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Cocaine Hydrochloride Structure in Solution Revealed by Three Chiroptical Methods

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00478538" target="_blank" >RIV/61388963:_____/17:00478538 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22330/17:43913180 RIV/60461373:22340/17:43913180

  • Result on the web

    <a href="http://dx.doi.org/10.1002/cphc.201700452" target="_blank" >http://dx.doi.org/10.1002/cphc.201700452</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/cphc.201700452" target="_blank" >10.1002/cphc.201700452</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Cocaine Hydrochloride Structure in Solution Revealed by Three Chiroptical Methods

  • Original language description

    Structure and flexibility of natural compounds determine their biological activity. In the present study, electronic circular dichroism (ECD), vibrational circular dichroism (VCD), and Raman optical activity (ROA) spectra of cocaine hydrochloride in aqueous solutions were measured and related to the structure with the aid of density functional theory (DFT) computations. Additional measurements in deuterated environment made assignment of vibrational bands easier. The results suggest that the prevalent cocaine conformation in solution differs from that adopted in hydrochloride crystal. The spectroscopic results and computational analysis are consistent with X-ray structures of known cocaine-receptor complexes, in which the compound adopts a variety of conformations. All three kinds of chiroptical spectra exhibited significantly greater conformational sensitivity than unpolarized absorption or Raman scattering. The ROA technique provided the largest number of well-resolved bands, bearing rich structural information.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10403 - Physical chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • 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

    ChemPhysChem

  • ISSN

    1439-4235

  • e-ISSN

  • Volume of the periodical

    18

  • Issue of the periodical within the volume

    16

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    8

  • Pages from-to

    2258-2265

  • UT code for WoS article

    000407952400017

  • EID of the result in the Scopus database

    2-s2.0-85021912357