Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

4,5-Dihydrobenzo[a]pyrene-4,5-trans-(e,e)-diol

D E Zacharias1, J P Glusker, R G Harvey

  • 1Institute for Cancer Research, Fox Chase Cancer Center, Philadelphia, PA 19111, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|October 15, 1995
PubMed
Summary

This study details the crystal structure of a benzo[a]pyrene metabolite, C20H14O2. The structure reveals hydrogen bonding between hydroxy groups and stacking of dihydrobenzo[a]pyrene rings.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

The properties and use of penicillins in the veterinary field, with special reference to skin infections in dogs and cats.

Veterinary dermatology·2021
Same author

Facial variation, with special reference to the people of Tristan Da Cunha.

The Eugenics review·2011
Same author

The ubiquitous aldehyde reductase (AKR1A1) oxidizes proximate carcinogen trans-dihydrodiols to o-quinones: potential role in polycyclic aromatic hydrocarbon activation.

Biochemistry·2001
Same author

Interactions of metal ions with water: ab initio molecular orbital studies of structure, vibrational frequencies, charge distributions, bonding enthalpies, and deprotonation enthalpies. 2. Monohydroxides.

Inorganic chemistry·2001
Same author

First examples of stable arenium ions from large methylene-bridged polycyclic aromatic hydrocarbons (PAHs). Directive effects and charge delocalization mode.

The Journal of organic chemistry·2001
Same author

Metabolic activation of polycyclic aromatic hydrocarbon trans-dihydrodiols by ubiquitously expressed aldehyde reductase (AKR1A1).

Chemico-biological interactions·2001

Area of Science:

  • Chemical Carcinogenesis
  • Crystallography
  • Molecular Structure

Background:

  • Benzo[a]pyrene is a polycyclic aromatic hydrocarbon and a known chemical carcinogen.
  • Metabolites of carcinogens can exhibit unique structural and chemical properties.
  • Understanding the structure of benzo[a]pyrene metabolites is crucial for assessing their biological activity.

Purpose of the Study:

  • To determine the crystal structure of a specific metabolite of benzo[a]pyrene.
  • To elucidate the intermolecular interactions within the crystal lattice.
  • To provide insights into the structural characteristics of benzo[a]pyrene metabolites.

Main Methods:

  • Single-crystal X-ray diffraction was employed to analyze the compound C20H14O2.
  • Crystallographic data were collected and processed to determine the atomic coordinates.

Related Experiment Videos

  • The crystal packing and hydrogen bonding network were analyzed.

    • Main Results:

    • The crystal structure of C20H14O2, a metabolite of benzo[a]pyrene, was successfully determined.
    • Each molecule features hydroxy groups involved in both hydrogen bond donation and acceptance.
    • Dihydrobenzo[a]pyrene ring systems exhibit stacking interactions along the crystallographic c axis.

    Conclusions:

    • The determined crystal structure provides a detailed molecular and supramolecular understanding of this benzo[a]pyrene metabolite.
    • The observed hydrogen bonding and ring stacking suggest specific intermolecular forces influencing the compound's solid-state arrangement.
    • This structural information contributes to the broader knowledge of carcinogen metabolism and its chemical consequences.