CHEMILUMINESCENT 3-(SUBSTITUTED ADAMANT-2'-YLIDENE) 1,2-DIOXETANES
    2.
    发明申请
    CHEMILUMINESCENT 3-(SUBSTITUTED ADAMANT-2'-YLIDENE) 1,2-DIOXETANES 审中-公开
    亮氨酸3-(取代的ADAMANT-2'-YLIDENE)1,2-二氧化物

    公开(公告)号:WO1992004341A1

    公开(公告)日:1992-03-19

    申请号:PCT/US1991006096

    申请日:1991-08-30

    Inventor: TROPIX, INC.

    Abstract: Enzymatically cleavable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically cleavable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by formula (I) wherein X and X each represent, individually, hydrogen, a hydroxyl group, a halo substituent, an unsubstituted lower alkyl group, a hydroxy (lower) alkyl group, a halo (lower) alkyl group, a phenyl group, a halophenyl group, an alkoxyphenyl group, a hydroxyalkoxy group, a cyano group, a carboxyl or substituted carboxyl group or an amide group, with at least one of X and X being other than hydrogen; and R1 and R2 individually or together, represent an organic substituent that does not interfere with the production of light when the dioxetane compound is enzymatically cleaved and that satisfies the valence of the dioxetane compound's 4-carbon atom, with the provisos that if R1 and R2 represent individual substituents the R2 substituent is aromatic, heteroaromatic, or an unsaturated substituent in conjugation with an aromatic ring, and that at least one of R1 and R2 is, or R1 and R2 taken together are, an enzymatically cleavable labile group-substituted fluorescent chromophore group that produces a luminescent substance when the enzymatically cleavable labile substituent thereof is removed by an enzyme. The corresponding dioxetanes which, instead of being substituted at the 5' or 7', or at the 5' and 7' positions, instead contain a 4' methylene group, are also disclosed, as are intermediates for all these 3-substituted adamant-2'-ylidenedioxetanes, and their use as reporter molecules in assays.

    Abstract translation: 公开了能够在分解时产生光能的酶促切割的化学发光的1,2-二氧杂环丁烷化合物,在其中有可能切割其可酶切的不稳定取代基的键之间在室温下基本稳定。 这些化合物可以由式(I)表示,其中X和X 1各自表示氢,羟基,卤素取代基,未取代的低级烷基,羟基(低级)烷基,卤代(低级) )烷基,苯基,卤代苯基,烷氧基苯基,羟基烷氧基,氰基,羧基或取代的羧基或酰胺基,X和X 1中的至少一个不同于氢 ; R1和R2分别或一起表示当二氧杂环丁烷化合物被酶解时不干扰光的产生并且满足二氧杂环丁烷化合物的4-碳原子的化合价的有机取代基,条件是如果R1和R2 代表各个取代基,R 2取代基是芳族的,杂芳族的,或与芳香环共轭的不饱和取代基,R1和R2中的至少一个是或R1和R2一起是可酶切割的不稳定基团取代的荧光发色团 当其酶促切割不稳定取代基被酶除去时产生发光物质的组。 也公开了相对于在5'或7'或5'和7'位置取代含有4'亚甲基的二氧杂环丁烷,以及所有这些3-取代的金刚烷基 - 2'-亚基二氧杂环丁烷,以及它们在测定中作为报道分子的用途。

    CHEMILUMINESCENT COMPOSITIONS, METHODS, ASSAYS AND KITS FOR OXIDATIVE ENZYMES
    3.
    发明申请
    CHEMILUMINESCENT COMPOSITIONS, METHODS, ASSAYS AND KITS FOR OXIDATIVE ENZYMES 审中-公开
    氧化酶的显色组合物,方法,测定和试剂

    公开(公告)号:WO2010101839A2

    公开(公告)日:2010-09-10

    申请号:PCT/US2010/025791

    申请日:2010-03-01

    Abstract: Chemiluminescent compositions, methods, assays and kits for oxidative enzymes are described. Further disclosed are dioxetane compounds of the form: 0-0 ΛR R R T (i) where R can independently be any branched alkyl or cycloalkyl group which provides stabilization for the dioxetane or where both R groups together form a cycloalkyl or polycycloalkyl moiety spiro bound to the dioxetane ring, wherein each R group or the spiro bound moiety can be unsubstituted or substituted with one or more electron- withdrawing groups or or electron donating groups, or groups providing preferential oxidative isozyme substrate recognition, and wherein Ri is an aryl group, or an alkyl group of 1-20 carbon atoms, which can be optionally substituted with 1 or more halogen atoms, and wherein T is an aryl or heteroaryl ring capable of emitting light upon enzyme activated decomposition of the dioxetane I. Kits, methods and assays are also disclosed that comprise the dioxetane compounds.

    Abstract translation: 描述了用于氧化酶的化学发光组合物,方法,测定和试剂盒。 进一步公开的是以下形式的二氧杂环丁烷化合物:其中R可以独立地为任何支链烷基或环烷基,其为二氧杂环丁烷提供稳定性,或者两个R基团一起形成环烷基或聚环烷基部分螺 二环氧环乙烷环,其中每个R基团或螺环结合的部分可以是未取代的或被一个或多个吸电子基团或供电子基团或提供优先氧化同功酶底物识别的基团取代,并且其中R 1是芳基或 1-20个碳原子的烷基,其可任选被1个或多个卤素原子取代,并且其中T是能够在二氧杂环丁烷I的酶活化分解时能发光的芳基或杂芳基环。试剂盒,方法和试验也是 公开了包含二恶丁环化合物。

    CHEMILUMINESCENT COMPOSITIONS, METHODS, ASSAYS AND KITS FOR OXIDATIVE ENZYMES
    4.
    发明申请
    CHEMILUMINESCENT COMPOSITIONS, METHODS, ASSAYS AND KITS FOR OXIDATIVE ENZYMES 审中-公开
    氧化酶的显色组合物,方法,测定和试剂

    公开(公告)号:WO2010101839A3

    公开(公告)日:2011-01-13

    申请号:PCT/US2010025791

    申请日:2010-03-01

    Abstract: Chemiluminescent compositions, methods, assays and kits for oxidative enzymes are described. Further disclosed are dioxetane compounds of the form: 0-0 ?R R R T (i) where R can independently be any branched alkyl or cycloalkyl group which provides stabilization for the dioxetane or where both R groups together form a cycloalkyl or polycycloalkyl moiety spiro bound to the dioxetane ring, wherein each R group or the spiro bound moiety can be unsubstituted or substituted with one or more electron- withdrawing groups or or electron donating groups, or groups providing preferential oxidative isozyme substrate recognition, and wherein Ri is an aryl group, or an alkyl group of 1-20 carbon atoms, which can be optionally substituted with 1 or more halogen atoms, and wherein T is an aryl or heteroaryl ring capable of emitting light upon enzyme activated decomposition of the dioxetane I. Kits, methods and assays are also disclosed that comprise the dioxetane compounds.

    Abstract translation: 描述了用于氧化酶的化学发光组合物,方法,测定和试剂盒。 进一步公开的是以下形式的二氧杂环丁烷化合物:其中R可以独立地为任何支链烷基或环烷基,其为二氧杂环丁烷提供稳定性,或者两个R基团一起形成环烷基或聚环烷基部分螺 二环氧环乙烷环,其中每个R基团或螺环结合的部分可以是未取代的或被一个或多个吸电子基团或供电子基团或提供优先氧化同功酶底物识别的基团取代,并且其中R 1是芳基或 1-20个碳原子的烷基,其可任选被1个或多个卤素原子取代,并且其中T是能够在二氧杂环丁烷I的酶活化分解时能发光的芳基或杂芳基环。试剂盒,方法和试验也是 公开了包含二恶丁环化合物。

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