Author:
Sajewicz Mieczysław,Gontarska Monika,Kronenbach Dorota,Leda Marcin,Kowalska Teresa,Epstein Irving R
Abstract
Abstract
In earlier studies, we showed that certain low-molecular-weight carboxylic acids (profens, amino acids, hydroxy acids) can undergo spontaneous in vitro chiral conversion accompanied by condensation to from oligomers, and we proposed two simple models to describe these processes. Here, we present the results of investigations using non-chiral high-performance liquid chromatography with diode array detector (HPLC-DAD) and mass spectrometry (MS) on the dynamics of peptidization of S-, R-, and rac-phenylglycine dissolved in 70% aqueous ethanol and stored for times up to one year. The experimental results demonstrate that peptidization of phenylglycine can occur in an oscillatory fashion. We also describe, and carry out simulations with, three models that capture key aspects of the oscillatory condensation and chiral conversion processes.
Publisher
Springer Science and Business Media LLC
Subject
General Biochemistry, Genetics and Molecular Biology,General Chemical Engineering,General Chemistry
Reference25 articles.
1. Sajewicz M, Piętka R, Pieniak A, Kowalska T: Application of thin-layer chromatography (TLC) to investigating oscillatory instability of the selected profen enantiomers. Acta Chromatogr 2005, 15: 131–149.
2. Sajewicz M, Gontarska M, Wróbel M, Kowalska T: Enantioseparation and oscillatory transenantiomerization of S,R -(±)-ketoprofen, as investigated by means of thin layer chromatography with densitometric detection. J Liq Chromatogr Relat Technol 2007, 30: 2193–2208. 10.1080/10826070701451530
3. Sajewicz M, Gontarska M, Kronenbach D, Wojtal Ł, Grygierczyk G, Kowalska T: Study of the oscillatory in vitro transenantiomerization of the antimers of flurbiprofen and their enantioseparation by thin-layer chromatography (TLC). Acta Chromatogr 2007, 18: 227–238.
4. Sajewicz M, Kronenbach D, Gontarska M, Kowalska T: TLC and polarimetric investigation of the oscillatory in-vitro chiral inversion of L -alanine. J Planar Chromatogr Modern TLC 2008, 21: 43–47. 10.1556/JPC.21.2008.1.7
5. Sajewicz M, Gontarska M, Wojtal Ł, Kronenbach D, Leda M, Epstein IR, Kowalska T: Experimental and model investigation of the oscillatory transenantiomerization of L-α- phenylalanine. J Liq Chromatogr Relat Technol 2008, 31: 1986–2005. 10.1080/10826070802197578
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