Enantiomeric Separation of trans‐2‐Aminocyclohexanol on a Crown Ether Stationary Phase Using Evaporative Light Scattering Detection

Abstract

A method for the enantiomeric separation and direct detection of trans-2aminocyclohexanol by high performance liquid chromatography (HPLC) with evaporative light scattering detection (ELSD) using a crown ether column has been developed. The influence of mobile phase composition on the separation was investigated in detail. It was found that enantiomeric separation could be achieved when a strong chaotropic counterion, such as TFA, is used as the mobile phase modifier. Organic modifiers, such as methanol, influence the retention times, but have no effect on the separation factor. Column temperature plays an important role on the Downloaded by [The University of British Columbia] at 22:41 11 December 2014separation. The Van't Hoff plot reveals that the interaction mechanism is enthalpy driven. The ELSD sensitivity was also studied as a function of gas pressure, drift tube temperature, and nebulizing gas type. The optimum operation condition was to use air as the nebulizing gas (1.5 psi) with the drift tube temperature ranging from 110-115 C.

Understanding the Hofmeister Effect in Interactions between Chaotropic Anions and Lipid Bilayers: Molecular Dynamics Simulations

“…Large chaotropic anions induce complex interfacial interactions as a result of their propensity to disrupt water structure. For example, they increase efficiency in separation processes such as liquid chromatography , and induce swelling of poly(acrylamide) gels . Several large anions are known pollutants and have been shown to affect protein structure, as well as binding of peptides to membranes .…”

Chiral Separations

“…However, there is not a linear relationship between the amount of the organic modifier in the mobile phase and the retention factor of the enantiomeric analytes, indicating multiple types of retention interactions [75]. However, there is not a linear relationship between the amount of the organic modifier in the mobile phase and the retention factor of the enantiomeric analytes, indicating multiple types of retention interactions [75].…”

Role of HPLC in Process Development

“…ELSD is useful for detection of solutes that do not possess a significant chromophore [22] but should not be used for thermolabile solutes. The residual particles pass through a light beam, and scattered light is then detected at a fixed angle from the incident light.…”