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1. 发明授权

US6156884A Bifunctional boronic compound complexing reagents and complexes 失效
标题翻译：双功能硼酸化合物络合物络合物
公开(公告)号：US6156884A
公开(公告)日：2000-12-05
申请号：US222468
申请日：1998-12-29
申请人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
发明人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
IPC分类号： C07C229/38 , C07C233/49 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , G01N33/543 , C07F5/04
CPC分类号： C07C233/49 , C07C229/38 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , G01N33/54353 , Y10S530/81 , Y10S530/816
摘要： Reagents suitable for the modification of a bioactive species for the purpose of incorporating a bifunctional boronic compound complexing moiety for subsequent conjugation to a different (or the same) bioactive species having pendant phenylboronic acid moieties of General Formula 1, ##STR1## wherein group R is an electrophilic or nucleophilic moiety suitable for reaction of the putative bifunctional boronic compound complexing reagent with a bioactive species, wherein group R.sub.2 is selected from one of H and OH moieties, and wherein group R.sub.3 is selected from one of an alkyl and a methylene bearing an electronegative substituent. Group Z is a spacer selected from (CH.sub.2).sub.n and CH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.n.sbsb.2, wherein n is an integer of from 1 to 5, and wherein n.sub.2 is an integer of from 1 to 4. Each of group Z.sub.2 and Z.sub.3 is a spacer selected from CH.sub.2 Ar, CH.sub.2 CONHCH.sub.2 Ar, CH.sub.2 CONH(CH.sub.2).sub.n.sbsb.3 CO--NHCH.sub.2 Ar, and (CH.sub.2).sub.n.sbsb.4 NHCO(CH.sub.2).sub.n.sbsb.5 CONHCH.sub.2 Ar, wherein the group Ar represents the aromatic ring in the reagent of General Formula I to which the spacer Z.sub.2 or Z.sub.3 is appended, wherein n.sub.3 is an integer of from 1 to 5, wherein n.sub.4 is an integer selected from one of 2 and 3, and wherein n.sub.5 is an integer of from 1 to 4. Reaction of a reagent of General Formula I with a bioactive species affords a conjugate having pendant putative bifunctional boronic compound complexing moieties. (one or more) The conjugate may be further reacted with hydroxylamine (NH.sub.2 OH) by amidation of the benzoic acid ester moiety to afford a class of bifunctional boronic compound complexing conjugate, e.g., conjugate with one or more pendant bifunctional boronic compound complexing moieties.
摘要翻译：用于修饰生物活性物质的试剂，其目的是将双功能硼化合物络合部分结合到具有通式1的苯基硼酸侧基的不同（或相同）生物活性物质中，其中基团R是亲电子的或适用于推定的双功能硼化合物络合试剂与生物活性物质的反应的亲核部分，其中基团R2选自H和OH部分之一，并且其中基团R3选自具有电负性取代基的烷基和亚甲基之一。基团Z是选自（CH 2）n和CH 2 O（CH 2 CH 2 O）n 2的间隔基，其中n是1至5的整数，并且其中n 2是1至4的整数。基团Z 2和Z 3是间隔基选自CH 2 Ar，CH 2 CONHCH 2 Ar，CH 2 CONH（CH 2）n 3 CO-NHCH 2 Ar和（CH 2）n 4 NHCO（CH 2）n5CONHCH 2 Ar，其中基团Ar表示通式I的试剂中附着有间隔基Z2或Z3的芳环， n3是1至5的整数，其中n4是选自2和3之一的整数，并且其中n5是1至4的整数。通式I的试剂与生物活性物质的反应提供了共轭物具有推荐的双官能硼化合物络合部分。（一种或多种）缀合物可以通过苯甲酸酯部分的酰胺化与羟胺（NH 2 OH）进一步反应，得到一类双官能硼化合物络合缀合物，例如与一个或多个双官能硼化合物络合部分的偶联物。

2. 发明授权

US5872224A Boronic compound complexing reagents and highly stable complexes 失效
标题翻译：硼化合物络合剂和高度稳定的络合物
公开(公告)号：US5872224A
公开(公告)日：1999-02-16
申请号：US956194
申请日：1997-10-22
申请人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund
发明人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund
IPC分类号： C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/44 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/02 , C07F5/04 , C07K5/02 , G01N33/543
CPC分类号： C07C233/51 , C07C229/38 , C07C233/49 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/025 , C07K5/0207 , G01N33/54353
摘要： Boron compound complexing reagents, boron compound complexes, and methods of synthesizing these reagents and complexes are disclosed. These reagents and complexes include those shown in General Formula CIV, and General Formula CVI. In one embodiment, the reagent of General Formula CIV may be used to form a complex with a boron compound, such as a complex shown in General Formula CVI. ##STR1## In one embodiment, group Z comprises a spacer selected from a saturated or unsaturated chain of up to about 6 carbon equivalents in length, an unbranched saturated or unsaturated chain of from about 6 to 18 carbon equivalents in length with at least one of intermediate amide and disulfide moieties, and a polyethylene glycol chain of from about 3 to 12 carbon equivalents in length; group R.sub.3 is selected from one of an H, an alkyl, and a methylene or ethylene moiety with an electronegative substituent; and BAS and BAS* are biologically active species.
摘要翻译：硼化合物络合剂，硼化合物络合物，以及合成这些试剂和络合物的方法。这些试剂和络合物包括通式CIV和通式CVI所示的那些。在一个实施方案中，通式CIV的试剂可用于与硼化合物形成络合物，例如通式CVI所示的络合物。通式CVI在一个实施方案中，组Z包含长度为至多约6碳当量的饱和或不饱和链的间隔基，约6至18的无支链饱和或不饱和链中间体酰胺和二硫化物部分中的至少一个长度的碳当量和长度为约3至12碳当量的聚乙二醇链; 基团R3选自具有电负性取代基的H，烷基和亚甲基或亚乙基部分中的一个; BAS和BAS *是生物活性物种。

3. 发明授权

US5869623A Boronic compound complexing reagents and complexes 失效
标题翻译：硼化合物络合剂和配合物
公开(公告)号：US5869623A
公开(公告)日：1999-02-09
申请号：US956204
申请日：1997-10-22
申请人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund , Steven M. Torkelson
发明人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund , Steven M. Torkelson
IPC分类号： C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/44 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/02 , C07F5/04 , C07K5/02 , G01N33/543
CPC分类号： C07D207/452 , C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/46 , C07D213/71 , C07F5/025 , C07K5/0207 , G01N33/54353
摘要： Boron compound complexing reagents, intermediate reagents of those reagents, and methods of synthesizing these reagents are disclosed. These reagents, including those shown as General Formula II may be used, after further reactions described herein, to complex with boronic compounds, such as phenylboronic acid or derivatives thereof. ##STR1## In one embodiment, group Z comprises a spacer selected from a saturated or unsaturated chain of up to about 6 carbon equivalents in length, an unbranched saturated or unsaturated chain from about 6 to 18 carbon equivalents in length with at least one intermediate amide or disulfide moieties, and a polyethylene glycol chain of from about 3 to 12 carbon equivalents in length; group R.sub.2 is one of an alkyl and a methylene group with an electronegative moiety; and BAS is a biologically active species.
摘要翻译：公开了硼化合物络合试剂，那些试剂的中间试剂和合成这些试剂的方法。在本文所述的进一步反应后，可以使用这些试剂，包括通式II所示的试剂，与硼酸化合物如苯基硼酸或其衍生物复合。通式II在一个实施方案中，基团Z包括长度为至多约6碳当量的饱和或不饱和链的间隔基，至少约6至18个碳当量长度的无支链饱和或不饱和链一个中间体酰胺或二硫化物部分，和长度为约3至12个碳当量的聚乙二醇链; 基团R2是具有电负性部分的烷基和亚甲基之一; 而BAS是一种生物活性物种。

4. 发明授权

US06414122B1 Bifunctional boronic compound complexing reagents and complexes 失效
标题翻译：双功能硼酸化合物络合物络合物
公开(公告)号：US06414122B1
公开(公告)日：2002-07-02
申请号：US09651007
申请日：2000-08-29
申请人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
发明人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
IPC分类号： C07F504
CPC分类号： C07C233/49 , C07C229/38 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , G01N33/54353 , Y10S530/81 , Y10S530/816
摘要： Embodiments include reagents to modify a bioactive species for incorporating a bifunctional boronic compound complexing moiety for subsequent conjugation to a different or same bioactive species having pendant phenylboronic acid moieties of General Formula I, wherein group R is an electrophilic or nucleophilic moiety suitable for reaction of the putative bifunctional boronic compound complexing reagent with a bioactive species, wherein group R2 is selected from one of H and OH moieties, and wherein group R3 is selected from one of an alkyl and a methylene bearing an electronegative substituent. Group Z is a spacer selected from (CH2)n and CH2O(CH2CH2O)n2, wherein n is an integer of from 1 to 5, and wherein n2 is an integer of from 1 to 4. Group Z2 and Z3 is a spacer and need not be the same.
摘要翻译：实施方案包括用于修饰生物活性物质以用于掺入双功能硼化合物络合部分以用于随后与不同或相同的具有通式I的苯基硼酸部分的生物活性物质结合的试剂，其中基团R是适于反应的亲电子或亲核部分其中基团R2选自H和OH部分之一，其中基团R3选自具有电负性取代基的烷基和亚甲基之一。 Z为选自（CH 2）n和CH 2 O（CH 2 CH 2 O）n 2的间隔基，其中n为1〜5的整数，n2为1〜4的整数.Z2和Z3为间隔基，不一样

5. 发明授权

US06870065B2 Bifunctional boronic compound complexing reagents and complexes 失效
标题翻译：双功能硼酸化合物络合物络合物
公开(公告)号：US06870065B2
公开(公告)日：2005-03-22
申请号：US10184836
申请日：2002-06-28
申请人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
发明人： Clarence N. Ahlem , Robert J. Kaiser , Kevin P. Lund , Mark L. Stolowitz
IPC分类号： C07C229/38 , C07C233/49 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , G01N33/543 , C07C255/00
CPC分类号： C07C233/49 , C07C229/38 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , G01N33/54353 , Y10S530/81 , Y10S530/816
摘要： A reagent having the general formula of General Formula I: wherein group R is an electrophilic or a nucleophilic moiety suitable for reaction of the reagent with a biologically active species; group R2 is one of H and OH moieties; group R3 is one of an alkyl and a methylene bearing an electronegative substituent; group Z is one of (CH2)n and CH2O(CH2CH2O)n2, and n is an integer of from 1 to 5, and n2 is an integer of from 1 to 4; and each of group Z2 and Z3 are (CH2)CONH(CH2)3CONH(CH2)2. Also, a reagent having the general formula of General Formula II: group R2 is one of H and OH moieties; group Z is one of (CH2)n and CH2O(CH2CH2O)n2, and n is an integer of from 1 to 5, and n2 is an integer of from 1 to 4; each of group Z2 and group Z3 include one of (CH2)CONH(CH2)3CONH(CH2)2; and (CH2)CONH(CH2); and group R is an electrophilic or a nucleophilic moiety suitable for reaction of the reagent with the biologically active species.
摘要翻译：具有通式I的通式的试剂：其中基团R是适于试剂与生物活性物质的反应的亲电子或亲核部分; 基团R2是H和OH部分之一; 基团R3是具有电负性取代基的烷基和亚甲基之一; 基团Z是（CH 2）n和CH 2 O（CH 2 CH 2 O）n 2中的一种，n是1至5的整数，n2是1至4的整数; Z 2和Z 3各自为（CH 2）CONH（CH 2）3 CONH（CH 2）2。另外，具有通式II：R2的通式的试剂是H和OH部分之一; 基团Z是（CH 2）n和CH 2 O（CH 2 CH 2 O）n 2中的一种，n是1至5的整数，n2是1至4的整数; Z 2和Z 3中的每一个包括（CH 2）CONH（CH 2）3 CONH（CH 2）2中的一个; 和（CH 2）CONH（CH 2）; 并且基团R是适于试剂与生物活性物质反应的亲电子或亲核部分。

6. 发明授权

US5847192A Boronic compound complexing reagents and complexes 失效
标题翻译：硼化合物络合剂和配合物
公开(公告)号：US5847192A
公开(公告)日：1998-12-08
申请号：US689341
申请日：1996-08-05
申请人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund , Steven M. Torkelson
发明人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund , Steven M. Torkelson
IPC分类号： C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/44 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/02 , C07F5/04 , C07K5/02 , G01N33/543 , C07C233/50 , C07C233/46
CPC分类号： C07D207/452 , C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/46 , C07D213/71 , C07F5/025 , C07K5/0207 , G01N33/54353
摘要： Boron compound complexing reagents and methods of synthesizing these reagents are disclosed. These reagents, including those shown as General Formula I and General Formula II may be used, after further reactions described herein, to complex with boronic compounds, such as phenylboronic acid or derivatives thereof. ##STR1##
摘要翻译：公开了硼化合物络合试剂和合成这些试剂的方法。在本文所述的进一步反应后，可以使用这些试剂，包括通式I和通式II所示的试剂，与硼酸化合物如苯基硼酸或其衍生物复合。一般公式I 通用二级

7. 发明授权

US5837878A Boronic compound complexing reagents and highly stable complexes 失效
标题翻译：硼化合物络合剂和高度稳定的络合物
公开(公告)号：US5837878A
公开(公告)日：1998-11-17
申请号：US689283
申请日：1996-08-05
申请人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund
发明人： Mark L. Stolowitz , Robert J. Kaiser , Kevin P. Lund
IPC分类号： C07C229/38 , C07C233/49 , C07C233/51 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/44 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/02 , C07F5/04 , C07K5/02 , G01N33/543
CPC分类号： C07C233/51 , C07C229/38 , C07C233/49 , C07C237/12 , C07C237/22 , C07C255/13 , C07C259/10 , C07C271/22 , C07C281/02 , C07D207/452 , C07D207/46 , C07D213/71 , C07F5/025 , C07K5/0207 , G01N33/54353
摘要： Boron compound complexing reagents, boron compound complexes, and methods of synthesizing these reagents and complexes are disclosed. These reagents and complexes include those shown in General Formula CIII, General Formula CIV, and General Formula CVI. In one embodiment, the reagents of General Formula CIII may be used to produce, after condensation with a bioactive species (BAS), the reagent of General Formula CIV. The reagent of General Formula CIV may be used to form a complex with a boron compound, such as a complex shown in General Formula CVI. ##STR1##
摘要翻译：硼化合物络合剂，硼化合物络合物，以及合成这些试剂和络合物的方法。这些试剂和配合物包括通式CIII，通式CIV和通式CVI所示的试剂和络合物。在一个实施方案中，通式CIII的试剂可用于在与生物活性物质（BAS）缩合之后产生通式CIV的试剂。通式CIV的试剂可用于与硼化合物形成络合物，例如通式CVI所示的络合物。通用公式CIII 通用CIV 通用CVI

8. 发明授权

US5831045A Boronic acid-containing polynucleotides 失效
标题翻译：含硼酸的多核苷酸
公开(公告)号：US5831045A
公开(公告)日：1998-11-03
申请号：US834001
申请日：1997-04-11
申请人： Mark L. Stolowitz , Robert J. Kaiser
发明人： Mark L. Stolowitz , Robert J. Kaiser
IPC分类号： C12N15/09 , C07H19/06 , C07H19/10 , C07H19/14 , C07H19/16 , C07H19/20 , C07H21/00 , C07H23/00 , C12P19/34 , C12Q1/68 , C07H19/00 , C07H21/04
CPC分类号： C07H23/00 , C07H21/00 , C12P19/34
摘要： Modified nucleotides and polynucleotides which are useful in hybridization assays for the detection of target genes are provided. The modified polynucleotides contain at least one boronic acid moiety which is attached to a nucleotide base in a position which does not interfere with the hydrogen bonding capabilities of that base during duplex formation. The modified polynucleotides are typically formed from naturally occurring nucleotides and one or more modified nucleotides.
摘要翻译：提供了可用于检测靶基因的杂交测定中的修饰的核苷酸和多核苷酸。修饰的多核苷酸含有至少一个硼酸部分，其在不影响双链体形成期间该碱基的氢键能力的位置处连接到核苷酸碱基。修饰的多核苷酸通常由天然存在的核苷酸和一个或多个修饰的核苷酸形成。

9. 发明授权

US06818760B1 Removal of dye-labeled dideoxy terminators from DNA sequencing reactions 失效
标题翻译：从DNA测序反应中去除染料标记的双脱氧终止子
公开(公告)号：US06818760B1
公开(公告)日：2004-11-16
申请号：US09680889
申请日：2000-10-06
申请人： Douglas A. Spicer , Karin A. Hughes , Robert J. Kaiser , James E. Mahoney , Amy L. Springer , Mark L. Stolowitz , Carl H. D. Weissman
发明人： Douglas A. Spicer , Karin A. Hughes , Robert J. Kaiser , James E. Mahoney , Amy L. Springer , Mark L. Stolowitz , Carl H. D. Weissman
IPC分类号： C07H2102
CPC分类号： C12Q1/6869 , C12Q1/6844 , C12Q2563/107 , C12Q2563/149 , C12Q2565/137
摘要： This invention provides methods for removing unincorporated dye-labeled molecules from a mixture that includes dye-labeled polynucleotides or other polymers and the unincorporated dye-labeled molecules. The methods involve adsorbing the unincorporated dye-labeled molecules into a plurality of particles that are made up of one or more porous hydrophobic materials that are encapsulated in a hydrophilic matrix.
摘要翻译：本发明提供了从包含染料标记的多核苷酸或其它聚合物的混合物和未掺入的染料标记分子的混合物中除去未结合的染料标记的分子的方法。所述方法包括将未结合的染料标记的分子吸附到多个由包封在亲水基质中的一种或多种多孔疏水性材料构成的颗粒中。

10. 发明授权

US6031117A Boronic acid containing phosphoramidite reagents 失效
标题翻译：含有亚磷酰胺试剂的硼酸
公开(公告)号：US6031117A
公开(公告)日：2000-02-29
申请号：US272978
申请日：1999-03-19
申请人： Robert J. Kaiser , Mark L. Stolowitz
发明人： Robert J. Kaiser , Mark L. Stolowitz
IPC分类号： C07F9/6596 , C07H21/00 , C07F5/04
CPC分类号： C07H21/00 , C07F9/6596
摘要： The present invention provides arylboronic acid reagents useful for incorporation into modified oligonucleotides and polynucleotides. The modified oligonucleotides and polynucleotides thus produced are useful in bioconjugation reactions for the immobilization and purification of macromolecules.
摘要翻译：本发明提供可用于掺入修饰的寡核苷酸和多核苷酸的芳基硼酸试剂。由此产生的修饰的寡核苷酸和多核苷酸可用于大分子的固定和纯化的生物缀合反应。

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