PMID: 9190800Jun 1, 1997Paper

Oxidation of aliphatic olefins by toluene dioxygenase: enzyme rates and product identification

Journal of Bacteriology
C C Lange, L P Wackett

Abstract

Toluene dioxygenase from Pseudomonas putida F1 has been studied extensively with aromatic substrates. The present work examined the toluene dioxygenase-catalyzed oxidation of various halogenated ethenes, propenes, butenes and nonhalogenated cis-2-pentene, an isomeric mix of 2-hexenes, cis-2-heptene, and cis-2-octene as substrates for toluene dioxygenase. Enzyme specific activities were determined for the more water-soluble C2 to C5 compounds and ranged from <4 to 52 nmol per min per mg of protein. Trichloroethene was oxidized at a rate of 33 nmol per min per mg of protein. Products from enzyme reactions were identified by gas chromatography-mass spectrometry. Proton and carbon nuclear magnetic resonance spectroscopy of compounds from whole-cell incubation confirmed the identity of products. Substrates lacking a halogen substituent on sp2 carbon atoms were dioxygenated, while those with halogen and one or more unsubstituted allylic methyl groups were monooxygenated to yield allylic alcohols. 2,3-Dichloro-1-propene, containing both a halogenated double bond and a halogenated allylic methyl group, underwent monooxygenation with allylic rearrangement to yield an isomeric mixture of cis- and trans-2,3-dichloro-2-propene-1-ol.

References

Dec 14, 1979·Biochemical and Biophysical Research Communications·V SubramanianD T Gibson
Sep 9, 1977·Biochemical and Biophysical Research Communications·W K YehT N Liu
May 29, 1992·Biochemical and Biophysical Research Communications·S Li, L P Wackett
Jul 1, 1988·Applied and Environmental Microbiology·L P Wackett, D T Gibson
Aug 1, 1972·The Biochemical Journal·F Serafini-Cessi
Aug 12, 1983·Biochemical and Biophysical Research Communications·J GeigertJ Wadsworth
Nov 1, 1982·Journal of Bacteriology·W Lorowitz, D Clark
Jul 6, 1995·Biochemical and Biophysical Research Communications·K LeeD T Gibson
Jul 1, 1988·Applied and Environmental Microbiology·C B FliermansD C White

❮ Previous
Next ❯

Citations

Mar 1, 2008·Indian Journal of Microbiology·Colin ScottJohn G Oakeshott
Nov 2, 2001·Journal of Biomolecular Screening·J M JoernF H Arnold
May 2, 2000·Applied and Environmental Microbiology·K McClayR J Steffan
May 18, 2010·Applied and Environmental Microbiology·Oramas SuttinunEkawan Luepromchai
Aug 30, 2001·Applied and Environmental Microbiology·T SakamotoF H Arnold
Jun 9, 2005·Chemical Reviews·Mahdi M Abu-OmarNikos Hontzeas
Jun 15, 2007·Journal of Microbiological Methods·Susanne GüntherSusann Müller

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.