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Enantioseparation of Amino Acids Using a Chiral Recognition Polymer

Detailed Technology Description

Researchers at UCLA have developed a new chiral recognition polymer that has the following advantages: 1. Direct separation of free amino acids. 2. Usable for both analytical and preparative purposes. 3. Uses aqueous solutions and alcohol; no buffer solutions are needed. 4. Easy scale-up. 5. A large chiral recognition capacity compared to natural biopolymers, such as Human Serum Albumin (HSA) and Bovine Serum Albumin (BSA). 6. Reusable. 7. Can be used as a chiral sensor. 8. Potential for adaptation for pharmaceutical separations.This new polymer strongly interacts with one enantiomeric form of an amino acid or component in a racemic mixture enabling chiral separations. An efficient way of employing the polymer to separate enantiomers of amino acids is by the use of a column containing a high-surface-area of the polymer. Experimental data has shown a separation factor of alpha = 8.4 for dl-phenylalanine using a 250mm column. Since alpha > 2 is considered to be potentially useful commercially, alpha of 8.4 is remarkable.

Supplementary Information

Patent Number: US6265615B1
Application Number: US1999322327A
Inventor: Kaner, Richard B. | Knobler, Charles M. | Guo, Hailan
Priority Date: 1 Jul 1998
Priority Number: US6265615B1
Application Date: 28 May 1999
Publication Date: 24 Jul 2001
IPC Current: C07B005700 | C08G007302
US Class: 564424 | 210649 | 210661
Assignee Applicant: The Regents of the University of California
Title: Chiral recognition polymer and its use to separate enantiomers
Usefulness: Chiral recognition polymer and its use to separate enantiomers
Summary: The PM is useful for separation of racemic mixtures of compounds such as drugs or amino acids.
Novelty: Chiral recognition polymers, especially chiral polyaniline, useful for selective and reversible retention of enantiomers in a racemic mixture are prepared by doping the polymer

Industry

Chemical/Material

Sub Category

Chemical/Material Application

Application No.

6265615

Others

Background

Enantioseparations are becoming increasingly important because the U.S. Food and Drug Administration has declared if a drug is chiral, the biological effects of both enantiomers must be determined. Many procedures for resolutions of D, L-amino acids have been documented on an analytical scale. The limitations of these methods is generally the economic cost, in addition to the difficulty of being scaled up.

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Tech ID/UC Case

20086/1998-601-0

Related Cases

1998-601-0

*Abstract

None

*IP Issue Date

Jul 24, 2001

*Principal Investigator

Name: Hailan Guo

Department:

Name: Richard Kaner

Department:

Name: Charles Knobler

Department:

Country/Region

USA