Biomaterial Database

Unusual propargylic oxidations catalyzed by chloroperoxidase. 1998

S Hu, and L P Hager

Department of Biochemistry, University of Illinois, Urbana 61801, USA.

This paper describes a new chloroperoxidase oxidative activity, namely, propargylic oxidations. Under appropriate conditions, chloroperoxidase catalyzes the oxidation of a variety of 2-alkynes to aldehydes via alcohol intermediates. Both hydrogen peroxide and t-butyl hydroperoxide can serve as terminal oxidants. The triple bond in the substrate is usually untouched. A free radical mechanism is proposed for the initial hydroxylation step in the overall reaction.

UI	MeSH Term	Description	Entries
D010084	Oxidation-Reduction	A chemical reaction in which an electron is transferred from one molecule to another. The electron-donating molecule is the reducing agent or reductant; the electron-accepting molecule is the oxidizing agent or oxidant. Reducing and oxidizing agents function as conjugate reductant-oxidant pairs or redox pairs (Lehninger, Principles of Biochemistry, 1982, p471).	Redox,Oxidation Reduction
D002384	Catalysis	The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.	Catalyses
D002711	Chloride Peroxidase	An enzyme that catalyzes the chlorination of a range of organic molecules, forming stable carbon-chloride bonds. EC 1.11.1.10.	Chloroperoxidase,Peroxidase, Chloride
D003904	Mitosporic Fungi	A large and heterogenous group of fungi whose common characteristic is the absence of a sexual state. Many of the pathogenic fungi in humans belong to this group.	Deuteromycetes,Deuteromycota,Fungi imperfecti,Fungi, Mitosporic,Hyphomycetes,Deuteromycete,Deuteromycotas,Fungi imperfectus,Fungus, Mitosporic,Hyphomycete,Mitosporic Fungus,imperfectus, Fungi
D000480	Alkynes	Hydrocarbons with at least one triple bond in the linear portion, of the general formula Cn-H2n-2.	Acetylenic Compounds,Alkyne,Acetylenes
D020005	Propanols	Isomeric forms and derivatives of PROPANOL (C3H7OH).	Alcohols, Propyl,Propyl Alcohols