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1. 发明授权

US06492346B1 Hybridization and mismatch discrimination using oligonucleotides conjugated to minor groove binders 有权
标题翻译：使用与小沟结合物缀合的寡核苷酸的杂交和错配鉴别
公开(公告)号：US06492346B1
公开(公告)日：2002-12-10
申请号：US09640953
申请日：2000-08-16
申请人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
发明人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
IPC分类号： A01N4304
CPC分类号： C07H21/00 , C07H19/23 , C12Q1/6813 , C12Q2527/107 , C12Q2525/197
摘要： Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI3), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.
摘要翻译：小沟结合分子（例如1,2-二氢 - （3H） - 吡咯并[3,2-e]吲哚-7-羧酸酯（CDPI3）的三聚体和寡核苷酸之间的缀合物形成非常稳定的具有互补靶的杂交体序列，其中系留的CDPI3基团位于双链体的小沟槽中。这些缀合物可以用作探针和引物。由于其非常高的结合亲和力，短至8聚体的缀合物可以用作高特异性和高效的扩增引物。 MGB缀合还增加了短寡核苷酸的鉴别能力，提供了通过短寡核苷酸增强核苷酸序列错配检测。本文所述的MGB缀合的探针和引物有助于各种分析和诊断程序，如扩增反应，PCR，单核苷酸多态性检测，基因敲除，差异显示，荧光能量转移，水解性探针测定等。通过允许使用具有更高特异性和更好的辨别力的较短的寡核苷酸。

2. 发明授权

US06485906B2 Oligonucleotides containing pyrazolo[3,4-d]pyrimidines for hybridization and mismatch discrimination 有权
标题翻译：含有吡唑并[3,4-d]嘧啶的寡核苷酸用于杂交和错配鉴定
公开(公告)号：US06485906B2
公开(公告)日：2002-11-26
申请号：US09431385
申请日：1999-11-01
申请人： Rich B. Meyer, Jr. , Irina A. Afonina , Igor V. Kutyavin
发明人： Rich B. Meyer, Jr. , Irina A. Afonina , Igor V. Kutyavin
IPC分类号： C12Q168
CPC分类号： C12Q1/6818 , C12Q1/6827 , C12Q1/6832 , C12Q2527/107 , C12Q2525/117
摘要： Oligonucleotides in which one or more purine residues are substituted by pyrazolo[3,4-d]pyrimidines exhibit improved hybridization properties. Oligonucleotides containing pyrazolo[3,4-d]pyrimidine base analogues have higher melting temperatures than unsubstituted oligonucleotides of identical sequence. Thus, in assays involving hybridization of an oligonucleotide probe to a target polynucleotide sequence, higher signals are obtained. In addition, mismatch discrimination is enhanced when pyrazolo[3,4-d]pyrimidine-containing oligonucleotides are used as hybridization probes, making them useful as probes and primers for hybridization, amplification and sequencing procedures, particularly those in which single- or multiple-nucleotide mismatch discrimination is required.
摘要翻译：其中一个或多个嘌呤残基被吡唑并[3,4-d]嘧啶取代的寡核苷酸表现出改善的杂交性质。含有吡唑并[3,4-d]嘧啶碱基类似物的寡核苷酸具有比相同序列的未取代寡核苷酸更高的融合温度。因此，在涉及寡核苷酸探针杂交到靶多核苷酸序列的测定中，获得较高的信号。此外，当使用含有吡唑并[3,4-d]嘧啶的寡核苷酸作为杂交探针时，错配鉴别被增强，使其可用作用于杂交，扩增和测序程序的探针和引物，特别是单链或多需要核苷酸错配鉴别。

3. 发明授权

US5935830A Targeted mutagenesis in living cells using modified oligonucleotides 失效
公开(公告)号：US5935830A
公开(公告)日：1999-08-10
申请号：US827116
申请日：1997-03-26
申请人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
发明人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
IPC分类号： A61K31/70 , A61K38/00 , A61K48/00 , A61P31/00 , A61P35/00 , C07H21/00 , C12N15/10 , C12N15/113 , C12Q1/68 , C12N15/00 , C07H21/04
CPC分类号： C12N15/113 , C07H21/00 , C12N15/102 , C12Q1/6839 , A61K38/00 , C12N2310/153 , C12N2310/311 , C12N2310/335 , C12N2310/3511
摘要： A method for introducing a site-specific mutation into a target polynucleotide sequence is presented. The method involves the use of an oligonucleotide capable of binding to the target sequence, either by triplex formation (mediated by Hoogsteen, reverse Hoogsteen or equivalent base pairing) or by Watson/Crick base pairing (in the presence of a recombinase enzyme). The oligonucleotide of the invention is modified by the covalent attachment of one or more electrophilic groups. When a modified oligonucleotide is bound to its target sequence, the electrophilic group is able to interact with a nearby nucleotide in the target sequence, causing a modification to the nucleotide that results in a change in nucleotide sequence. Compositions used in the practice of the method are also disclosed.

4. 发明授权

US5659022A Oligonucleotide-cyclopropapyrroloindole conjugates as sequence specific hybridization and crosslinking agents for nucleic acids 失效
标题翻译：寡核苷酸 - 环丙吡咯并吲哚缀合物作为核酸的序列特异性杂交和交联剂
公开(公告)号：US5659022A
公开(公告)日：1997-08-19
申请号：US583435
申请日：1996-01-05
申请人： Igor V. Kutyavin , Eugeny A. Lukhtanov , Howard B. Gamper , Rich B. Meyer, Jr. , Alexander Gall
发明人： Igor V. Kutyavin , Eugeny A. Lukhtanov , Howard B. Gamper , Rich B. Meyer, Jr. , Alexander Gall
IPC分类号： C07H19/044 , C07H21/00 , C07H19/00 , A01N43/04 , C07H21/02 , C07H21/04
CPC分类号： C07H21/00 , C07H19/044
摘要： Covalently linked conjugates of oligonucleotides (ODNs) with a cyclopropapyrroloindole moiety or an analog thereof, selectively and efficiently alkylate and crosslink with nucleic acid sequences that are complementary to the base sequence of the ODN.
摘要翻译：寡核苷酸（ODN）与环丙吡咯并吲哚部分或其类似物的共价连接的缀合物选择性且有效地与与ODN的碱基序列互补的核酸序列烷基化和交联。

5. 发明授权

US08465921B2 Hybridization and mismatch discrimination using oligonucleotides conjugated to minor groove binders 失效
公开(公告)号：US08465921B2
公开(公告)日：2013-06-18
申请号：US12847148
申请日：2010-08-31
申请人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
发明人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
IPC分类号： C12Q1/68 , C07H21/00 , C07H21/02 , C07H21/04
CPC分类号： C07H21/00 , C07D207/34 , C07D403/12 , C07D487/04 , C07H19/073 , C07H19/173 , C07H19/23 , C07H21/04 , C12Q1/6813 , C12Q2527/107 , C12Q2525/197
摘要： Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI3), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.

6. 发明授权

US07556923B1 Hybridization and mismatch discrimination using oligonucleotides conjugated to minor groove binders 失效
公开(公告)号：US07556923B1
公开(公告)日：2009-07-07
申请号：US11784539
申请日：2007-04-06
申请人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
发明人： Joel Hedgpeth , Irina A. Afonina , Igor V. Kutyavin , Eugeny A. Lukhtanov , Evgeniy S. Belousov , Rich B. Meyer, Jr.
IPC分类号： C12Q1/68 , C07H21/02 , C07H21/04
CPC分类号： C07H21/00 , C07H19/23 , C12Q1/6813 , C12Q2527/107 , C12Q2525/197
摘要： Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI3), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.

7. 发明授权

US06312953B1 Bifunctional Crosslinking oligonucleotides adapted for linking to a target sequence of duplex DNA 失效
标题翻译：双功能交联寡核苷酸适于与双链DNA的靶序列连接
公开(公告)号：US06312953B1
公开(公告)日：2001-11-06
申请号：US08266949
申请日：1994-06-27
申请人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
发明人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
IPC分类号： C12Q168
CPC分类号： C07H21/00
摘要： Chemically modified oligonucleotides (ODNS) are complementary, either in the sense of the classic “four letter code” recognition motif, or in the sense required for triple strand formation based on the more limited “two letter code recognition motif”, to a target sequence of double stranded DNA of an invading cell, organism or pathogen, such as a virus, fungus, parasite, bacterium, malignant cell, or any duplex DNA which is desired to be broken into segments for the purpose of “mapping”. The ODNs have cross-linking agents covalently attached at least to two different sites of the ODN. Alternatively, the cross-linking agent which is attached to one site on the ODN has two cross-linking functionalities, and therefore in effect comprises two cross-linking agents. The cross-linking agent typically includes a linker arm (such as an alkyl, alkoxy, aminoalkyl or amidoalkyl chain) and a reactive group which, after triple strand formation with the target sequence of DNA, is capable of reacting with the target DNA to form a covalent bond therewith. Each cross-linking agent of the novel modified ODNs is capable of forming a covalent bond with the target DNA. As a result of the covalent bond formation between the modified ODN and both strands of the target DNA sequence, replication and expression of the target DNA sequence is inhibited. Alternatively the duplex DNA is selectively cleaved with enzymes or amino acids, at the alkylation sites for “mapping” or other investigative purposes.
摘要翻译：化学修饰的寡核苷酸（ODNS）在经典的“四字母代码”识别基序的意义上是互补的，或者在基于更有限的“双字母代码识别基序”的三链形成所需的意义上与目标序列的入侵细胞，生物体或病原体如病毒，真菌，寄生虫，细菌，恶性细胞或任何双链DNA的双链DNA，其为了“映射”的目的而被分解成片段。 ODN具有共价连接到ODN的至少两个不同位点的交联剂。或者，连接到ODN上的一个位点的交联剂具有两个交联官能团，因此实际上包含两种交联剂。交联剂通常包括连接臂（例如烷基，烷氧基，氨基烷基或酰氨基烷基链）和反应性基团，其在与DNA的靶序列形成三链后能够与靶DNA反应形成与其共价键。新型修饰的ODN的交联剂能与靶DNA形成共价键。由于修饰的ODN与目标DNA序列的两条链之间共价键的形成，靶DNA序列的复制和表达被抑制。或者，双链DNA在烷基化位点被选择性地用酶或氨基酸切割，用于“映射”或其它调查目的。

8. 发明授权

US6136601A Targeted mutagenesis in living cells using modified oligonucleotides 失效
标题翻译：使用修饰的寡核苷酸在活细胞中靶向诱变
公开(公告)号：US6136601A
公开(公告)日：2000-10-24
申请号：US827117
申请日：1997-03-26
申请人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
发明人： Rich B. Meyer, Jr. , Howard B. Gamper , Igor V. Kutyavin , Alexander A. Gall
IPC分类号： C07H21/00 , C12Q1/68 , C07H21/04
CPC分类号： C07H21/00 , C12Q1/6839
摘要： A method for introducing a site-specific mutation into a target polynucleotide sequence is presented. The method involves the use of an oligonucleotide capable of binding to the target sequence, either by triplex formation (mediated by Hoogsteen, reverse Hoogsteen or equivalent base pairing) or by Watson/Crick base pairing (in the presence of a recombinase enzyme). The oligonucleotide of the invention is modified by the covalent attachment of one or more electrophilic groups. When a modified oligonucleotide is bound to its target sequence, the electrophilic group is able to interact with a nearby nucleotide in the target sequence, causing a modification to the nucleotide that results in a change in nucleotide sequence. Compositions used in the practice of the method are also disclosed.
摘要翻译：提出了将位点特异性突变引入靶多核苷酸序列的方法。该方法包括通过三重形成（由Hoogsteen，逆Hoogsteen或等效碱基配对介导）或通过Watson / Crick碱基配对（在重组酶存在下）使用能够结合靶序列的寡核苷酸。本发明的寡核苷酸通过一个或多个亲电子基团的共价连接被修饰。当修饰的寡核苷酸与其靶序列结合时，亲电子基团能够与靶序列中的附近核苷酸相互作用，导致导致核苷酸序列变化的核苷酸修饰。还公开了在该方法的实践中使用的组合物。

9. 发明授权

US6127121A Oligonucleotides containing pyrazolo[3,4-D]pyrimidines for hybridization and mismatch discrimination 失效
标题翻译：含有吡唑并[3,4-D]嘧啶杂交和错配鉴定的寡核苷酸
公开(公告)号：US6127121A
公开(公告)日：2000-10-03
申请号：US54830
申请日：1998-04-03
申请人： Rich B. Meyer, Jr. , Irina A. Afonina , Igor V. Kutyavin
发明人： Rich B. Meyer, Jr. , Irina A. Afonina , Igor V. Kutyavin
IPC分类号： C12N15/09 , C12Q1/68
CPC分类号： C12Q1/6818 , C12Q1/6827 , C12Q1/6832
摘要： Oligonucleotides in which one or more purine residues are substituted by pyrazolo[3,4-d]pyrimidines exhibit improved hybridization properties. Oligonucleotides containing pyrazolo[3,4-d]pyrimidine base analogues have higher melting temperatures than unsubstituted oligonucleotides of identical sequence. Thus, in assays involving hybridization of an oligonucleotide probe to a target polynucleotide sequence, higher signals are obtained. In addition, mismatch discrimination is enhanced when pyrazolo[3,4-d]pyrimidine-containing oligonucleotides are used as hybridization probes, making them useful as probes and primers for hybridization, amplification and sequencing procedures, particularly those in which single- or multiple-nucleotide mismatch discrimination is required.
摘要翻译：其中一个或多个嘌呤残基被吡唑并[3,4-d]嘧啶取代的寡核苷酸表现出改善的杂交性质。含有吡唑并[3,4-d]嘧啶碱基类似物的寡核苷酸具有比相同序列的未取代寡核苷酸更高的融合温度。因此，在涉及寡核苷酸探针杂交到靶多核苷酸序列的测定中，获得较高的信号。此外，当使用含有吡唑并[3,4-d]嘧啶的寡核苷酸作为杂交探针时，错配鉴别被增强，使其可用作用于杂交，扩增和测序程序的探针和引物，特别是单链或多需要核苷酸错配鉴别。

10. 发明授权

US5652359A Oligonucleotides containing n-methyl thiolated bases having antiviral activity 失效
标题翻译：含有具有抗病毒活性的正甲基硫醇化碱基的寡核苷酸
公开(公告)号：US5652359A
公开(公告)日：1997-07-29
申请号：US162590
申请日：1993-12-02
申请人： Rich B. Meyer, Jr. , Alexander A. Gall , Arthur D. Broom
发明人： Rich B. Meyer, Jr. , Alexander A. Gall , Arthur D. Broom
IPC分类号： C07H21/00 , C07H21/02 , A61K31/70
CPC分类号： C07H21/00
摘要： Oligonucleotides containing 1-N-alkyl-6-thiopurine, 3-N-alkyl-4-thiopyrimidine and 5-N-alkyl-4-thiopyrazolopyrimidine bases and the corresponding 2'-O-alkylated or allylated nucleotides demonstrate potent antiviral activity in several assays, including the human immunodeficiency virus reverse transcriptase enzyme assay. The oligonucleotides of the invention contain approximately 5 to 99 nucleotide units, and may include, in addition to the above-noted N-alkylated and thiolated heterocyclic bases, the naturally occurring pyrimidine and purine bases.
摘要翻译：含有1- + E，未N + EE-烷基-6-硫嘌呤，3- + E，未N + EE - 烷基-4-硫代嘧啶和5- + E，未N + EE-烷基-4-硫吡唑并嘧啶碱的寡核苷酸并且相应的2'-O-烷基化或烯丙基化核苷酸在几种测定中显示出强大的抗病毒活性，包括人类免疫缺陷病毒逆转录酶测定法。本发明的寡核苷酸含有约5至99个核苷酸单元，并且除了上述N-烷基化和硫醇化杂环碱之外，还可包括天然存在的嘧啶和嘌呤碱基。

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