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公开(公告)号：US5321130A
公开(公告)日：1994-06-14
申请号：US833006
申请日：1992-02-10
CPC分类号： C09B23/02 , Y10S435/968 , Y10S436/80
摘要： The invention relates to unsymmetrical cyanine dyes with a cationic side chain, typically benzothiazole or benzoxazole derivatives, that exhibit enhanced fluorescence on binding with DNA or RNA, where such fluorescence can be used for evaluating the presence of nucleic acid polymers. The dyes generally have the formula: ##STR1## where R.sup.1 is an alkyl group having 1-6 carbons; X is 0, S, or NR.sup.2, where R.sup.2 is an alkyl group having 1-6 carbons, or CR.sup.3 R.sup.4, where R.sup.3 and R.sup.4, which may be the same or different, are alkyl groups having 1-6 carbons;n=0, 1, or 2;Z.sup.1 and Z.sup.2, which may be the same or different, are independently hydrogen, an alkyl group having 1-6 carbons, or aryl, or Z.sup.1 and Z.sup.2 taken in combination complete a 6-membered aromatic ring;Y is HC.dbd.CH; andeach of P and M=0 or 2, such that P+M=1; andTAIL is an aminoalkyl chain containing a backbone of 3-42 carbons and 1-5 positively charged nitrogens intermittently or equally spaced within the backbone, such that there are at least two carbons between sequential nitrogens.
摘要翻译： 本发明涉及具有阳离子侧链（通常为苯并噻唑或苯并恶唑衍生物）的不对称花青染料，其在与DNA或RNA结合时表现出增强的荧光，其中该荧光可用于评估核酸聚合物的存在。 染料通常具有下式：其中R1是具有1-6个碳原子的烷基; X是0，S或NR2，其中R2是具有1-6个碳原子的烷基，或CR3R4，其中R3和R4可以相同或不同，是具有1-6个碳原子的烷基; n = 0,1或2; Z 1和Z 2可以相同或不同，独立地为氢，具有1-6个碳的烷基或芳基，或Z 1和Z 2组合形成6元芳环; Y为HC = CH; 并且P和M中的每一个= 0或2，使得P + M = 1; 并且TAIL是含有3-42个碳原子的主链和1-5个带正电荷的氮在主链内间歇或等间隔的氨基烷基链，使得在相继的氮之间存在至少两个碳。
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公开(公告)号：US5316906A
公开(公告)日：1994-05-31
申请号：US748860
申请日：1991-08-23
申请人： Richard P. Haugland , Yu-zhong Zhang , Stephen T. Yue , Ewald Terpetschnig , Nels A. Olson , John J. Naleway , Karen D. Larison , Zhijian Huang
发明人： Richard P. Haugland , Yu-zhong Zhang , Stephen T. Yue , Ewald Terpetschnig , Nels A. Olson , John J. Naleway , Karen D. Larison , Zhijian Huang
IPC分类号： C12Q1/00 , C07D215/14 , C07D235/18 , C07D239/91 , C07D263/56 , C07D263/57 , C07D277/64 , C07D277/66 , C07F9/6512 , C07F9/6541 , C07H15/04 , C07H15/26 , C07K4/00 , C08B37/00 , C12Q1/34 , C12Q1/42 , C12Q1/44 , C12Q1/68 , A61K37/02 , C04B35/00 , C08G63/48
CPC分类号： C07D263/57 , C07D235/18 , C07D239/91 , C07D277/66 , C07F9/65128 , C07F9/6541 , C07H15/26 , C12Q1/34 , C12Q1/42 , C12Q2334/00
摘要： Novel fluorescent precipitating substrates made from a class of fluorophores, generally including quinazolinones (quinazolones), benzimidazoles, benzothiazoles, benzoxazoles, quinolines, indolines, and phenanthridines, having the general formula: ##STR1## where carbon atoms of --C.sup.1 .dbd.C.sup.2 -- are further joined so as to complete a first 5- or 6-membered aromatic ring which may contain at least one of the hetero atoms N, O or S,where carbon atoms of --C.sup.4 --N.dbd.C.sup.3 -- are further joined so as to complete a second 5- or 6-membered aromatic ring that contains at least the nitrogen between C.sup.3 and C.sup.4 and may contain at least one additional hetero atom N, O or S,where the first and second aromatic rings may be joined by a 5- or 6-membered bridging ring that contains at least the C.sup.2 from the first aromatic ring and the C.sup.3 from the second aromatic ring, which bridging ring may be saturated or unsaturated and may contain a hetero atom N, O, or S,where each of the first and second aromatic rings may be fused to at least one additional aromatic ring that may contain at least one of the hetero atoms N, O or S, andwhere each of said aromatic rings may be further modified by substitution of any hydrogens on an aromatic carbon by substituents that are halogen, nitro, cyano, aryl, lower alkyl (1-4 carbons), perfluoroalkyl (1-4 carbons), or alkoxy (1-4 carbons), or any combination thereof; andX.sub.fl is covalently linked to the oxygen --O-- at C.sub.1.
摘要翻译： 通常包括喹唑啉酮（喹唑啉酮），苯并咪唑，苯并噻唑，苯并恶唑，喹啉，吲哚啉和菲啶的一类荧光团制备的新型荧光沉淀基质，其具有-C1 = C2-的碳原子的通式为： 以便完成可含有至少一个杂原子N，O或S的第一个5-或6-元芳环，其中-C4-N = C3-的碳原子进一步连接，以便完成一个 第二个5-或6-元芳环，其至少包含C3和C4之间的氮，并且可以含有至少一个另外的杂原子N，O或S，其中第一和第二芳环可以通过5-或6 至少含有来自第一芳环的C2和来自第二芳环的C3，所述桥连环可以是饱和或不饱和的，并且可以含有杂原子N，O或S，其中第一个 并且第二芳环可以稠合 o至少一个可以含有至少一个杂原子N，O或S的另外的芳环，并且其中每个所述芳环可以通过用芳基碳上的任何氢取代而被进一步修饰，所述取代基是卤素，硝基 ，氰基，芳基，低级烷基（1-4个碳），全氟烷基（1-4个碳）或烷氧基（1-4个碳），或其任何组合; 并且Xfl在C1处与氧-O-共价连接。
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公开(公告)号：US5443986A
公开(公告)日：1995-08-22
申请号：US088894
申请日：1993-07-06
IPC分类号： C12Q1/00 , C07D215/14 , C07D235/18 , C07D239/91 , C07D263/56 , C07D263/57 , C07D277/64 , C07D277/66 , C07F9/6512 , C07F9/6541 , C07H15/04 , C07H15/26 , C07K4/00 , C08B37/00 , C12Q1/34 , C12Q1/42 , C12Q1/44 , C12Q1/68 , A61K38/00 , C04B35/00 , C08G63/48
CPC分类号： C07D263/57 , C07D235/18 , C07D239/91 , C07D277/66 , C07F9/65128 , C07F9/6541 , C07H15/26 , C12Q1/34 , C12Q1/42 , C12Q2334/00
摘要： Activity of enzymes and enzyme conjugates is detected using novel substrates made from a class of fluorophores, generally including quinazolinones (quinazolones), benzimidazoles, benzothiazoles, benzoxazoles, quinolines, indolines, and phenanthridines, having the general formula: ##STR1## where carbon atoms of --C.sup.1 .dbd.C.sup.2 -- are joined to complete a first 5- or 6-membered aromatic ring which optionally contains one of the hetero atoms N, O or S,and carbon atoms of --C.sup.4 --N.dbd.C.sup.3 -- are joined to complete a second 5- or 6-membered aromatic ring that contains a nitrogen between C.sup.3 and C.sup.4 and optionally contains an additional hetero atom N, O or S,where the first and second aromatic rings may be joined by a 5- or 6-membered bridging ring that contains at least the C.sup.2 from the first aromatic ring and the C.sup.3 from the second aromatic ring,where each of the first and second aromatic rings may be fused to at least one additional aromatic ring that may contain at least one of the hetero atoms N, O or S, andwhere each of said aromatic rings may be further modified by substitution of any hydrogens on an aromatic carbon by substituents that are halogen, nitro, cyano, aryl, lower alkyl (1-4 carbons), perfluoroalkyl (1-4 carbons), or alkoxy (1-4 carbons), or any combination thereof; andthe fluorophore is covalently linked to a blocking group through an oxygen --O-- at C.sub.1 ; such that removal of the blocking group by enzyme activity yields a precipitate.
摘要翻译： 使用由一类荧光团（通常包括喹唑啉酮（喹唑啉酮），苯并咪唑，苯并噻唑，苯并恶唑，喹啉，吲哚啉和菲啶）制成的新型底物检测酶和酶缀合物的活性，具有以下通式： -C 1 = C 2-连接以完成任选地含有杂原子N，O或S中的一个的第一个5-或6-元芳环，并且-C4-N = C3-的碳原子连接以完成第二个 在C 3和C 4之间含有氮并且任选地含有另外的杂原子N，O或S的5-或6-元芳环，其中第一和第二芳环可以通过5-或6-元桥环连接， 至少含有来自第一芳环的C 2和来自第二芳环的C 3，其中第一和第二芳环各自可以与至少一个可以含有至少一个杂原子N， O或S，和 硝基，氰基，芳基，低级烷基（1-4个碳），全氟烷基（1-4个碳）或烷氧基的取代基取代芳族碳上的任何氢原子， （1-4个碳），或其任何组合; 并且荧光团在C1处通过氧-O-共价连接到封闭基团上; 使得通过酶活性除去封闭基团产生沉淀。
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