HEAVY METAL BINDING COMPOUNDS AND THEIR METHOD OF USE
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Accused Products
Abstract
The present invention provides a metal chelator and methods that facilitate binding, detecting, monitoring and quantitating of heavy metal ions in a sample. This metal chelating moiety is a —N,N,O-triacetic acid analog of BAPTA and has the following formula
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Citations
36 Claims
- 1. A compound having the formula:
- 22. A complex comprising a metal ion and a compound according to the formula:
- 24. A composition of matter comprising a sample and a compound according to the formula:
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27. A method for detecting the presence or absence of a metal ion is a sample, wherein the method comprises:
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a. combining a metal ion reporter molecule with the sample to prepare a labeling mixture, wherein the metal ion reporter molecule is according to the formula;
wherein RX is hydrogen, alkyl, substituted alkyl or —
CR13R14CO2R;
RY is hydrogen, alkyl, substituted alkyl or —
CR13R14CO2R;
RX′
is hydrogen, alkyl, substituted alkyl or —
CR13R14CO2R;
wherein R is H, a salt ion or —
CH2OC(O)(CH2)nCH3 and n is 0 to 6;
each R13 is independently hydrogen, alkyl or substituted alkyl;
each R14 is independently hydrogen, alkyl or substituted alkyl;
R1 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R2 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R3 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R4 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R5 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R6 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R7 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
R8 is hydrogen, halogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, amino, substituted amino, alkylamino, substituted alkylamino, aldehyde, carboxyl, azido, nitro, nitroso, cyano, thioether, sulfoalkyl, carboxyalkyl, aminoalkyl, reporter molecule, reactive group, carrier molecule or solid support;
ora member selected from R1 in combination with R2;
R2 in combination with R3;
R3 in combination with R4;
R5 in combination with R6;
R5 in combination with R7; and
R7 in combination with R8;
together with the atoms to which they are joined, form a ring which is a 5-, 6- or 7-membered heterocycloalkyl, a substituted 5-, 6- or 7-membered heterocycloalkyl, a 5-, 6- or 7-membered cycloalkyl, a substituted 5-, 6- or 7-membered cycloalkyl, a 5-, 6- or 7-membered heteroaryl, a substituted 5-, 6- or 7-membered heteroaryl, a 5-, 6- or 7-membered aryl, a substituted 5-, 6- or 7-membered aryl or reporter molecule; and
,wherein R9 is hydrogen, alkyl, substituted alkyl, reactive group, carrier molecule, or solid support;
R10 is hydrogen, alkyl, substituted alkyl, reactive group, carrier molecule, or solid support;
R11 is hydrogen, alkyl, substituted alkyl, reactive group, carrier molecule, or solid support;
R12 is hydrogen, alkyl, substituted alkyl, reactive group, carrier molecule, or solid support;
ora member selected from R9 in combination with R10; and
R11 in combination with R12 together with the atoms to which they are joined, form a ring which is a 5-, 6- or 7-membered heterocycloalkyl, a substituted 5-, 6- or 7-membered heterocycloalkyl, a 5-, 6- or 7-membered cycloalkyl, a substituted 5-, 6- or 7-membered cycloalkyl, a 5-, 6- or 7-membered heteroaryl, a substituted 5-, 6- or 7-membered heteroaryl, a 5-, 6- or 7-membered aryl, or a substituted 5-, 6- or 7-membered aryl;
b. incubating the labeling mixture for a sufficient amount of time for the metal ion reporter molecule to associate with the metal ion in the sample to form an incubated mixture;
c. illuminating the incubated sample with an appropriate wavelength to form an illuminated mixture; and
,d. observing the illuminated mixture whereby the presence or absence of the metal ion in a sample is detected. - View Dependent Claims (28, 29, 30)
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- 31. A kit for detecting metal ions in a sample, wherein the kit comprises a metal ion reporter molecule according to the formula:
- 35. A staining solution comprising a metal ion reporter molecule and a buffer solution, wherein the metal ions reporter molecule has the formula:
Specification