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WO2002018922A3 - High-throughput method for determining the enantiomeric purity of chiral compounds - Google Patents

High-throughput method for determining the enantiomeric purity of chiral compounds Download PDF

Info

Publication number
WO2002018922A3
WO2002018922A3 PCT/EP2001/009833 EP0109833W WO0218922A3 WO 2002018922 A3 WO2002018922 A3 WO 2002018922A3 EP 0109833 W EP0109833 W EP 0109833W WO 0218922 A3 WO0218922 A3 WO 0218922A3
Authority
WO
WIPO (PCT)
Prior art keywords
determining
enantiomeric purity
chiral compounds
throughput method
chiral
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2001/009833
Other languages
German (de)
French (fr)
Other versions
WO2002018922A2 (en
Inventor
Manfred Theodor Reetz
Detlev Belder
Klaus M Kuehling
Heike Hinrichs
Alfred Deege
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Studiengesellschaft Kohle gGmbH
Original Assignee
Studiengesellschaft Kohle gGmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Studiengesellschaft Kohle gGmbH filed Critical Studiengesellschaft Kohle gGmbH
Publication of WO2002018922A2 publication Critical patent/WO2002018922A2/en
Publication of WO2002018922A3 publication Critical patent/WO2002018922A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
    • G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
    • G01N27/416—Systems
    • G01N27/447—Systems using electrophoresis
    • G01N27/44704—Details; Accessories
    • G01N27/44717—Arrangements for investigating the separated zones, e.g. localising zones
    • G01N27/44721—Arrangements for investigating the separated zones, e.g. localising zones by optical means
    • G01N27/44726—Arrangements for investigating the separated zones, e.g. localising zones by optical means using specific dyes, markers or binding molecules
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
    • G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
    • G01N27/416—Systems
    • G01N27/447—Systems using electrophoresis
    • G01N27/44704—Details; Accessories
    • G01N27/44743—Introducing samples

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)

Abstract

The invention relates to a high-throughput method for determining the enantiomeric purity of chiral compounds, by using electrophoretic separation, with the aid of parallel CE capillaries or microfluidic systems. According to said method, chiral sectors are added to the electrolyte, or the enantiomers to be determined are converted into electrophoretically discernable diastereomers, prior to the electrophoretic separation.
PCT/EP2001/009833 2000-08-29 2001-08-25 High-throughput method for determining the enantiomeric purity of chiral compounds Ceased WO2002018922A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2000142451 DE10042451A1 (en) 2000-08-29 2000-08-29 High-throughput method for determining the enantiomeric unit of chiral compounds
DE10042451.1 2000-08-29

Publications (2)

Publication Number Publication Date
WO2002018922A2 WO2002018922A2 (en) 2002-03-07
WO2002018922A3 true WO2002018922A3 (en) 2002-11-07

Family

ID=7654213

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2001/009833 Ceased WO2002018922A2 (en) 2000-08-29 2001-08-25 High-throughput method for determining the enantiomeric purity of chiral compounds

Country Status (2)

Country Link
DE (1) DE10042451A1 (en)
WO (1) WO2002018922A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101221147B (en) * 2007-09-25 2012-01-04 扬子江药业集团有限公司 Method for detecting Raltitrexed enantiomer by capillary tube electrophoresis
CN105424792B (en) * 2015-10-30 2018-04-10 杭州师范大学钱江学院 Chip electrophoresis separates and the chip analysis system of plasma mass detection

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5069766A (en) * 1990-12-20 1991-12-03 Bio-Rad Laboratories, Inc. Suppression of electroendosmosis in capillary electrophoresis
EP0485370A2 (en) * 1985-09-18 1992-05-13 The Board Of Trustees Of The Leland Stanford Junior University Laser-excitation fluorescence detection electrokinetic separation
US5641400A (en) * 1994-10-19 1997-06-24 Hewlett-Packard Company Use of temperature control devices in miniaturized planar column devices and miniaturized total analysis systems
WO1997030346A1 (en) * 1996-02-13 1997-08-21 Pier Giorgio Righetti Creation and use of multiple gradients in electrophoresis in gel slabs and in capillaries
EP0893453A2 (en) * 1997-07-25 1999-01-27 Beckman Coulter, Inc. Chiral separation of pharmaceutical compounds with charged cyclodextrins using capillary electrophoresis

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4136462A1 (en) * 1991-11-01 1993-05-06 Schurig, Volker, Prof. Dr., 7400 Tuebingen, De METHOD FOR ENANTIOMER SEPARATION ON CHIRAL-MODIFIED SEPARATION SURFACES BY ELECTROMIGRATION IN CAPILLARY PILLARS
DE4230403A1 (en) * 1992-09-11 1994-03-17 Studiengesellschaft Kohle Mbh Deactivation of the inner surface of capillaries
US5420265A (en) * 1992-12-16 1995-05-30 Hybridon, Inc. Separation of phosphorothioate oligonucleotides by capillary gel electrophoresis
DE69427765T2 (en) * 1993-09-20 2002-05-23 Waters Corp., Milford CHIRAL SURFACES AND METHOD FOR USE IN CHIRAL SEPARATIONS
DE19731990A1 (en) * 1997-07-25 1999-01-28 Studiengesellschaft Kohle Mbh Process for the production and identification of new hydrolases with improved properties
DE19807063A1 (en) * 1998-02-20 1999-08-26 Merck Patent Gmbh Production of capillaries with a chiral sorbent bed
US6194900B1 (en) * 1998-06-19 2001-02-27 Agilent Technologies, Inc. Integrated miniaturized device for processing and NMR detection of liquid phase samples
US6331235B1 (en) * 1998-12-11 2001-12-18 The University Of British Columbia Chiral separation of benzoporphyrin derivative mono-and di-acids by laser-induced fluorescence capillary electrophoresis

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0485370A2 (en) * 1985-09-18 1992-05-13 The Board Of Trustees Of The Leland Stanford Junior University Laser-excitation fluorescence detection electrokinetic separation
US5069766A (en) * 1990-12-20 1991-12-03 Bio-Rad Laboratories, Inc. Suppression of electroendosmosis in capillary electrophoresis
US5641400A (en) * 1994-10-19 1997-06-24 Hewlett-Packard Company Use of temperature control devices in miniaturized planar column devices and miniaturized total analysis systems
WO1997030346A1 (en) * 1996-02-13 1997-08-21 Pier Giorgio Righetti Creation and use of multiple gradients in electrophoresis in gel slabs and in capillaries
EP0893453A2 (en) * 1997-07-25 1999-01-27 Beckman Coulter, Inc. Chiral separation of pharmaceutical compounds with charged cyclodextrins using capillary electrophoresis

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
HUTT L D ET AL: "MICROFABRICATED CAPILLARY ELECTROPHORESIS AMINO ACID CHIRALITY ANALYZER FOR EXTRATERRESTRIAL EXPLORATION", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. COLUMBUS, US, vol. 71, no. 18, 15 September 1999 (1999-09-15), pages 4000 - 4006, XP000854149, ISSN: 0003-2700 *
PENA M S ET AL: "ENANTIOMERIC SEPARATIONS BY USE OF CALIXARENE ELECTROKINETIC CHROMATOGRAPHY", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. COLUMBUS, US, vol. 69, no. 16, 15 August 1997 (1997-08-15), pages 3239 - 3242, XP000699505, ISSN: 0003-2700 *
SVEN BEHR ET AL: "A FULLY AUTOMATED MULTICAPILLARY ELECTROPHORESIS DEVICE FOR DNA ANALYSIS", ELECTROPHORESIS, WEINHEIM, DE, vol. 20, no. 7, 1999, pages 1492 - 1507, XP001048184, ISSN: 0173-0835 *
TICKLE D C ET AL: "GLUCOPYRANOSIDE-BASED SURFACTANTS AS PSEUDOSTATIONARY PHASES FOR CHIRAL SEPARATION IN CAPILLARY ELECTROPHORESIS", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. COLUMBUS, US, vol. 66, no. 23, 1 December 1994 (1994-12-01), pages 4121 - 4126, XP000485685, ISSN: 0003-2700 *
VERLEYSEN K ET AL: "ENANTIOMERIC SEPARATIONS IN CAPILLARY ELECTROPHORESIS USING 18- CROWN-6-TETRACARBOXYLIC ACID (18C6H4) AS BUFFER ADDITIVE", JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY, WILEY VCH, WEINHEIM, DE, vol. 21, no. 6, 1 June 1998 (1998-06-01), pages 323 - 331, XP000777369, ISSN: 0935-6304 *

Also Published As

Publication number Publication date
WO2002018922A2 (en) 2002-03-07
DE10042451A1 (en) 2002-03-14

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