AI Article Synopsis
- Enantiomeric purity is crucial for the effectiveness of drugs, and this study uses Raman optical activity (ROA) spectroscopy to differentiate between four stereoisomers of a precursor needed for taxol production.
- Taxol is a widely-used medication for various cancers, but its natural extraction is challenging; thus, synthesizing it from precursors is important for industrial production.
- The study finds that averaging many conformers is necessary for accurate spectroscopic comparisons, and combining ROA with density functional theory computations enhances the ability to determine absolute configurations efficiently.
Article Abstract
Enantiomeric purity of drugs is essential for their biological activity. In the present study, we investigate the performance of Raman optical activity (ROA) spectroscopy in distinguishing four possible stereoisomers of the synthetic precursor used for the production of taxol from baccatin III. Taxol is one of the best-selling medicaments used in the treatment of ovarian, lung, and breast cancers and Kaposi's sarcoma. In a low yield, it may be isolated from the bark of the Pacific yew tree (Taxus brevifolia); however, its industrial production is largely dependent on the precursor. It is shown that for reliable comparison of the experimental and computed Raman and ROA intensities a large number of conformers had to be averaged, to properly account for molecular flexibility in solution. In addition, if combined with the density functional theory computations, ROA spectra provide convenient and economic means of absolute configuration determination.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.jpcb.6b12318 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!