Thin-layer chromatographic and polarimetric investigation of the oscillatory in-vitro chiral inversion of S -(+)-ketoprofen

Mieczysław Sajewicz; Monika Gontarska; Dorota Kronenbach; Teresa Kowalska

doi:10.1556/jpc.21.2008.5.6

JPC - Journal of Planar Chromatography - Modern TLC

Volume/Issue:: Volume 21: Issue 5

Thin-layer chromatographic and polarimetric investigation of the oscillatory in-vitro chiral inversion of S -(+)-ketoprofen

Authors:

Mieczysław Sajewicz

Mieczysław Sajewicz Silesian University Institute of Chemistry 9 Szkolna Street 40-006 Katowice Poland

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Monika Gontarska

Monika Gontarska Silesian University Institute of Chemistry 9 Szkolna Street 40-006 Katowice Poland

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Dorota Kronenbach

Dorota Kronenbach Silesian University Institute of Chemistry 9 Szkolna Street 40-006 Katowice Poland

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, and

Teresa Kowalska

Teresa Kowalska Silesian University Institute of Chemistry 9 Szkolna Street 40-006 Katowice Poland

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Pages:: 349–353

Online Publication Date:: 22 Oct 2008

Publication Date:: 01 Oct 2008

Article Category:: Research Article

DOI:: https://doi.org/10.1556/jpc.21.2008.5.6

Keywords:: S -(+)-Ketoprofen; TLC; Polarimetry; Oscillatory chiral inversion

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Our earlier thin-layer chromatographic and polarimetric investigations enabled discovery of the spontaneous in-vitro oscillatory chiral inversion of the profen drugs S -(+)-ibuprofen, S -(+)-naproxen, and S -(+) and R -(−)-flurbiprofen, etc., and then of the α-amino acids l -phenylalanine, l -alanine, and l -tyrosine. In those investigations, thin-layer chromatography convincingly demonstrated its potential as a flexible and handy tool in the service of physical organic chemistry in general and investigation of organic reaction mechanisms in particular. Later — largely on the basis of thin-layer chromatographic evidence — we proposed a reaction-diffusion model that may provide the core of a mechanistic understanding of the spontaneous oscillatory in-vitro chiral inversion of profens and α-amino acids. In this study, we present thin-layer chromatographic and polarimetric evidence of the analogous process of the oscillatory chiral in-vitro inversion of S -(+)-ketoprofen, which is meant to expand an already existing database, mostly originating from our laboratory and documenting the universal nature of this process with α-substituted chiral propionic acid derivatives (in the first instance, profen drugs and α-amino acids).

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JPC - Journal of Planar Chromatography - Modern TLC

Print ISSN:: 0933-4173

Online ISSN:: 1789-0993

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Journal of Planar Chromatography - Modern TLC
Language	English
Size	A4
Year of Foundation	1988
Volumes per Year	1
Issues per Year	6
Founder	Akadémiai Kiadó
Founder's Address	H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher	Akadémiai Kiadó Springer Nature Switzerland AG
Publisher's Address	H-1117 Budapest, Hungary 1516 Budapest, PO Box 245. CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible Publisher	Chief Executive Officer, Akadémiai Kiadó
ISSN	0933-4173 (Print)
ISSN	1789-0993 (Online)