CA2033331A1 - Method of detecting a substance using enzymatically-induced decomposition of dioxetanes - Google Patents
Method of detecting a substance using enzymatically-induced decomposition of dioxetanesInfo
- Publication number
- CA2033331A1 CA2033331A1 CA002033331A CA2033331A CA2033331A1 CA 2033331 A1 CA2033331 A1 CA 2033331A1 CA 002033331 A CA002033331 A CA 002033331A CA 2033331 A CA2033331 A CA 2033331A CA 2033331 A1 CA2033331 A1 CA 2033331A1
- Authority
- CA
- Canada
- Prior art keywords
- dioxetane
- enzyme
- group
- cleavable group
- substance
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- BVTJGGGYKAMDBN-UHFFFAOYSA-N Dioxetane Chemical group C1COO1 BVTJGGGYKAMDBN-UHFFFAOYSA-N 0.000 title abstract 7
- 239000000126 substance Substances 0.000 title abstract 2
- 238000000354 decomposition reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 102000004190 Enzymes Human genes 0.000 abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000003556 assay Methods 0.000 abstract 1
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000005592 polycycloalkyl group Chemical group 0.000 abstract 1
- 230000009870 specific binding Effects 0.000 abstract 1
- 125000003003 spiro group Chemical group 0.000 abstract 1
Landscapes
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
In an assay method in which a member of a specific binding pair is detected by means of an optically detectable reaction, the improvement wherein the optically detectable reaction includes the reaction, with an enzyme, of a dioxetane having the formula (see formula I) where T is a cycloalkyl or polycycloalkyl group bonded to the 4-membered ring portion of the dioxetane by a spiro linkage; Y is a fluorescent chromophore; X is hydrogen, alkyl, aryl, aralkyl, alkaryl, heteroalkyl, heteroaryl, cycloalkyl, cycloheteroalkyl, or enzyme-cleavable group;
and Z is hydrogen or an enzyme-cleavable group, provided that at least one of X or Z must be an enzyme-cleavable group, so that the enzyme cleaves the enzyme-cleavable group from the dioxetane to form a negatively charged substituent banded to the dioxetane, the negatively charged substituent causing the dioxetane to decompose to form a luminescent substance that includes group Y of said dioxetane.
and Z is hydrogen or an enzyme-cleavable group, provided that at least one of X or Z must be an enzyme-cleavable group, so that the enzyme cleaves the enzyme-cleavable group from the dioxetane to form a negatively charged substituent banded to the dioxetane, the negatively charged substituent causing the dioxetane to decompose to form a luminescent substance that includes group Y of said dioxetane.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/382,125 US4978614A (en) | 1988-10-26 | 1989-07-20 | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
| US382,125 | 1989-07-20 | ||
| PCT/US1990/003920 WO1991001492A1 (en) | 1989-07-20 | 1990-07-17 | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2033331A1 true CA2033331A1 (en) | 1991-01-21 |
| CA2033331C CA2033331C (en) | 2006-03-28 |
Family
ID=36123262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002033331A Expired - Lifetime CA2033331C (en) | 1989-07-20 | 1990-07-17 | Method of detecting a substance using enzymatically-induced decomposition of dioxetanes |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2033331C (en) |
-
1990
- 1990-07-17 CA CA002033331A patent/CA2033331C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2033331C (en) | 2006-03-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |