342832A (en) *	1979-07-05	1982-08-03	Genentech, Inc.	Method of constructing a replicable cloning vehicle having quasi-synthetic genes
US4474947A (en) *	1982-04-08	1984-10-02	Biosearch	Benzazolides and their employment in phosphate ester oligonucleotide synthesis processes
JPS61152695A (ja) *	1984-12-26	1986-07-11	Nippon Shinyaku Co Ltd	長鎖ｄｎａの合成法
CN102282155B (zh)	2008-12-02	2017-06-09	日本波涛生命科学公司	磷原子修饰的核酸的合成方法
RU2612521C2 (ru)	2009-07-06	2017-03-09	Онтории, Инк.	Новые пролекарства нуклеиновых кислот и способы их применения
JP5868324B2 (ja)	2010-09-24	2016-02-24	株式会社Wave Life Sciences Japan	不斉補助基
CN103796657B (zh)	2011-07-19	2017-07-11	波涛生命科学有限公司	合成官能化核酸的方法
CA2879066C (fr)	2012-07-13	2019-08-13	Shin Nippon Biomedical Laboratories, Ltd.	Adjuvant d'acide nucleique chiral
PL2872485T3 (pl)	2012-07-13	2021-05-31	Wave Life Sciences Ltd.	Asymetryczna grupa pomocnicza
KR102213609B1 (ko)	2012-07-13	2021-02-08	웨이브 라이프 사이언시스 리미티드	키랄 제어
US10322173B2 (en)	2014-01-15	2019-06-18	Shin Nippon Biomedical Laboratories, Ltd.	Chiral nucleic acid adjuvant having anti-allergic activity, and anti-allergic agent
JPWO2015108048A1 (ja)	2014-01-15	2017-03-23	株式会社新日本科学	抗腫瘍作用を有するキラル核酸アジュバンド及び抗腫瘍剤
JPWO2015108047A1 (ja)	2014-01-15	2017-03-23	株式会社新日本科学	免疫誘導活性を有するキラル核酸アジュバンド及び免疫誘導活性剤
BR112016016400A2 (pt)	2014-01-16	2017-10-03	Wave Life Sciences Ltd	Composições de oligonucleotídeos quiralmente controlados, seu uso, sua composição farmacêutica, e métodos

1978
- 1978-09-06 BR BR7807288A patent/BR7807288A/pt unknown
- 1978-11-06 DK DK493678A patent/DK493678A/da unknown
- 1978-11-06 AU AU41360/78A patent/AU4136078A/en active Pending
- 1978-11-06 JP JP13721478A patent/JPS5473787A/ja active Pending
- 1978-11-06 BE BE1009120A patent/BE871781A/fr unknown
- 1978-11-06 EP EP78300595A patent/EP0002322A3/fr not_active Withdrawn
- 1978-11-06 NL NL7811043A patent/NL7811043A/xx not_active Application Discontinuation
- 1978-11-06 FI FI783364A patent/FI783364A7/fi unknown
- 1978-11-06 ES ES474850A patent/ES474850A1/es not_active Expired
- 1978-11-06 FR FR7831349A patent/FR2407939A1/fr not_active Withdrawn
- 1978-11-06 SE SE7811459A patent/SE7811459L/xx unknown
- 1978-11-06 GB GB7843445A patent/GB2007670A/en not_active Withdrawn
- 1978-11-06 IL IL55893A patent/IL55893A0/xx unknown
- 1978-11-06 DE DE19782848054 patent/DE2848054A1/de not_active Withdrawn
- 1978-11-06 NO NO783721A patent/NO783721L/no unknown
- 1978-11-07 PT PT68754A patent/PT68754A/pt unknown
- 1978-11-07 DD DD78208919A patent/DD141836A5/de unknown
- 1978-11-08 OA OA56653A patent/OA06003A/fr unknown
- 1978-11-08 ZA ZA00786303A patent/ZA786303B/xx unknown
- 1978-11-08 LU LU80483A patent/LU80483A1/fr unknown
- 1978-11-08 PL PL21078678A patent/PL210786A1/xx unknown
- 1978-11-08 ZM ZM94/78A patent/ZM9478A1/xx unknown

Also Published As

Publication number	Publication date
EP0002322A2 (fr)	1979-06-13
OA06003A (fr)	1981-06-30
ZM9478A1 (en)	1980-03-21
NL7811043A (nl)	1979-05-10
PT68754A (en)	1978-12-01
FI783364A7 (fi)	1979-05-09
LU80483A1 (fr)	1979-03-22
EP0002322A3 (fr)	1979-06-27
BE871781A (fr)	1979-05-07
AU4136078A (en)	1979-05-17
BR7807288A (pt)	1979-06-12
JPS5473787A (en)	1979-06-13
GB2007670A (en)	1979-05-23
DK493678A (da)	1979-07-12
SE7811459L (sv)	1979-05-09
ES474850A1 (es)	1979-12-01
NO783721L (no)	1979-05-09
ZA786303B (en)	1979-10-31
DE2848054A1 (de)	1979-05-10
PL210786A1 (pl)	1979-07-16
IL55893A0 (en)	1979-01-31
FR2407939A1 (fr)	1979-06-01

Publication	Publication Date	Title
EP0399330B1 (fr)	1994-12-28	Procédé amide-ester phosphoreux modifié pour la préparation d'acides nucléiques modifiés
EP0152459B1 (fr)	1988-11-02	Procede de fabrication d'oligonucleotides
DE3855055T2 (de)	1996-09-19	Chemische Blockierung durch Phosphithylierung während der Oligonukleotid-Synthese
DE3751947T2 (de)	1997-05-07	Nucleosidderivate und ihre Verwendung in der Oligonucleotid-Synthese
DE69131164T2 (de)	1999-11-18	Einführung selektiv spaltbarer stellen in oligonukleotidketten und reagenzien dafür
DE69125380T2 (de)	1997-08-28	Durch reduktion orthogonal entfernbare hydroxylschutzgruppen und ihre verwendung in der chemischen synthese von oligonukleotiden
DE3750080T2 (de)	1994-09-22	Deoxyribonucleosid-phosphoramidite und deren verwendung zur hertellung von oligonukleotiden.
DD141836A5 (de)	1980-05-21	Verfahren zur herstellung von polynucleotiden mit bestimmter sequenz
DE2943016C2 (de)	1984-09-06	Verfahren zur Reinigung von Interferon
DE69724218T2 (de)	2004-06-03	Universale feste träger und verfahren zu ihrer verwendung
DE69819998T2 (de)	2004-09-02	Verfahren zur chemischen Synthese von Oligonukleotiden
DE69828076T3 (de)	2014-07-10	Synthese von sulfurierten oligonukleotiden
DE3507881A1 (de)	1986-09-11	Verfahren und mittel zur phosphorylierung
DE69824843T2 (de)	2005-07-21	Verfahren zur herstellung von modifizierten p-chiralen nucleotid-analoga
DE69718244T2 (de)	2003-06-05	Chemische Phosphorylierung von Oligonukleotiden und Reagenz dafür
DE69400807T2 (de)	1997-04-03	Bausteine mit carbamate luternukleosidverbindungen und oligonukleotide abgeleitet davon
DE69402177T2 (de)	1997-06-26	Synthese von dimer-blöcken und ihre verwendung bei der zusammensetzung von oligonukleotiden
EP0124561B1 (fr)	1989-01-04	Procede de production de phosphonates d'oligonucleosides
DE3881691T2 (de)	1993-09-30	Polydeoxyribonukleotide, pharmazeutische zusammensetzungen, verwendung und herstellung von polydeoxyribonukleotiden.
EP0644196B1 (fr)	1997-11-05	TTTr comme groupe protégéant dans la synthèse des nucléotides
EP1401851B1 (fr)	2008-07-02	Groupes protecteurs separes en deux etapes pour la synthese de biopolymeres
DE69613971T2 (de)	2002-04-04	Oligonukelotide mit transversalkovalenter bindung, verfahren zu ihrer herstellung und darin benutztes synthon
DE19856796A1 (de)	2000-06-15	Spaltung von chemisch synthetisierten Oligo-/Polynucleotiden an einer vorbestimmten Stelle
DE10041539A1 (de)	2002-03-07	Neue Amiditderivate zur Synthese von Polymeren auf Oberflächen
DE3326366A1 (de)	1984-02-23	Festphase-synthese von oligonucleotiden