Document Detail


[3H]Allicin: preparation and applications.
MedLine Citation:
PMID:  15265743     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
T Miron; T Bercovici; A Rabinkov; M Wilchek; D Mirelman
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Analytical biochemistry     Volume:  331     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  2004 Aug 
Date Detail:
Created Date:  2004-07-21     Completed Date:  2005-02-23     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  364-9     Citation Subset:  IM    
Affiliation:
Department of Biological Chemistry, The Weizmann Institute of Science, Rehovot 76100, Israel.
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MeSH Terms
Descriptor/Qualifier:
Adsorption
Chromatography, Gel
Sulfinic Acids / chemical synthesis*,  isolation & purification
Tritium
Chemical
Reg. No./Substance:
0/Sulfinic Acids; 10028-17-8/Tritium; 539-86-6/allicin

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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