Absolute Configuration Determination of a Taxol Precursor Based on Raman Optical Activity Spectra
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00475018" target="_blank" >RIV/61388963:_____/17:00475018 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11320/17:10371355
Result on the web
<a href="http://dx.doi.org/10.1021/acs.jpcb.6b12318" target="_blank" >http://dx.doi.org/10.1021/acs.jpcb.6b12318</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.jpcb.6b12318" target="_blank" >10.1021/acs.jpcb.6b12318</a>
Alternative languages
Result language
angličtina
Original language name
Absolute Configuration Determination of a Taxol Precursor Based on Raman Optical Activity Spectra
Original language description
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.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
<a href="/en/project/GA16-05935S" target="_blank" >GA16-05935S: Combination of classical and quantum-mechanical computational techniques for vibrational optical activity</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Physical Chemistry B
ISSN
1520-6106
e-ISSN
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Volume of the periodical
121
Issue of the periodical within the volume
7
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
1544-1551
UT code for WoS article
000394925700009
EID of the result in the Scopus database
2-s2.0-85027280483