Enantiodiscrimination by MAD NMR using a chromatographic chiral stationary

• Grant number: 22/14697-2
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: February 01, 2023
• End date: November 30, 2025
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Claudio Francisco Tormena
• Grantee: Maria de Fátima Costa Santos
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated research grant: 20/10246-0 - Nuclear magnetic resonance spectroscopy: from pulse sequences to structural assignments, AP.TEM
• Associated scholarship(s): 24/06041-5 - Diffusion NMR for the study of enantiodiscrimination using chiral gels, BE.EP.PD

Abstract

The increasing demand for compounds enantiomerically pure in various fields of chemistry, biology, material science and especially in the pharmaceutical industry has highlighted the lack of a simple, easy to use, cost-effective and reliable technique to analyze such compounds. Gas chromatography (GC) and high-performance liquid chromatography (HPLC) are the most common methods used for the pharmaceutical industry to analyses the enantiopurity and to enantiodiscrimination. However, these methods have significant drawbacks, for example, they require a specific standard sample and typically an optimized method for each type of chiral molecule. NMR has been shown to reliably tool to determine the configuration and enantiomeric composition. The NMR method of choice here is MAD (matrix-assisted DOSY - Diffusion Ordered Spectroscopy), in which the enantiodiscrimination is performed by the simple addition of a species, e.g. a complexing agent, to modulate the diffusion proprieties. However, this approach is still in its cradle and significant work remains before it can see routine use. While the use of general chromatographic support has been reported in MAD experiments, investigation of chirally active support has been completely neglected. The focus of the post-doc proposal is to explore chromatographic chiral stationary phases in the MAD NMR to analyze enantiomers and to evaluate enantiomer interaction strength with the chromatographic material.

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

MARCHEAFAVE, GUSTAVO GALO; PAULI, ELIS DAIANE; TORMENA, CLAUDIA DOMICIANO; DUARTE, LEONARDO JOSE; WENDLING, IVAR; RAKOCEVIC, MIROSLAVA; QUINTELA, AMANDA LEMOS; SANTOS, MARIA DE FATIMA COSTA; TORMENA, CLAUDIO FRANCISCO; SCARMINIO, IEDA SPACINO; et al. ¹H NMR Mixture Design-Fingerprints and ASCA Analysis in Ilex paraguariensis: Model Stability in Search of a Global Metabolome. Analytical Chemistry, v. 95, n. 46, p. 11-pg., 2023-11-10. (18/25207-0, 20/10246-0, 22/14697-2, 20/11463-5, 20/16038-0)