公开(公告)号：DE473984T1

公开(公告)日：1992-08-13

申请号：DE91113601

申请日：1991-08-13

Applicant: THE BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY, DETROIT, MICH., US

Inventor： SCHAAP, ARTHUR PAUL, GROSSE POINTE PARK, MICHIGAN 48230, US ,  ROMANO, LOUISE J., DETROIT, MICHIGAN 48214, US ,  GOUDAR, JAIDEV S., DETROIT, MICHIGAN 48202, US

IPC: C07D207/404 ,  C07D207/46 ,  C07D321/00 ,  C07D405/12 ,  C07D407/12 ,  C07D495/04 ,  C07F7/18 ,  C09K11/07 ,  G01N33/533 ,  C07D311/82 ,  C07C217/10 ,  C07C59/66

Abstract: Dioxetanes which couple with organic and biological molecules of the formula: wherein X is a leaving group which is removed by an activating agent to produce light, wherein A is a coupling substituent, Ar is a substituent selected from the group consisting of phenyl and naphthyl to provide a label are described. R1 is an optional linker substituent and can have between 1 and 30 carbon atoms with some of the carbon atoms being oxygen, sulfur, nitrogen or phosphorus. Ar as phenyl is preferred. The dioxetane coupled molecules are useful in assays of all types where luminescence can be used as an indicator.

公开(公告)号：AU7183391A

公开(公告)日：1991-07-18

申请号：AU7183391

申请日：1990-12-12

Applicant: BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY THE

Inventor： SCHAAP ARTHUR PAUL

IPC: C07B37/04 ,  A01N1/02 ,  A61B5/154 ,  A61F6/04 ,  A61J1/05 ,  A61K31/12 ,  A61K31/13 ,  A61K31/16 ,  A61K31/215 ,  A61K31/35 ,  A61K35/14 ,  A61K45/00 ,  A61K45/06 ,  A61L2/00 ,  A61L2/18 ,  A61L2/26 ,  A61L15/00 ,  A61M1/02 ,  A61P31/12 ,  A61P37/04 ,  C07B61/00 ,  C07C37/00 ,  C07C37/62 ,  C07C39/38 ,  C07C41/01 ,  C07C41/18 ,  C07C43/178 ,  C07C43/23 ,  C07C51/15 ,  C07C305/24 ,  C07D207/46 ,  C07D307/87 ,  C07D311/58 ,  C07D311/82 ,  C07D321/00 ,  C07D405/12 ,  C07D407/10 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/6541 ,  C07F9/655 ,  C07F9/6558 ,  C07F9/6561 ,  C07H15/203 ,  C07C41/30 ,  C07C67/28 ,  C07C67/293 ,  C07C303/24 ,  C07F9/117

Abstract: An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of the formula with a carbonyl containing compound of the formula wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.

公开(公告)号：AU3677197A

公开(公告)日：1997-12-11

申请号：AU3677197

申请日：1997-09-02

Applicant: BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY THE ,  LUMIGEN INC

IPC: G01N21/78 ,  C07C43/166 ,  C07C43/178 ,  C07C69/017 ,  C07C69/12 ,  C07C69/157 ,  C07C69/22 ,  C07C69/353 ,  C07C69/78 ,  C07D321/00 ,  C07F7/08 ,  C07F7/18 ,  C07F9/12 ,  C07F9/655 ,  C09K11/07 ,  C12Q1/34 ,  G01N33/533 ,  G01N33/58

公开(公告)号：AU6081896A

公开(公告)日：1997-02-06

申请号：AU6081896

申请日：1996-07-30

Applicant: BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY THE ,  LUMIGEN INC

Inventor： NAME NOT GIVEN

IPC: G01N33/535 ,  C07C69/00 ,  C07D321/00 ,  C07F9/12 ,  C07F9/655 ,  C09K11/06 ,  C09K11/07 ,  G01N33/53 ,  G01N33/543 ,  G01N33/58 ,  C07C69/708 ,  G01N21/76

Abstract: Stable, enzymatically triggered chemiluminescent 1,2-dioxetanes with improved water solubility are provided. Dioxetanes further substituted with two or more water-solubilizing groups disposed on the dioxetane structure provide superior performance by eliminating the problem of reagent carryover when used in assays performed on capsule chemistry analytical systems. Compositions comprising a dioxetane with two or more water-solubilizing groups, a non-polymeric cationic surfactant enhancer and optionally a fluorescer, for providing enhanced chemiluminescence are also provided.

公开(公告)号：ES2038109T1

公开(公告)日：1993-07-16

申请号：ES92109406

申请日：1989-07-24

Applicant: THE BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY

Inventor： SCHAAP, ARTHUR PAUL

IPC: C07C37/00 ,  C07C37/62 ,  C07C39/38 ,  G01N33/532 ,  C07C51/15 ,  C07D207/46 ,  C07D311/82 ,  C07D311/86 ,  C07D311/90 ,  C07D321/00 ,  C07D405/12 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/12 ,  C07F9/655 ,  C07F9/6561 ,  C07H15/203 ,  C09K11/06 ,  C09K11/07 ,  C12Q1/34 ,  C12Q1/42 ,  C12Q1/44 ,  C12Q1/46 ,  C12Q1/58 ,  C12Q1/68 ,  G01N21/76 ,  G01N33/533 ,  G01N33/58 ,  C07F9/145

Abstract: A 1,2-dioxetane of the formulaand an alkene of the formulaare described. The 1,2-dioxetane is useful in immunoassays and in DNA probes used for various purposes.

公开(公告)号：ES2037638T1

公开(公告)日：1993-07-01

申请号：ES92114339

申请日：1989-07-24

Applicant: THE BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY

Inventor： SCHAAP, ARTHUR PAUL

IPC: C07C37/00 ,  C07C37/62 ,  C07C39/38 ,  G01N33/532 ,  C07C51/15 ,  C07D207/46 ,  C07D311/82 ,  C07D311/86 ,  C07D311/90 ,  C07D321/00 ,  C07D405/12 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/12 ,  C07F9/655 ,  C07F9/6561 ,  C07H15/203 ,  C09K11/06 ,  C09K11/07 ,  C12Q1/34 ,  C12Q1/42 ,  C12Q1/44 ,  C12Q1/46 ,  C12Q1/58 ,  C12Q1/68 ,  G01N21/76 ,  G01N33/533 ,  G01N33/58

Abstract: A 1,2-dioxetane of the formulaand an alkene of the formulaare described. The 1,2-dioxetane is useful in immunoassays and in DNA probes used for various purposes.

公开(公告)号：AU637194B2

公开(公告)日：1993-05-20

申请号：AU7183391

申请日：1990-12-12

Applicant: BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY

Inventor： ARTHUR PAUL SCHAAP

IPC: C07B37/04 ,  A01N1/02 ,  A61B5/154 ,  A61F6/04 ,  A61J1/05 ,  A61K31/12 ,  A61K31/13 ,  A61K31/16 ,  A61K31/215 ,  A61K31/35 ,  A61K35/14 ,  A61K45/00 ,  A61K45/06 ,  A61L2/00 ,  A61L2/18 ,  A61L2/26 ,  A61L15/00 ,  A61M1/02 ,  A61P31/12 ,  A61P37/04 ,  C07B61/00 ,  C07C37/00 ,  C07C37/62 ,  C07C39/38 ,  C07C41/01 ,  C07C41/18 ,  C07C43/178 ,  C07C43/23 ,  C07C51/15 ,  C07C305/24 ,  C07D207/46 ,  C07D307/87 ,  C07D311/58 ,  C07D311/82 ,  C07D321/00 ,  C07D405/12 ,  C07D407/10 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/6541 ,  C07F9/655 ,  C07F9/6558 ,  C07F9/6561 ,  C07H15/203

Abstract: An improved process for the preparation of vinyl ethers by the coupling reaction of an ester of the formula with a carbonyl containing compound of the formula wherein A and R are passive organic groups and OY is a hydroxyl group or OP where P is a protecting group is described. The ester and the carbonyl containing compound are reacted in an organic solvent with a titanium salt, a metallic reducing agent and an amine base to provide the vinyl ether. The reaction is safe and produces high yields. The vinyl ethers are useful for producing dioxetanes which produce light upon triggering.

公开(公告)号：DE510721T1

公开(公告)日：1993-04-08

申请号：DE92109406

申请日：1989-07-24

Applicant: THE BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY, DETROIT, MICH., US

Inventor： SCHAAP, ARTHUR PAUL, DETROIT, MICHIGAN 48207, US

IPC: G01N33/532 ,  C07C37/00 ,  C07C37/62 ,  C07C39/38 ,  C07C51/15 ,  C07D207/46 ,  C07D311/82 ,  C07D311/86 ,  C07D311/90 ,  C07D321/00 ,  C07D405/12 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/12 ,  C07F9/655 ,  C07F9/6561 ,  C07H15/203 ,  C09K11/06 ,  C09K11/07 ,  C12Q1/34 ,  C12Q1/42 ,  C12Q1/44 ,  C12Q1/46 ,  C12Q1/58 ,  C12Q1/68 ,  G01N21/76 ,  G01N33/533 ,  G01N33/58 ,  C07F9/145

Abstract: A 1,2-dioxetane of the formulaand an alkene of the formulaare described. The 1,2-dioxetane is useful in immunoassays and in DNA probes used for various purposes.

公开(公告)号：DE379716T1

公开(公告)日：1991-05-23

申请号：DE89123690

申请日：1989-12-21

Applicant: THE BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY, DETROIT, MICH., US

Inventor： SCHAAP, ARTHUR PAUL, DETROIT, MICHIGAN 48207, US ,  AKHAVEN-TAFTI, HASHEM, APT. 903, DETROIT, MICHIGAN 48202, US

IPC: G01N21/78 ,  C07C37/00 ,  C07C37/62 ,  C07C39/19 ,  C07C39/38 ,  C07C43/178 ,  C07C51/15 ,  C07C69/14 ,  C07C69/24 ,  C07C69/76 ,  C07C305/04 ,  C07D207/46 ,  C07D277/68 ,  C07D311/80 ,  C07D311/82 ,  C07D311/86 ,  C07D321/00 ,  C07D405/12 ,  C07D407/10 ,  C07D407/12 ,  C07D417/12 ,  C07D493/10 ,  C07D495/04 ,  C07F7/18 ,  C07F9/12 ,  C07F9/6541 ,  C07F9/655 ,  C07F9/6558 ,  C07F9/6561 ,  C07H15/203 ,  C07H15/26 ,  C09K11/07 ,  C12Q1/44 ,  G01N31/22 ,  C07D277/64

Abstract: Triggerable dioxetanes with a fluorescent molecule containing group bonded or tethered in the dioxetane so as to produce fluorescence from the group are described. The compounds are useful in immunoassays and in probes using enzymes or other chemicals for triggering the dioxetanes to produce light from the fluorescent molecule in the group as a signal.

公开(公告)号：AU4141996A

公开(公告)日：1996-06-17

申请号：AU4141996

申请日：1995-11-02

Applicant: BOARD OF GOVERNORS OF WAYNE STATE UNIVERSITY THE ,  LUMIGEN INC

Inventor： SCHAAP ARTHUR PAUL ,  AKHAVAN-TAFTI HASHEM

IPC: G01N21/78 ,  C07C43/178 ,  C07C69/017 ,  C07C69/12 ,  C07C69/22 ,  C07C69/78 ,  C07D321/00 ,  C07F7/18 ,  C07F9/12 ,  C07F9/655 ,  C09K11/07 ,  C12Q1/34 ,  G01N33/533 ,  G01N33/58 ,  C09K3/00 ,  C12Q1/00 ,  C07F9/06 ,  C07D305/00 ,  C07C69/76 ,  C07C69/00 ,  C07C41/00

Abstract: 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.