Template induced patterning of surfaces and their reversible stabilization using phase transitions of the patterned material

• US 6,051,372 A
• Filed: 09/09/1997
• Issued: 04/18/2000
• Est. Priority Date: 09/09/1997
• Status: Expired due to Fees

• Current Assignee: Nimbus Biotechnologie GmbH
• Original Assignee: Nimbus Biotechnologie GmbH
• Inventors: Decher, Gero, Braunschweig, Thomas, Bayerl, Thomas
• Primary Examiner(s): MacMillan, Keith D.
• Assistant Examiner(s): PONNALURI, PADMASHRI
• Application Number:
  US08/925,622
• Time in Patent Office: 952 Days
• Field of Search: 435/7.2, 435/6.4, 435/871, 435/287.1, 435/287.9, 435/7.1, 530/412, 530/413, 427/222, 436/518, 436/501, 436/63, 436/71, 502/402, 502/439, 502/7
• US Class Current: 435/4
• CPC Class Codes: B01J 31/003 containing enzymes
• CPC Class Codes: C07K 14/81 Protease inhibitors
• CPC Class Codes: C12N 9/00 Enzymes; Proenzymes; Compositions thereof preparations containing enzymes for cleaning teeth A61K8/66, A61Q11/00; medicinal preparations containing enzymes or proenzymes A61K38/43; enzyme containing detergent compositions C11D; enzymes with nucleic acid structure, e.g. ribozymes, C12N15/113; Processes for preparing, activating, inhibiting, separating or purifying enzymes preparation of malt C12C1/00
• CPC Class Codes: G01N 2600/00 Assays involving molecular imprinted polymers/polymers created around a molecular template

Abstract

A two-dimensional patterning of a three-dimensional surface by a template molecule (or object) involving non-covalent interactions between the template and the surface and the reversible fixation of the pattern by undergoing a phase transition in the patterned material. In this invention the surface provides a multitude of mobile functional groups (matrix) which are spatially arranged by the interaction with the template, the template selects and arranges only those groups out of a multitude of functional groups which allow for a maximum of interaction between the template and the surface. The resulting pattern is then stabilized by reducing the mobility of all functional groups present on the surface by undergoing a phase transition to a state of high surface viscosity. After separation of the template and the patterned surface, the pattern on the surface is used for recognition, separation or catalytic purposes.

Claims

1. A composition which changes its dynamic state through non-covalent interaction with a template object comprising:

imprinted amphiphilic molecules having hydrophobic tail groups and hydrophilic head groups which form a three-dimensional molecular imprinted surface at a solid/liquid interface;

wherein said three-dimensional molecular imprinted surface of said imprinted amphiphilic molecules is formed by bringing a template object in close contact with a non-imprinted surface of amphiphilic molecules to form the three-dimensional molecular imprinted surface; and

wherein said composition is reversibly switched between a fluid state and a solid state by variation of a physical parameter of said composition.

2. The composition of claim 1 wherein said three-dimensional molecular imprinted surface is formed by the steps of:

a) contacting said template object and said non-imprinted surface of amphiphilic molecules in a contact area which becomes said three-dimensional molecular imprinted surface, under conditions in which the non-imprinted surface of amphiphilic molecules is in a fluid state in which there is unrestricted diffusivity of said amphiphilic molecules of said non-imprinted surface within a linear plane of said non-imprinted surface of amphiphilic molecules and a spatially restricted diffusivity perpendicular to said linear plane;

b) allowing said non-imprinted surface of amphiphilic molecules to interact with a contour of said template object by a thermally driven local redistribution of surface amphiphilic molecules in the contact area between the non-imprinted surface of amphiphilic molecules and template object to minimize the free interaction energy between the contour of the template object and the non-imprinted surface of amphiphilic molecules, such that (i) protruding parts of the template object press deep into the non-imprinted surface of amphiphilic molecules, while other regions of the template object press less deep than the protruding parts of said template object into said amphiphilic molecules, and wherein said protruding parts are spatially complemented by short amphiphilic molecules and said other parts of said template object are spatially complemented by longer amphiphilic molecules; and

wherein (ii) amphiphilic molecules of different chemical composition in their hydrophilic headgroups carry excess electrical charges and arrange to complement functional groups exhibited at the template object contour, and wherein amphiphilic molecules which carry electrical charles complement opposite charges at the template object contour, and form a three-dimensional molecular imprinted surface;

c) immobilizing the three-dimensional molecular imprinted surface formed in step (b), by a change of a physical parameter, from a fluid state to a solid state, in which the diffusive mobility of the amphiphilic molecules comprising the non-imprinted surface of amphiphilic molecules is inhibited in any direction over dimensions that exceed the spacing between two adjacent amphiphilic molecules, over a prolonged period of time; and

d) removing said template object under conditions in which the three-dimensional molecular imprinted surface remains in said solid state to retain a three-dimensional molecular imprint.

3. The composition of claim 2 wherein said thee-dimensional molecular imprinted surface is transferred to its original, non-imprinted state by the steps of

a) transferring the three-dimensional molecular imprinted surface from said solid state to said fluid state under conditions in which the three-dimensional molecular imprinted surface is not in contact with the template object, thereby re-establishing the diffusive mobility of all amphiphilic molecules comprising the three-dimensional molecular imprinted surface;

and

b) allowing the three-dimensional molecular imprinted surface to equilibrate at the fluid state for a time sufficient to allow constituent amphiphilic molecules to distribute randomly via diffusion.

4. The composition of claim 1 wherein said physical parameter is the temperature of said surface.

5. The composition of claim 1 wherein said amphiphilic molecules are lipids selected from the group consisting of dialkylphosphatidylcholines, dialkylphosphatidyl-ethanolamines, dialkylphosphatidylphosphatidic acids, dialkylphosphatidyl-phosphatidylserines, and dialkylphosphatidylphosphatidyl-glycerols.

6. The composition of claim 5 wherein alkyl groups of said dialkylphosphatidyl-cholines, dialkylphosphatidyl-ethanolamines, dialkylphosphatidyl-phosphatidic acids, dialkylphosphatidyl-phosphatidylserines, and dialkylphosphatidylphosphatidyl-glycerols, are derived from myristoyl, palmitoyl or stearoyl residues.

7. The composition of claim 1 wherein said amphiphilic molecules are lipids that have hydrophilic head groups containing molecules selected from the group consisting of carboxy groups, amino groups, tetraalkylammonium groups, sugar ring groups, alcoholic groups, polyoxyethyleneoxide groups and peptide residue groups.

8. The composition of claim 7 wherein said tetraalkylammonium groups are selected from an N,N-dialkyl group and an N,N-dimethylammonium group.

9. The composition of claim 1, wherein the three-dimensional molecular imprinted surface is a bilayer of said amphiphilic molecules.

10. The composition of claim 9, wherein the three-dimensional molecular imprinted surface is a bilayer of said amphiphilic molecules on a solid support.

11. The composition of claim 1, wherein the three-dimensional molecular imprinted surface is a monolayer of amphiphilic molecules on a hydrophobic solid support.

12. The composition of claim 1 wherein said template is a macromolecule selected from the group consisting of a protein, a peptide, an antigen, a DNA, a RNA, rigid polyampholytes, polyelectrolytes, co-polymers of polyions and co-polymers of polyzwitterions.

13. The composition of claim 1 wherein said template is a cell, a part of a cell, a virus or a part of a virus.

14. The composition of claim 2 wherein the contact between template and non-imprinted surface comprises molecular interactions between the amphiphilic molecules and the template which are selected from the group consisting of electrostatic, steric, hydrogen bond, and a combination of these interactions;

and which minimizes the total interaction free energy between the surface non-imprinted and template.

15. The composition of claim 10 wherein the solid support is a porous or non-porous silica gel.

16. The composition of claim 11 wherein said hydrophobic solid support is obtained by coating a solid surface using a hydrophobic moiety which results in the formation of a hydrophobic surface coating via the formation of covalent bonds between the solid surface and a hydrophobic moiety.

17. The composition of claim 16 wherein said hydrophobic solid support is silica which is obtained by treatment with silane compounds.

18. The composition of claim 1 wherein the template object has minimum dimensions which allow for at least two independent interactions with two chemical functional groups of the amphiphilic molecules and the maximum dimension of the template object is smaller than an object which exposes said solid/liquid interface.

19. The composition of claim 10 wherein said solid support is in the form of a colloid, a gel or latex particles.

20. The composition of claim 1, wherein said composition is a diagnostic which detects a template macromolecule selected from the group consisting of a protein, a peptide, an antigen, a DNA, a RNA, rigid polyampholytes, polyelectrolytes, co-polymers of polyions and co-polymers of polyzwitterions.