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公开(公告)号:US09790497B2
公开(公告)日:2017-10-17
申请号:US14946991
申请日:2015-11-20
Applicant: AJINOMOTO CO., INC.
Inventor: Takayoshi Torii , Daisuke Takahashi , Satoshi Katayama
IPC: C07D413/04 , C07D487/04 , C12N15/113 , C07D519/00 , C12N15/11 , C07H21/00
CPC classification number: C12N15/113 , C07D413/04 , C07D487/04 , C07D519/00 , C07H21/00 , C12N15/111 , C12N2310/11 , C12N2310/3233 , C12N2330/30 , Y02P20/55
Abstract: Using a morpholino nucleotide wherein 5′-hydroxy group or a hydroxy group present on the substituent of the 5′-hydroxy group is protected by a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms as a starting material, a method capable of efficiently producing the morpholino oligonucleotide in a high yield by a liquid phase synthesis can be provided.
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公开(公告)号:US10464966B2
公开(公告)日:2019-11-05
申请号:US15655280
申请日:2017-07-20
Applicant: AJINOMOTO CO., INC.
Inventor: Kunihiro Hirai , Satoshi Katayama , Naoko Hirose , Ken Yamashita , Taisuke Ichimaru , Daisuke Takahashi
IPC: C07K1/32 , C07H21/02 , C07K1/30 , C07H21/04 , C07H21/00 , C07H23/00 , C07F7/18 , C07C43/10 , C07C43/205 , C07C49/84 , C07C69/157 , C07C69/78 , C07C233/47 , C07D295/108 , C07C69/017 , C07C69/24 , C07C69/757 , C07C69/92 , C07C69/94 , C07C43/23
Abstract: Precipitation promoters, which are an organic compound having one or more linear aliphatic hydrocarbon groups having not less than 10 carbon atoms, wherein the aliphatic hydrocarbon group has not less than 20 carbon atoms in total are useful for precipitating an organic compound protected by an organic group having one or more aliphatic hydrocarbon groups having not less than 10 carbon atoms from a solvent.
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公开(公告)号:US20180291056A1
公开(公告)日:2018-10-11
申请号:US16014536
申请日:2018-06-21
Applicant: AJINOMOTO CO., INC.
Inventor: Ken YAMASHITA , Kunihiro Hirai , Satoshi Katayama , Taisuke Ichimaru , Daisuke Takahashi , Naoko Hirose
IPC: C07H21/04
Abstract: The present invention aims to provide a more stable and efficient method for producing oligonucleotide, particularly, oligonucleotide having various functional groups linked to the 3′-terminal and the like. Efficient production of oligonucleotide becomes possible by a production method of an oligonucleotide represented by the formula (Ia-2) (each symbol is as defined in the DESCRIPTION) and having a functional group at the 3′-terminal, the method including a step of subjecting an oligonucleic acid with 3′-terminal protected by a silyl-protecting group to 3′-terminal-selective deprotection under desilylation conditions that do not affect protecting groups other than the silyl group, subjecting same to phosphitylation conditions with a phosphoramidite reagent that do not affect protecting groups on the oligonucleic acid to give a 3′-terminal-phosphoramidited oligonucleotide represented by the formula (Ia-1) (each symbol is as defined in the DESCRIPTION), and linking a functional group to the 3′-terminal of the 3′-terminal phosphoramidited oligonucleotide directly or via a linker, and the like.
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公开(公告)号:US20130267697A1
公开(公告)日:2013-10-10
申请号:US13768486
申请日:2013-02-15
Applicant: Ajinomoto Co., Inc.
Inventor: Kunihiro Hirai , Satoshi Katayama , Takayoshi Torii , Ryotaro Nakaya , Daisuke Takahashi
CPC classification number: C07H21/00 , C07H1/00 , C07H1/02 , C07H19/06 , C07H19/073 , C07H19/173
Abstract: The present invention provides a protected nucleotide for elongation, which can be purified efficiently and in a high yield by a liquid-liquid extraction operation, and can achieve an oligonucleotide production method by a phosphoramidite method.It has been found that the above-mentioned problem can be solved by a particular oligonucleotide comprising a protected base and/or particular oligonucleotide protected by a branched chain-containing aromatic group at 3′-position.
Abstract translation: 本发明提供了用于延伸的被保护的核苷酸,其可以通过液 - 液萃取操作有效地和高产率地纯化,并且可以通过亚磷酰胺方法实现寡核苷酸制备方法。 已经发现,上述问题可以通过包含受保护碱和/或在3'-位具有支链含芳族基团保护的特定寡核苷酸的特定寡核苷酸来解决。
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公开(公告)号:US20180282365A1
公开(公告)日:2018-10-04
申请号:US16009533
申请日:2018-06-15
Applicant: AJINOMOTO CO., INC.
Inventor: Kunihiro HIRAI , Satoshi Katayama , Naoko Hirose , Taisuke Ichimaru , Ken Yamashita , Daisuke Takahashi
IPC: C07H21/02
Abstract: Oligonucleotides may be produced by a process, including (1) condensing a nucleoside, nucleotide or oligonucleotide (a) or the like wherein a 5′-hydroxy group is not protected and a nucleoside, nucleotide or oligonucleotide (b) wherein a 5′-hydroxy group is protected in a non-polar solvent to give a reaction solution containing a phosphite triester product (c); (3) oxidizing or sulfurizing the phosphite triester product (c) to give a reaction solution containing an oligonucleotide (d) wherein the 5′-hydroxy group is protected; (4) deprotecting the oligonucleotide (d) to give a reaction solution containing an oligonucleotide (e) wherein the 5′-hydroxy group is not protected; and (6) adding a polar solvent to the reaction solution containing the oligonucleotide (e) and purifying the oligonucleotide (e) by solid-liquid separation or extraction.
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公开(公告)号:US09371353B2
公开(公告)日:2016-06-21
申请号:US14491683
申请日:2014-09-19
Applicant: Ajinomoto Co., Inc.
Inventor: Kunihiro Hirai , Satoshi Katayama , Takayoshi Torii , Ryotaro Nakaya , Daisuke Takahashi
IPC: C07H1/02 , C07H21/00 , C07H1/00 , C07H19/06 , C07H19/073 , C07H19/173
CPC classification number: C07H21/00 , C07H1/00 , C07H1/02 , C07H19/06 , C07H19/073 , C07H19/173
Abstract: The present invention provides a protected nucleotide for elongation, which can be purified efficiently and in a high yield by a liquid-liquid extraction operation, and can achieve an oligonucleotide production method by a phosphoramidite method.It has been found that the above-mentioned problem can be solved by a particular oligonucleotide comprising a protected base and/or particular oligonucleotide protected by a branched chain-containing aromatic group at 3′-position.
Abstract translation: 本发明提供了用于延伸的被保护的核苷酸,其可以通过液 - 液萃取操作有效地和高产率地纯化,并且可以通过亚磷酰胺方法实现寡核苷酸制备方法。 已经发现,上述问题可以通过包含受保护碱和/或在3'-位具有支链含芳族基团保护的特定寡核苷酸的特定寡核苷酸来解决。
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公开(公告)号:US20160076033A1
公开(公告)日:2016-03-17
申请号:US14946991
申请日:2015-11-20
Applicant: AJINOMOTO CO., INC.
Inventor: Takayoshi Torii , Daisuke Takahashi , Satoshi Katayama
IPC: C12N15/113
CPC classification number: C12N15/113 , C07D413/04 , C07D487/04 , C07D519/00 , C07H21/00 , C12N15/111 , C12N2310/11 , C12N2310/3233 , C12N2330/30 , Y02P20/55
Abstract: Using a morpholino nucleotide wherein 5′-hydroxy group or a hydroxy group present on the substituent of the 5′-hydroxy group is protected by a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms as a starting material, a method capable of efficiently producing the morpholino oligonucleotide in a high yield by a liquid phase synthesis can be provided.
Abstract translation: 使用存在于5'-羟基的取代基上的5'-羟基或羟基的吗啉代核苷酸被具有不少于10个且不多于300个碳原子的烷基的保护基保护,和/或 可以提供具有不少于10个且不超过300个碳原子的烯基作为原料,可以通过液相合成以高产率有效地制备吗啉代寡核苷酸的方法。
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公开(公告)号:US10919928B2
公开(公告)日:2021-02-16
申请号:US16009533
申请日:2018-06-15
Applicant: AJINOMOTO CO., INC.
Inventor: Kunihiro Hirai , Satoshi Katayama , Naoko Hirose , Taisuke Ichimaru , Ken Yamashita , Daisuke Takahashi
IPC: C07H21/02 , C07H21/04 , C12N15/09 , C07H19/167 , C07H19/20 , C07H1/00 , C07H19/10 , C07H21/00 , C07H19/073 , C07H19/173 , C07H19/067
Abstract: Oligonucleotides may be produced by a process, including (1) condensing a nucleoside, nucleotide or oligonucleotide (b), and a nucleoside, nucleotide or oligonucleotide (a), or a substituted nucleotide or oligonucleotide (α) in a non-polar solvent to give a reaction solution containing a phosphite triester product (c); (3) oxidizing or sulfurizing the phosphite triester product (c) to give a reaction solution containing an oligonucleotide (d) wherein the 5′-hydroxy group is protected; (4) deprotecting the oligonucleotide (d) to give a reaction solution containing an oligonucleotide (e) wherein the 5′-hydroxy group is not protected; and (6) adding a polar solvent to the reaction solution containing the oligonucleotide (e) and purifying the oligonucleotide (e) by solid-liquid separation, wherein said nucleoside, nucleotide or oligonucleotide (a) or said substituted nucleotide or oligonucleotide (α) is a compound represented by formula (a-i): wherein Base, Rp1, R10, m, L, Y, and Z are defined herein.
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公开(公告)号:US10415036B2
公开(公告)日:2019-09-17
申请号:US15704467
申请日:2017-09-14
Applicant: AJINOMOTO CO., INC.
Inventor: Takayoshi Torii , Daisuke Takahashi , Satoshi Katayama
IPC: C07D413/04 , C07D487/04 , C07D519/00 , C12N15/113 , C12N15/11 , C07H21/00
Abstract: Using a morpholino nucleotide wherein 5′-hydroxy group or a hydroxy group present on the substituent of the 5′-hydroxy group is protected by a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms as a starting material, a method capable of efficiently producing the morpholino oligonucleotide in a high yield by a liquid phase synthesis can be provided.
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公开(公告)号:US20180016580A1
公开(公告)日:2018-01-18
申请号:US15704467
申请日:2017-09-14
Applicant: AJINOMOTO CO., INC.
Inventor: Takayoshi TORII , Daisuke Takahashi , Satoshi Katayama
IPC: C12N15/113 , C07D519/00 , C12N15/11 , C07D413/04 , C07D487/04 , C07H21/00
CPC classification number: C12N15/113 , C07D413/04 , C07D487/04 , C07D519/00 , C07H21/00 , C12N15/111 , C12N2310/11 , C12N2310/3233 , C12N2330/30 , Y02P20/55
Abstract: Using a morpholino nucleotide wherein 5′-hydroxy group or a hydroxy group present on the substituent of the 5′-hydroxy group is protected by a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms as a starting material, a method capable of efficiently producing the morpholino oligonucleotide in a high yield by a liquid phase synthesis can be provided.
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