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Applied Spectroscopy

Applied Spectroscopy

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  • Vol. 67, Iss. 4 — Apr. 1, 2013
  • pp: 365–371

Vibrational Circular Dichroism (VCD) Chiral Assignment of Atropisomers: Application to γ-Aminobutyric Acid (GABA) Modulators Designed as Potential Anxiolytic Drugs

Don E. Pivonka and Steven S. Wesolowski

Applied Spectroscopy, Vol. 67, Issue 4, pp. 365-371 (2013)


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Abstract

Atropisomers exist when axial chirality is present as a result of conformationally restricted rotation around a single bond. The interconversion rate of the individual atropisomers is critical to the assessment of chiral stability of a drug throughout scale-up, development, production, and storage as well as in vivo pharmacokinetics. We describe the application of vibrational circular dichroism spectroscopy coupled with quantum mechanics simulations to assign the absolute axial chirality and measure the racemization half-life of a series of potential anxiolytic drugs that act as γ-aminobutyric acid modulators.

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Citation
Don E. Pivonka and Steven S. Wesolowski, "Vibrational Circular Dichroism (VCD) Chiral Assignment of Atropisomers: Application to γ-Aminobutyric Acid (GABA) Modulators Designed as Potential Anxiolytic Drugs," Appl. Spectrosc. 67, 365-371 (2013)
http://www.opticsinfobase.org/as/abstract.cfm?URI=as-67-4-365


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