IP Library Granted Patent US 9,726,596
Granted Patent B2
US 9,726,596 · App. 14/539,790 · Granted Aug 8, 2017

Configurational chirality based separation

Inventors: Anjan Kr. Dasgupta (Kolkata, IN); Tamoghna Bhattacharyya (Birbhum, IN); Sarita Roy (Kolkata, IN)
Assignee: UNIVERSITY OF CALCUTTA
G01N21/21C07D209/20G01N21/19G01N21/65G01N2021/216
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Quick Facts
Patent No.
US 9,726,596
App. No.
14/539,790
Granted
Aug 8, 2017
Kind
B2
Abstract

A method of determining the relative concentrations of enantiomeric forms of a compound in an enantiomeric mixture includes combining the enantiomeric mixture with carbon nanotubes or graphene to form a carbon-enantiomer mixture, exposing the mixture to a monochromatic polarized light, and analyzing reflected polarized light from the mixture using a differential analyzer.

Claims (31)

1. A method of determining the relative concentrations of each of two enantiomeric forms of a compound in an enantiomeric mixture, the method comprising:

combining the enantiomeric mixture with carbon nanotubes or graphene to form a carbon-enantiomer mixture;

exposing the carbon-enantiomer mixture to a monochromatic polarized light;

analyzing reflected monochromatic polarized light from the carbon-enantiomer mixture using a differential analyzer; and

determining the relative concentrations of each of the two enantiomeric forms of the compound in the enantiomeric mixture.

2. The method of claim 1 , wherein the analyzing step comprises:

observing a differential binding parameter of the carbon-enantiomer mixture in a circular dichroism experiment; and

comparing the differential-binding parameter of the carbon-enantiomer mixture to a known differential-binding parameter curve of known concentration carbon-enantiomer mixtures to determine the relative concentrations of the enantiomeric forms in the enantiomeric mixture.

3. The method of claim 1 , wherein the combining comprises sonicating the enantiomeric mixture with the carbon nanotubes or the graphene.

4. The method of claim 3 , wherein the enantiomeric mixture is sonicated with the carbon nanotubes.

5. The method of claim 4 , wherein the carbon nanotubes are in a zigzag conformation.

6. The method of claim 3 , wherein the enantiomeric mixture is sonicated with the graphene.

7. The method of claim 3 , wherein the enantiomeric mixture and the carbon nanotubes or the graphene are combined in water.

8. The method of claim 1 , wherein the method comprises combining the enantiomeric mixture with the graphene to form the carbon-enantiomer mixture.

9. The method of claim 8 , wherein the combining comprises sonicating the enantiomeric mixture with the graphene.

10. A method of determining a concentration of zigzag conformation single-walled carbon nanotubes in a solution, the method comprising:

contacting the solution comprising single-walled carbon nanotubes with a solution comprising an enantiomerically pure compound to form a mixed solution;

measuring a change in ellipticity of the solution as a function of wavelength in a circular dichroism experiment;

comparing the change in ellipticity of the solution to a change in ellipticity of standardized concentration solutions of the zigzag conformation single-walled carbon nanotubes; and

determining the concentration of the zigzag conformation single-walled carbon nanotubes in the solution.

11. The method of claim 10 , wherein the enantiomerically pure compound is enantiomerically pure tryptophan.

12. A method of chiral separation comprising:

contacting a first solution with a column, wherein the first solution comprises a mixture of a first enantiomer and a second enantiomer, and the column consists essentially of single-walled carbon nanotubes, multi-walled carbon nanotubes, or graphene;

eluting from the column a second solution comprising an elevated concentration of the first enantiomer as compared to a concentration of the first enantiomer in the first solution.

13. The method of claim 12 , wherein the first enantiomer is a dextrorotary enantiomer.

14. The method of claim 12 , wherein the first enantiomer is a levorotatory enantiomer.

15. The method of claim 12 , wherein the first enantiomer is D-tryptophan and the second enantiomer is L-tryptophan.

16. The method of claim 12 , wherein the column is a liquid chromatography column, a high pressure liquid chromatography column, or a flow cytometry column.

17. The method of claim 12 , wherein the column comprises single-walled carbon nanotubes.

18. The method of claim 17 , wherein the single-walled carbon nanotubes have a zigzag configuration.

19. The method of claim 12 , wherein the first solution and the second solution comprise water, acetone, toluene, and carbon tetrachloride.

Assignments (4)
RELEASE OF SECURITY INTEREST IN PATENTS, RECORDED ON JANUARY 29, 2019 AT REEL 048373 FRAME 0217 Recorded Sep 22, 2025
From: CRESTLINE DIRECT FINANCE, L.P., AS COLLATERAL AGENT
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 072936/0464 →
RELEASE OF SECURITY INTEREST Recorded Jul 31, 2019
From: CRESTLINE DIRECT FINANCE, L.P.
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 049924/0794 →
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2014
From: DASGUPTA, ANJAN KR.; BHATTACHARYYA, TAMOGHNA; ROY, SARITA
To: UNIVERSITY OF CALCUTTA
Reel/Frame 034248/0031 →
Priority Claims (1)
IN 1293/KOL/2013 · Nov 13, 2013 · national
Continuity (1)
Related Publication 20150131097A1 · May 14, 2015