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Enantiomeric characterization and structure elucidation of LH601A using vibrational circular dichroism spectroscopy.

ABSTRACT: LH601A is a novel non-reactive chiral molecule inhibiting Keap1-Nrf2 protein-protein interaction. The absolute configuration (AC) was independently determined in this study using vibrational circular dichroism (VCD) spectroscopy. Because of band overlapping and broadening in the IR spectrum, a direct VCD spectrum comparison method is devised without the conventional IR band alignment. Being an unbiased AC inquiry, all possible chiralities are evaluated based on the statistical analysis of VCD similarity, S_v. The AC of three-center stereoisomer LH601A is unambiguously assigned to (S,R,S). A comparative study was also carried out to investigate the structural and energy differences of calculated conformers using the polarized continuum model of dimethyl sulfoxide.

SUBMITTER: Shen J

PROVIDER: S-EPMC10544735 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Enantiomeric characterization and structure elucidation of LH601A using vibrational circular dichroism spectroscopy.

Shen Jian J Magesh Sadagopan S Chen Lin L Hu Longqin L He Yanan Y

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20171121

LH601A is a novel non-reactive chiral molecule inhibiting Keap1-Nrf2 protein-protein interaction. The absolute configuration (AC) was independently determined in this study using vibrational circular dichroism (VCD) spectroscopy. Because of band overlapping and broadening in the IR spectrum, a direct VCD spectrum comparison method is devised without the conventional IR band alignment. Being an unbiased AC inquiry, all possible chiralities are evaluated based on the statistical analysis of VCD si ...[more]

PMID: 29172127

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