# US 5,705,622 A · Sensitizer conjugates containing porphyrins

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- Number: US 5,705,622 A
- Document ID: US5705622A
- Status: Granted
- Kind: A
- Application number: 08/623,410
- Filed: 1996-03-28
- Granted: 1998-01-06
- Earliest claimed: 1988-06-08
- Assignees: London Diagnostics, Inc.
- Inventors: Frank McCapra
- Web page: https://patentgrep.com/patent/US5705622A

## CPC

- C07H 21/00: Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- G01N 33/582: {with fluorescent label}
- G01N 33/583: {with non-fluorescent dye label}
- Y10S 436/905: Photochemical activation of reactions
- Y10T 436/143333: Saccharide [e.g., DNA, etc.]
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Specific binding assays are disclosed which utilize a sensitizer as a label. Such sensitizers include any moiety which, when stimulated by "exaitation" with radiation of one or more wavelengths or other chemical or physical stimulus (e.g., electron transfer, electrolysis, electroluminescence or energy transfer), will achieve an excited state which (a) upon interaction with molecular oxygen will produce singlet molecular oxygen, or (b) upon interaction with a leucodye will assume a reduced form which can then be returned to its original unexcited state by interaction with molecular oxygen resulting in the production of hydrogen peroxide. Either interaction with the excited sensitizer will, with the addition of other reagents, produce a detectable signal.

## Claims

### Claim 1

A sensitizer conjugate comprising a sensitizer label attached to a specific binding material, that functions as a donor of energy, and an acceptor which uses that energy to evoke a detectable signal, in which the sensitizer label is a moiety that is induced to an excited state by radiation or by chemical or physical stimulus such that it is reactable with, and donates its energy to, (a) molecular oxygen to produce singlet molecular oxygen or (b) a leucodye to form a reduced form that is oxidizable to its original state by reaction with singlet oxygen thereby producing hydrogen peroxide, wherein the sensitizer is obtained by reacting the specific binding material with a porphyrin that has the formula: ##STR20##

### Claim 2

A sensitizer conjugate comprising a sensitizer label attached to a specific binding material, that functions as a donor of energy, and an acceptor which uses that energy to evoke a detectable signal, in which the sensitizer label is a moiety that is induced to an excited state by radiation or by chemical or physical stimulus such that it is reactable with, and donates its energy to, (a) molecular oxygen to produce singlet molecular oxygen or (b) a leucodye to form a reduced form that is oxidizable to its original state by reaction with singlet oxygen thereby producing hydrogen peroxide, wherein the sensitizer is obtained by reacting the specific binding material with a porphyrin that has the formula: ##STR21##

### Claim 3

A sensitizer conjugate comprising a sensitizer label attached to a specific binding material, that functions as a donor of energy, and an acceptor which uses that energy to evoke a detectable signal, in which the sensitizer label is a moiety that is induced to an excited state by radiation or by chemical or physical stimulus such that it is reactable with, and donates its energy to, (a) molecular oxygen to produce singlet molecular oxygen or (b) a leucodye to form a reduced form that is oxidizable to its original state by reaction with singlet oxygen thereby producing hydrogen peroxide, wherein the sensitizer is obtained by reacting the specific binding material with a porphyrin that has the formula: ##STR22## in which M is a polyvalent metal with a valence of x, one or more of the R's are functional groups from the groups from the group consisting of ##STR23##

### Claim 4

A sensitizer conjugate comprising a sensitizer label attached to a specific binding material, that functions as a donor of energy, and an acceptor which uses that energy to evoke a detectable signal, in which the sensitizer label is a moiety that is induced to an excited state by radiation or by chemical or physical stimulus such that it is reactable with, and donates its energy to, (a) molecular oxygen to produce singlet molecular oxygen or (b) a leucodye to form a reduced form that is oxidizable to its original state by reaction with singlet oxygen thereby producing hydrogen peroxide, wherein the sensitizer is obtained by reacting the specific binding material with a porphyrin that has the formula: ##STR24## in which one or more of the R's are functional groups from the group consisting of ##STR25##