IP Library Granted Patent US 7,709,612
Granted Patent B2
US 7,709,612 · App. 11/364,928 · Granted May 4, 2010

Metal chelating compositions for protein purification, detection or binding

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Quick Facts
Patent No.
US 7,709,612
App. No.
11/364,928
Granted
May 4, 2010
Kind
B2
Abstract

A metal chelating composition having the formula: wherein Q is a carrier; S 1 is a spacer; L is -A-T-CH(X)— or —C(═O)—; A is an ether, thioether, selenoether, or amide linkage; T is a bond or substituted or unsubstituted alkyl or alkenyl; X is —(CH 2 ) k CH 3 , —(CH 2 ) k COOH, —(CH 2 ) k SO 3 H, —(CH 2 ) k PO 3 H 2 , —(CH 2 ) k N(J) 2 , or —(CH 2 ) k P(J) 2 , preferably —(CH 2 ) k COOH or —(CH 2 ) k SO 3 H; k is an integer from 0 to 2; J is hydrocarbyl or substituted hydrocarbyl; Y is —COOH, —H, —SO 3 H, —PO 3 H 2 , —N(J) 2 , or —P(J) 2 , preferably, —COOH; Z is —COOH, —H, —SO 3 H, —PO 3 H 2 , —N(J) 2 , or —P(J) 2 , preferably, —COOH; and i is an integer from 0 to 4, preferably 1 or 2.

Claims (44)

1. A metal chelate comprising a metal and a metal chelating composition having the formula:

wherein

Q is a carrier;

S 1 is a spacer defined by a chain of no more than about 15 atoms selected from the group consisting of carbon, oxygen and sulfur;

L is -A-T-CH(X)—;

A is an ether, thioether, or selenoether;

T is —(CH 2 ) n —;

n is an integer from 0 to 6

X is —(CH 2 ) k COOH;

k is an integer from 0 to 2;

Y is —COOH;

Z is —COOH or —H;

i is an integer from 0 to 4; and

the metal is Ga or Fe.

2. The metal chelate of claim 1 , wherein the carrier is selected from the group consisting of agarose, cellulose, methacrylate co-polymers, polystyrene, polypropylene, paper, polyamide, polyacrylonitrile, polyvinylidene, polysulfone, nitrocellulose, polyester, polyethylene, silica, glass, latex, plastic, gold, iron oxide, polyacrylamide, nucleic acid, lipids, liposomes, synthetic soluble polymers, proteins, polyamino acids, albumin, antibodies, enzymes, streptavidin, peptides, hormones, chromogenic dyes, fluorescent dyes, flurochromes, and polysaccharides.

3. The metal chelate of claim 1 , wherein the carrier is silica.

4. The metal chelate of claim 1 , wherein L is -A-T-CH(X)—, A is a thioether linkage.

5. A metal chelate comprising a metal and a chelating composition having the formula:

wherein

Q is a carrier;

S 1 is a spacer consisting of a chain of no more than about 25 atoms selected from the group consisting of carbon, nitrogen, oxygen and sulfur;

L is -A-T-CH(X)—;

A is a thioether linkage;

T is a bond or substituted or unsubstituted alkyl or alkenyl;

X is —(CH 2 ) k CH 3 , —(CH 2 ) k COOH, —(CH 2 ) k SO 3 H, —(CH 2 ) k PO 3 H 2 , —(CH 2 ) k N(J) 2 ,or —(CH 2 ) k P(J) 2 ;

k is an integer from 0 to 2;

J is hydrocarbyl or substituted hydrocarbyl;

Y is —COOH, —SO 3 H, —PO 3 H 2 , —N(J) 2 , or —P(J) 2 ;

Z is —COOH, —H, —SO 3 H, —PO 3 H 2 , —N(J) 2 , or —P(J) 2 ;

i is an integer from 0 to 4; and

the metal is Ga or Fe.

6. The metal chelate of claim 5 , wherein S 1 consists of a chain of no more than about 25 atoms selected from the group consisting of carbon, oxygen and sulfur.

7. The metal chelate of claim 5 , wherein S 1 is defined by a chain of no more than about 15 atoms selected from the group consisting of carbon, oxygen and sulfur and T is —(CH 2 ) n — wherein n is 0 to 6.

8. The metal chelate of claim 7 , wherein X is —(CH 2 ) k COOH, Y is COOH.

9. The metal chelate of claim 4 , wherein the carrier is selected from the group consisting of agarose, cellulose, methacrylate co-polymers, polystyrene, polypropylene, paper, polyamide, polyacrylonitrile, polyvinylidene, polysulfone, nitrocellulose, polyester, polyethylene, silica, glass, latex, plastic, gold, iron oxide, polyacrylamide, nucleic acid, lipids, liposomes, synthetic soluble polymers, proteins, polyamino acids, albumin, antibodies, enzymes, streptavidin, peptides, hormones, chromogenic dyes, fluorescent dyes, flurochromes, and polysaccharides.

10. The metal chelate of claim 4 , wherein the carrier is silica.

11. A process for the purification or detection of a molecule, wherein the molecule is selected from the group consisting of a protein, a phosphoprotein, a peptide, a phosphopeptide, a nucleic acid, an oligonucleotide, a drug, and a synthetic or natural product having an affinity for a metal chelate, the process comprising contacting the molecule with the metal chelate of claim 1 .

12. The process of claim 11 , wherein the molecule is a phosphoprotein or a phosphopeptide.

13. The process of claim 12 , wherein the carrier is silica.

14. The process of claim 11 , wherein L is -A-T-CH(X)—, A is a thioether linkage.

15. The process of claim 14 , wherein the molecule is a phosphoprotein or a phosphopeptide.

16. The process of claim 15 , wherein the carrier is silica.

17. A metal chelating composition selected from the group consisting of:

wherein Q is a carrier.

Assignments (1)
MERGER Recorded Jul 25, 2011
From: SIGMA-ALDRICH CO.
To: SIGMA-ALDRICH CO., LLC
Reel/Frame 026644/0224 →