Reduction of Dimethylsulfoxide to Dimethylsulfide in the Cat

DiStefano, Victor; Borgstedt, Harold H.

doi:10.1126/science.144.3622.1137

Cited by 61 publications

(12 citation statements)

References 4 publications

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“…In man (Gerhards et al. 1965) and in animals (Distefano & Borgstedt, 1964;Throop, 1966), both dimethyl sulfone (DMS02) and DMS have been identified as metabolites. The inability to account (quantitatively) for the administered DMSO in animals suggests that its carbon structure is partially metabolized by mammalian systems (Kolb et al, 1966).…”

Section: Dmso As a Metabolite In Biological Systemsmentioning

confidence: 99%

Biological Implications of Dmso Based on a Review of Its Chemical Properties*

Rammler¹,

Zaffaroni²

1967

Annals of the New York Academy of Sciences

166

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Section: Dmso As a Metabolite In Biological Systemsmentioning

confidence: 99%

Biological Implications of Dmso Based on a Review of Its Chemical Properties*

Rammler¹,

Zaffaroni²

1967

Annals of the New York Academy of Sciences

166

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“…Certain pesticides are highly toxic to mammals when in the sulphoxide form, and microbial reduction may serve to detoxify them (Alexander, 1974). DMSO reduction to DMS has been shown in the cat (Distefano & Borgstedt, 1964), in the cow and other animals (Tiews et al, 1975) and in plants (Smale, Lasater & Hunter, 1975). Ando et al (1957) surveyed members of the Enterobacteriaceae and found that while all strains of Escherichia coli tested reduced DMSO, no strains of Shigella and only one out of 40 strains of Salmonella reduced it; they suggested that this reaction might be of diagnostic value.…”

Section: Introductionmentioning

confidence: 99%

Dimethyl Sulphoxide Reduction by Micro-organisms

Zinder¹,

Brock²

1978

Journal of General Microbiology

133

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Dimethyl sulphoxide (DMSO) was reduced to dimethyl sulphide by a wide variety of microorganisms, including prokaryotes and eukaryotes, aerobes and anaerobes. Dimethyl sulphone was not reduced by any of the organisms tested. Cell-free extracts of Escherichia coli reduced DMSO using reduced pyridine nucleotides as electron donors. Activity was greater in anaerobically grown cells than in those grown aerobically. Two other sulphoxides, met hionine sulphoxide and tetramet hylene sulp hoxide, substantially inhibited D M SO reduction by extracts. Mutants of E. coli, which were unable to reduce biotin sulphoxide to biotin, were tested for their ability to reduce DMSO in whole cells and extracts. These mutants were in four different gene loci, bisA to bisD. DMSO reductase activity of the mutants was generally less than that of the wild-type strain, and activity depended upon the gene locus involved, the growth medium and the growth conditions. Only the bisA mutant had very low activity under all conditions. All of the bis mutants were able to grow using methionine sulphoxide as a sulphur source, indicating that biotin sulphoxide and methionine sulphoxide are reduced by different enzyme systems. DMSO may be reduced by both of these enzyme systems.

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“…Such small molecules undoubtedly would be lost during the food preparation and cooking procedures, and so those present in the urine must have arisen from a relatively stable precursor, unique to asparagus, that survives these processes and is eventually broken down during its journey through the human body. In addition, if they were initially presented to the mammalian metabolic systems, such small molecules would be rapidly and extensively degraded to inorganic sulfate and carbon dioxide with only trace amounts, if any, passing through the body unchanged to exit, probably, via the expired air (Canallakis and Tarver 1953;Distefano and Borgstedt 1964).…”

Section: Chemical Basis Of Urine Odormentioning

confidence: 99%

Asparagus, Urinary Odor, and 1,2-Dithiolane-4-Carboxylic Acid

Mitchell¹

2013

pbm

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The derivatives of 1,2-dithiolane are scattered widely throughout the natural world where they are generally exploited for their biocidal properties. One of these, known as asparagusic acid (1,2-dithiolane-4-carboxylic acid), is present in the frequently consumed vegetable, asparagus, and though apparently innocuous toxicologically, it may be responsible for the distinctive urine odor produced after consuming this food. This review collects together, for the first time, historical observations associating asparagus ingestion with this unique odor-producing phenomenon and collates data implicating a 1,2-dithiolane structure as the major chemical precursor responsible.

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Reduction of Dimethylsulfoxide to Dimethylsulfide in the Cat

Abstract: A peculiar sweetish odor was noted in the exhaled breath of cats treated with dimethylsulfoxide. By means of gas chromatographic and mass spectrographic techniques, the responsible compound was identified as dimethylsilfid.

Cited by 61 publications

References 4 publications

Biological Implications of Dmso Based on a Review of Its Chemical Properties*

Biological Implications of Dmso Based on a Review of Its Chemical Properties*

Dimethyl Sulphoxide Reduction by Micro-organisms

Asparagus, Urinary Odor, and 1,2-Dithiolane-4-Carboxylic Acid

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