3H]Allicin: preparation and applications |
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Authors: | Miron T Bercovici T Rabinkov A Wilchek M Mirelman D |
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Institution: | Department of Biological Chemistry, The Weizmann Institute of Science, Rehovot 76100, Israel. |
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Abstract: | Allicin (diallylthiosulfinate), the active substance of garlic, has been shown to possess a variety of biological activities. Mechanistic and pharmacokinetic studies of allicin and its derivatives raise the need for a labeled compound. However, labeling of this volatile and unstable liquid requires delicate handling. Here, we describe a simple method for the preparation of (3)H-labeled allicin. This was achieved by applying synthetic (3)H]alliin (2,3-(3)H]allylcysteine sulfoxide) to a column containing immobilized alliinase EC 4.1.1.4.] from garlic. Purification of (3)H]allicin was done by differential adsorbtion of the reaction components on a neutral polystyrene resin, Porapak Q. Thiol-containing compounds are known to be the main target of allicin. In this work we demonstrated that (3)H]allicin can be used for the synthesis of labeled (3)H]allylmercapto derivatives of SH peptides and proteins. Thus, we prepared (3)H]S-allylmercaptoglutathione which can be used in metabolic studies. Moreover, we showed that incubation of alliinase with (3)H]allicin led to modification of 1.4 cysteine residues per subunit of the enzyme. |
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Keywords: | Allicin Alliin Alliinase Garlic |
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