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  • 1
    Electronic Resource
    Electronic Resource
    Cyanylation of rhodanese by 2-nitro-5-thiocyanobenzoic acid
    Amsterdam : Elsevier
    BBA - Protein Structure 623 (1980), S. 348-353 
    Details
    ISSN: 0005-2795
    Keywords: (Bovine liver) ; Nitro-thiocyanobenzoic acid ; Rhodanese cyanylation ; Sulfhydryl group
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Biology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/0005-2795(80)90262-7
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  • 2
    Electronic Resource
    Electronic Resource
    An insight in the mechanism of the aminoethylcysteine ketimine autoxidation (1996)
    Springer
    Amino acids 10 (1996), S. 379-390 
    Details
    ISSN: 1438-2199
    Keywords: Amino acids ; Aminoethylcysteine ; Ketimines ; Iron chelates ; Autoxidation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Oxidation of aminoethylcysteine ketimine (AECK) is followed by the change of 296nm absorbance, by the O2 consumption and by the HPLC analysis of the oxidation products. The oxidation is strongly inhibited by the addition of superoxide dismutase (SOD) but not by hydroxyl radical scavengers or catalase. Addition of EDTA or o-phenanthroline (OPT) favours the oxidation, probably by keeping contaminating metals in solution at the pH studied. Addition of Fe3+ ions strongly accelerates the oxidation in the presence of EDTA or OPT. AECK reacts stoichiometrically with OPT-Fe3+ complex producing the Fe2+ complex which is not reoxidised by bubbling O2. HPLC analyses of the final oxidation products reacting with 2,4-dinitrophenylhydrazine (DNPH) confirm the AECK sulfoxide as the main product of the slow spontaneous oxidation. The detection of other oxidation products when the reaction is speeded up by the addition of the OPT-Fe3+ complex, suggests that the oxidation takes place essentially on the carbon portion of the AECK molecule in the side of the double bond. On the basis of the results presented here, a scheme of reactions is illustrated which starts with the transfer of one electron from AECK to a contaminating metal ion (possibly Fe3+) producing the radical AECK• as the initiator of a self propagating reaction. The radical AECK• reacting with O2 starts a series of reactions accounting for most of the products detected.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00805865
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  • 3
    Electronic Resource
    Electronic Resource
    The oxidation of sulfur containing cyclic ketimines The sulfoxide is the main product of S-aminoethyl-cysteine ketimine autoxidation (1993)
    Springer
    Amino acids 5 (1993), S. 23-32 
    Details
    ISSN: 1438-2199
    Keywords: Amino acids ; Aminoethylcysteine ; Thialysine ; Ketimines ; Chondrine
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The products of autoxidation of S-aminoethyl-L-cysteine ketimine (AECK) have been analysed with the amino acid analyzer, with thin layer chromatography and with high performance liquid chromatography. Under the conditions of the assay (pH 8.5, 38°C, O2 bubbling) AECK is almost totally oxidized in 1.5 hours. Among the final products a component running fast in HPLC, named Cx1, has been isolated, reduced with NaBH4 and analysed. Reduced Cx1 resulted to show the same properties of synthetic thiomorpholine-3-carboxylic acid-S-oxide, known in the past literature with the name of “chondrine”. On the basis of these results and by specific chromatographic tests, Cx1 has been identified as the sulfoxide of AECK. Among the other autoxidation products, thiomorpholine-3-one has been identified. The detection, after HCl hydrolysis, of glyoxylic acid and mesoxalic semialdehyde together with cysteamine indicates that compounds provided with easily cleavable S-C bonds, possibly thiohemiacetals or (and) thioesters, are the likely intermediates for other products. AECK sulfoxide and thiomorpholine-3-one are relatively stable and cannot be taken as the main intermediates for the remaining oxidation products.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00806189
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    Paper (German National Licenses)
    Fulltext
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