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6-Hydroxy-2-naphthaleneboronic acid

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Name

6-Hydroxy-2-naphthaleneboronic acid

EINECS N/A
CAS No. 173194-95-1 Density 1.358 g/cm3
PSA 60.69000 LogP 0.22520
Solubility N/A Melting Point 218-224 °C
Formula C10H9BO3 Boiling Point 458.567 °C at 760 mmHg
Molecular Weight 187.991 Flash Point 231.134 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 173194-95-1 (6-HYDROXY-2-NAPHTHALENEBORONIC ACID) Hazard Symbols IrritantXi
Synonyms

(6-Hydroxynaphthalen-2-yl)boronic acid;Boronic acid,(6-hydroxy-2-naphthalenyl)- (9CI);

Article Data 3

6-Hydroxy-2-naphthaleneboronic acid Chemical Properties

The present invention relates to an enhanced chemiluminescent reaction especially for use in a diagnostic assay, particularly immunoassay, and to a diagnostic kit for use in the assay. A chemiluminescent reaction is a chemical reaction which results In the emission of light. The luminescent emission is generally of sufficient duration to enable the light emitted to be detected or measured, and thereby to allow the detection or quantification of an analyte. The chemiluminescent reaction with which this invention is concerned is that between a 2,3-dihydro-1,4-phthalaztnedione (DPD), especially luminol, with an oxidant, especially HYDROGEN peroxide, and a PEROXIDASE enzyme, especially horseradish PEROXIDASE, which catalyses the oxidation of the DPD by the oxidant. The oxidation is accompanied by emission of light.

6-Hydroxy-2-naphthaleneboronic acid History


A review of luminescent assays has been published by L. J. Kricka, Clinical Chemistry 37, 1472-1481 (1991).

 

6-Hydroxy-2-naphthaleneboronic acid Specification

SUMMARY OF THE INVENTION

It has now been found that certain organoboron compounds are effective enhancers of chemiluminescence in a reaction between a dihydrophthalaztnedione (DPD), a peroxidase enzyme catalyst and an oxidant. The enhancers of the present Invention include compounds of formula which R, W, X, Y and Z have the following meanings; R is selected from hydrogen, n-butyl, O,O-propylene (a cyclic ether), 4'-chlorophenyl and 3',5'-dichlorophenyl, W is selected from hydrogen, hydroxy, methyl, methoxy and chloro, X Is selected from hydrogen, methyl, chloro, amino and nitro, Y is selected from hydrogen, methyl, carboxy, chloro, bromo, iodo, phenyl, phenoxy, 4'-chloroanilino, 4'-boronylphenyl, 4'-bromophenyl, 2'-carboxyethenyl and trimethylsilyl, Z is selected from hydrogen, 5-chloro, 5-bromo, 5-(3'-trifluoromethyl)phenylazo, or 6-chloro, W and X together may represent a fused benzene ring and X and Y together may represent a fused benzene ring substituted by hydroxy in the 6 position of the naphthalene ring numbering, provided that

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