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

Mechanistic studies on cyclohexanone oxygenase

C C Ryerson, D P Ballou, C Walsh

    Biochemistry
    |May 25, 1982
    PubMed
    Summary
    This summary is machine-generated.

    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

    Dynamics of Superconducting Pairs in the Two-Dimensional Hubbard Model.

    Physical review letters·2026
    Same author

    Re: An exploratory study of bacterial contamination on communal mobile handheld devices in an animal referral hospital in the United Kingdom.

    New Zealand veterinary journal·2026
    Same author

    Mechanical ventilation for young people with Duchenne muscular dystrophy: a factorial survey of the main influences on clinician decision-making.

    European journal of pediatrics·2025
    Same author

    Molecular mobility of extraterrestrial ices: surface diffusion in astrochemistry and planetary science.

    Physical chemistry chemical physics : PCCP·2025
    Same author

    The use of sequential multiple assignment randomized trials (SMARTs) in physical activity interventions: a systematic review.

    BMC medical research methodology·2024
    Same author

    Micro to macro scale anatomical analysis of the human hippocampal arteries with synchrotron hierarchical phase-contrast tomography.

    Surgical and radiologic anatomy : SRA·2024

    Bacterial cyclohexanone oxygenase catalyzes ring expansion of cyclohexanone to epsilon-caprolactone via a Baeyer-Villiger mechanism. This flavoprotein monooxygenase also performs S-oxygenation, distinct from its primary ketolactonizing activity.

    Area of Science:

    • Biochemistry
    • Enzymology
    • Organic Chemistry

    Background:

    • Bacterial flavoprotein monooxygenases catalyze diverse oxygenation reactions.
    • Cyclohexanone oxygenase (CHON) uniquely converts cyclohexanone to epsilon-caprolactone via ring expansion.

    Purpose of the Study:

    • To elucidate the catalytic mechanism of cyclohexanone oxygenase.
    • To investigate the enzyme's substrate scope and reaction pathways.

    Main Methods:

    • Steady-state and pre-steady-state kinetic analyses.
    • Characterization of enzyme intermediates and cofactor interactions.
    • Enzyme activity assays with substrate analogues.

    Main Results:

    • CHON follows a ter-ter mechanism with a 4a-hydroperoxyflavin intermediate.

    Related Experiment Videos

  • Enzyme activity is coupled to NADPH oxidation and O2 activation.
  • CHON exhibits both ketolactonizing and S-oxygenation activities.
  • Apoenzyme reconstitution with FAD analogues restores full activity.

    • Conclusions:

    • The results support a Baeyer-Villiger rearrangement mechanism for cyclohexanone oxygenation.
    • CHON's dual reactivity highlights its versatility in oxygen transfer reactions.
    • Understanding CHON's mechanism provides insights into enzymatic Baeyer-Villiger oxidations.