Functional monomers for molecular recognition and catalysis

• US 7,208,557 B2
• Filed: 12/23/2004
• Issued: 04/24/2007
• Est. Priority Date: 01/28/2000
• Status: Expired due to Term

• Current Assignee: Mip Technologies AB
• Original Assignee: Mip Technologies AB
• Inventors: Chenon, Karine, Hall, Andrew, Karmalkar, Rohini, Sellergren, Bo
• Primary Examiner(s): PEZZUTO, HELEN LEE
• Application Number:
  US11/019,588
• Publication Number:
  US 20050159570A1
• Time in Patent Office: 852 Days
• Field of Search: 526/199, 526/200, 526/208, 526/209, 526/211, 526/213, 526/214, 526/233, 526/234, 526/274, 526/276, 526/277
• US Class Current: 526/276
• CPC Class Codes: C07B 57/00 Separation of optically-active compounds
• CPC Class Codes: C07C 257/12 having carbon atoms of amidino groups bound to hydrogen atoms
• CPC Class Codes: C07C 275/28 having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
• CPC Class Codes: C07D 213/73 Unsubstituted amino or imino radicals
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 473/16 two nitrogen atoms
• CPC Class Codes: C07D 473/34 attached in position 6, e.g. adenine
• CPC Class Codes: C07D 475/08 with a nitrogen atom directly attached in position 2
• CPC Class Codes: C07F 9/224 Phosphorus triamides
• CPC Class Codes: C08F 267/00 Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group C08F22/00
• CPC Class Codes: C08F 273/00 Macromolecular compounds obtained by polymerising monomers on to polymers of sulfur-containing monomers as defined in group C08F28/00
• CPC Class Codes: C08F 275/00 Macromolecular compounds obtained by polymerising monomers on to polymers of monomers containing phosphorus, selenium, tellurium or a metal as defined in group C08F30/00
• CPC Class Codes: C08F 289/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 291/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00

Abstract

The present invention refers to new classes of polymerisable monomers, to molecularly imprinted polymers obtainable by polymerisation of at least one of the monomers and a crosslinking monomer in the presence of a template molecule. The obtained polymers may be used for separation of enantiomers, diastereomers of the template molecule, and also for separation of the template molecule or template molecule analogues from structurally related compounds.

Claims

1. A molecularly imprinted polymer obtainable by polymerization of at least one polymerizable hexamethyl phosphonamide based monomer in the presence of a template molecule and extraction of the template molecule after the polymerization.

2. A molecularly imprinted polymer according to claim 1 comprising a crosslinking monomer.

3. A molecularly imprinted polymer according to claim 2 wherein the hexamethyl phosphonamide monomer comprises

4. A molecularly imprinted polymer according to claim 2 wherein the template molecule is selected from the group consisting of a nucleotide or oligonucleotide, a polyelectrolyte such as a polysulfonic or polycarboxylic or mixed polysulfonic/polycarboxylic acid, a protein, a peptide, an amino acid, a carboxylic acid, a phosphonic acid, a phosphoric acid, a sulfuric, sulfonic, sulfinic acid, an alcohol, an imide, a thiol, a ketone, an amide, a sulfonamide, a phosphonamide, a hydantoin, a barbiturate, an ether, a polyaromatic hydrocarbon, a phosphonate, an aldehyde.

5. A process for separating enantiomers and/or diastereomers of said template molecule from structurally related compounds, utilizing the polymer according to claim 2.

6. A process for separating enantiomers and/or diastereomers of said template molecule from structurally related compounds, utilizing the polymer according to claim 3.

7. A process for separating enantiomers and/or diastereomers of said template molecule from structurally related compounds, utilizing the polymer according to claim 4.

8. A process for separating a template molecule or analogues thereof from structurally related compounds, utilizing the polymer according to claim 2.

9. A process for separating a template molecule or analogues thereof from structurally related compounds, utilizing the polymer according to claim 3.

10. A process for separating a template molecule or analogues thereof from structurally related compounds, utilizing the polymer according to claim 4.

11. A chemical reaction such as esterolysis, amidolysis, ester synthesis or amide synthesis, wherein said reaction is catalyzed by the polymer according to claim 2.

12. A process for chemical sensing utilizing a chemical sensor having as a recognition element the molecularly imprinted polymer obtainable by the process of claim 1.

13. A process for chemical sensing utilizing a chemical sensor having as a recognition element the molecularly imprinted polymer of claim 4.