Optical amplification of molecular interactions using liquid crystals

• US 6,284,197 B1
• Filed: 07/31/1998
• Issued: 09/04/2001
• Est. Priority Date: 06/05/1998
• Status: Expired due to Term

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of the University of California (University of California)
• Inventors: Abbott, Nicholas L., Shah, Rahul, Gupta, Vinay K., Skaife, Justin J., Dubrovsky, Timothy B.
• Primary Examiner(s): CELSA, BENNETT M
• Application Number:
  US09/127,382
• Time in Patent Office: 1,131 Days
• Field of Search: 422/55, 422/57, 422/68.1, 422/82.01, 422/82.05, 422/83, 435/4, 435/7.1, 435/7.4, 435/7.5, 436/4, 436/501, 436/524, 436/528, 436/805
• US Class Current: 422/82.05
• CPC Class Codes: B82Y 15/00 Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: G01N 21/75 Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated systems in which material is burnt in a flame or plasma G01N21/72, G01N21/73
• CPC Class Codes: G02F 1/1337 Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
• CPC Class Codes: G02F 1/133719 with coupling agent molecules, e.g. silane
• CPC Class Codes: Y10S 436/805 Optical property

Abstract

Interactions between molecules which are components of self-assembled monolayers and other molecules can be amplified and transduced into an optical signal through the use of a mesogenic layer. The invention provides a device and methods for detecting analytes. The device comprises a substrate onto which a self-assembled monolayer is attached and a mesogenic layer which is anchored by the self-assembled monolayer. The mesogenic layer undergoes a change in conformation in response to the molecular interaction.

Claims

1. A method of visually detecting an analyte-recognition moiety complex formed by an interaction between an analyte and a recognition moiety for said analyte by transducing said interaction to an organic mesogenic layer, said method comprising:

(a) interacting said analyte with a surface comprising said recognition moiety, thereby forming an analyte-recognition moiety complex, said surface comprising;

(i) a substrate;

(ii) a self-assembled organosulfur or oganosilane monolayer bound to substrate; and

(iii) said recognition moiety bound to said self-assembled monolayer;

(b) contacting said analyte-recognition moiety complex with said organic mesogenic layer, thereby anchoring said organic mesogenic layer onto said self-assembled monolayer and causing at least a portion of a plurality of mesogens proximate to said recognition moiety to detectably switch from a first orientation to a second orientation, thereby transducing said interaction to said mesogenic layer, said transducing causing said mesogenic layer to register a visually detectable feature; and

(c) visually detecting said feature.

2. The method according to claim 1, wherein said self-assembled monolayer is formed from:

3. The method according to claim 1, wherein said recognition moiety comprises a member selected from the group consisting of organic functional groups, metal chelates, organometallic compounds and combinations thereof.

4. The method according to claim 1, wherein said organic functional group is a member selected from the group consisting of amines, carboxylic acids, drugs, chelating agents, crown ethers, cyclodextrins and combinations thereof.

5. The method according to claim 1, wherein said recognition moiety is biotin.

6. The method according to claim 1, wherein said recognition moiety is a biomolecule.

7. The method according to claim 6, wherein said biomolecule is a member selected from the group consisting of antibodies, nucleic acids, peptides, enzymes and receptors.

8. The method according to claim 1, wherein said mesogenic layer comprises:

wherein,

R¹¹ and R²¹ are members independently selected from the group consisting of alkyl groups, lower alkyl, substituted alkyl groups, aryl groups, acyl groups, halogens, hydroxy, cyano, amino, alkoxy, alkylamino, acylamino, thioamido, acyloxy, aryloxy, aryloxyalkyl, mercapto, thia, aza, oxo, both saturated and unsaturated cyclic hydrocarbons, heterocycles, arylalkyl, substituted aryl, alkylhalo, acylamino, mercapto, substituted arylalkyl, heteroaryl, heteroarylalkyl, substituted heteroaryl, substituted heteroarylalkyl, substituted heterocyclic and heterocyclicalkyl; and

X¹¹ is a member selected from the group consisting of —

C═

N—

,—

N═

N(O)—

, C═

N(O)═

N(O)—

,—

HC═

CH—

, —

C≡

C— and

—

OC(O)—

9. The method according to claim 1, wherein said visually detecting detects a change in reflectance, transmission, absorbance, dispersion, diffraction, polarization and combinations thereof, of light impinging on said plurality of mesogens.

10. The method according to claim 1, wherein said analyte is a member selected from the group consisting of vapors, gases and liquids.

11. The method according to claim 10, wherein said vapor is a member selected from the group consisting of vapors of a single compound and vapors of a mixture of compounds.

12. The method of claim 10, wherein said gas is a member selected from the group consisting of a single gaseous compound and mixtures of gaseous compounds.

13. The method of claim 10, wherein said liquid is a member selected from the group consisting of a single liquid compound, mixtures of liquid compounds, solutions of solid compounds and solutions of gaseous compounds.

14. The method according to claim 1, wherein said recognition moiety comprises a member selected from the group consisting of metal ions, metal-binding ligands, metal-ligand complexes, nucleic acids, peptides, cyclodextrins, acids, bases, antibodies, enzymes and combinations thereof.

15. The method according to claim 1, wherein from about 10 to about 10⁸ mesogens undergo said switching for each molecule of analyte interacting with said analyte.

16. The method according to claim 1, wherein from about 10³ to about 10⁶ mesogens undergo said switching.

17. The method according to claim 1, wherein said first orientation is a member selected from the group consisting of uniform, twisted, isotropic and nematic and said second orientation is a member selected from the group consisting of uniform, twisted, isotropic and nematic, with the proviso that said first orientation and said second orientation are different orientations.

18. The method according to claim 17, wherein said detecting is achieved by a method selected from the group consisting of visual observation, microscopy, spectrometry, electronic techniques and combinations thereof.

19. The method according to claim 18, wherein said microscopy is a member selected from the group consisting of light microscopy, polarized light microscopy, atomic force microscopy, scanning tunneling microscopy and combinations thereof.

20. The method according to claim 18, wherein said spectroscopic technique is a member selected from the group consisting of infrared spectroscopy, raman spectroscopy, x-ray spectroscopy, visible light spectroscopy, ultraviolet spectroscopy and combinations thereof.

21. The method according to claim 18, wherein said electronic technique is a member selected from the group consisting of surface plasmon resonance, ellipsometry, impedometric methods and combinations thereof.