The singlet oxygenation of alkenes 1 gives the corresponding dioxetanes 2, whose thermal stability and half-life of Chemiluminescence induced by TBAF (NBun4F) are significantly affected by the 3-alkoxyl group.
Chemiluminescent dialkyl-substituted 1,2-dioxetane compounds, methods of
申请人:Lumigen, Inc.
公开号:US05578253A1
公开(公告)日:1996-11-26
A chemiluminescent assay method and compositions are described which use a dialkyl-substituted dioxetane which is deprotected to trigger a chemiluminescent reaction. Chemiluminescent 1,2-dioxetane compounds substituted on the dioxetane ring with two nonspirofused alkyl groups which can be triggered by a reagent to generate light are disclosed. Dialkyl-substituted dioxetanes are useful for the detection of triggering agents including enzymes. The enzyme may be present alone or linked to a member of a specific binding pair in an immunoassay, DNA probe assay or other assay where the enzyme is bound to a reporter molecule.
Chemiluminescent dialkyl-substituted 1,2-dioxetane compounds, methods of synthesis and use
申请人:The Board of Governors of Wayne State University
公开号:US06284899B1
公开(公告)日:2001-09-04
A chemiluminescent assay method and compositions are described which use a dialkyl-substituted dioxetane which is deprotected to trigger a chemiluminescent reaction. Chemiluminescent 1,2-dioxetane compounds substituted on the dioxetane ring with two nonspirofused alkyl groups which can be triggered by a reagent to generate light are disclosed. Dialkyl-substituted dioxetanes are useful for the detection of triggering agents including enzymes. The enzyme may be present alone or linked to a member of a specific binding pair in an immunoassay, DNA probe assay or other assay where the enzyme is bound to a reporter molecule.
EtO < i-PrO ⪢ tert-BuO. On treatment with tetrabutylammonium fluoride in DMSO, dioxetanes (10e - 10h) bearing a m-siloxyphenyl decompose rapidly to emit intense blue light with ΦCL > 0.2. For the base-induced decomposition of 10e - 10h, the order of rate of decomposition is MeO < EtO < i-PrO < tert-BuO.