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Using a microplate-based screening assay, the effects on Pseudomonas aeruginosa PAO1 biofilm formation of several S-substituted cysteine sulfoxides and their corresponding disulfide derivatives were evaluated. From our library of compounds, S-phenyl-L-cysteine sulfoxide and its breakdown product, diphenyl disulfide, significantly reduced the amount of(More)
A novel alliinase (EC was detected and purified from the roots of the Amazonian medicinal plant Petiveria alliacea. The isolated enzyme is a heteropentameric glycoprotein composed of two alpha-subunits (68.1 kD each), one beta-subunit (56.0 kD), one gamma-subunit (24.8 kD), and one delta-subunit (13.9 kD). The two alpha-subunits are connected by a(More)
A new GC method for determination of S-alk(en)ylcysteine sulfoxides, important secondary metabolites occurring in many plant genera, has been developed. The method is based on isolation of the amino acid fraction by ion-exchange chromatography followed by derivatization with ethyl chloroformate at ambient temperature and reduction of derivatized(More)
The content of S-alk(en)ylcysteine sulfoxides, important nonvolatile flavor precursors, was determined in 15 different Allium species by means of gas chromatography. The method employed is based on derivatization of S-alk(en)ylcysteine sulfoxides with ethyl chloroformate followed by their reduction with sodium iodide. The total content of(More)
A study of an enzyme that reacts with the sulfenic acid produced by the alliinase in Petiveria alliacea L. (Phytolaccaceae) to yield the P. alliacea lachrymator (phenylmethanethial S-oxide) showed the protein to be a dehydrogenase. It functions by abstracting hydride from sulfenic acids of appropriate structure to form their corresponding sulfines.(More)
Three cysteine derivatives, (R)-S-(2-hydroxyethyl)cysteine, together with (R(S)R(C))- and (S(S)R(C))-S-(2-hydroxyethyl)cysteine sulfoxides, have been isolated from the roots of Petiveria alliacea. Furthermore, three additional amino acids, S-methyl-, S-ethyl-, and S-propylcysteine derivatives, were detected. They were present only in trace amounts (<3(More)
A total of 18 organosulfur compounds originating from Petiveria alliacea L. roots have been tested for their antibacterial and antifungal activities. These represent compounds occurring in fresh homogenates as well as those present in various macerates, extracts and other preparations made from Petiveria alliacea. Of the compounds assayed, the(More)
The lachrymatory principle of Petiveria alliacea has been isolated from a fresh homogenate of the root. Its structure and geometric configuration have been determined as (Z)-thiobenzaldehyde S-oxide by means of NMR, IR, MALDI-MS and by comparison with an authentic compound obtained by synthesis. This unique compound represents only the third naturally(More)
Identification and isolation of (R(S)R(C))-S-(methylthiomethyl)cysteine-4-oxide from rhizomes of Tulbaghia violacea Harv. is reported. The structure and absolute configuration of the amino acid have been determined by NMR, MALDI-HRMS, IR, and CD spectroscopy. Its content varied in different parts of the plant (rhizomes, leaves, and stems) between 0.12 and(More)