Enzymatically-cleavable chemiluminescent fused polycyclic
ring-containing 1,2-dioxetanes
    1.
    发明授权
    Enzymatically-cleavable chemiluminescent fused polycyclic ring-containing 1,2-dioxetanes 失效
    可酶切的化学发光的稠环多环的1,2-二氧杂环丁烷

    公开(公告)号:US4952707A

    公开(公告)日:1990-08-28

    申请号:US213672

    申请日:1988-06-30

    摘要: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers. They are useful in detecting the presence or determining the concentration of chemical or biological substances in immunoassays, chemical assays and nucleic acid probe assays, and in chemical/physical probe procedures for studying the microstructures of macromolecules. Two or more of them can also be used in combination, or one or more of them can be used together with other chemiluminescent compounds, in multi-channel assays to detect two or more different analytes simultaneously. Novel intermediates used in the preparation of these odd pattern substituted compounds are also disclosed.

    摘要翻译: 公开了化学发光的1,2-二氧杂环丁烷化合物,其中在分子与不稳定基团除去物质(例如,将切割不稳定的酶的酶接触)之前,分子在二氧杂环丁烷环上的3-位上被稳定化,免于分解 基团,使分子形成至少一个发光的荧光团),并用含有稠环多环的荧光团部分在二氧杂环丁烷环上的4位上取代,该部分带有不饱和环取代基,其连接点与稠合多环 环相对于该环的连接到二氧杂环丁烷环的点是使得这些连接点(包括连接点处的环原子)分离的环原子的总数为奇数整数。 这些奇数图案取代的化合物分解发射比由相应的均匀图案取代的异构体发射的光更强的和不同波长的光。 它们可用于检测免疫测定,化学测定和核酸探针测定中的化学或生物物质的浓度的存在或确定,以及用于研究大分子微结构的化学/物理探针程序。 它们中的两种或更多种也可以组合使用,或者其中一种或多种可以与其他化学发光化合物一起使用,在多通道测定中同时检测两种或多种不同的分析物。 还公开了用于制备这些奇数图案取代的化合物的新型中间体。