Allylation of intraerythrocytic hemoglobin by raw garlic extracts.
Repository Usage Stats
Recent studies have shown that deoxygenated human red blood cells (RBCs) converted garlic-derived polysulfides into hydrogen sulfide, which in turn produced vasorelaxation in aortic ring preparations. The vasoactivity was proposed to occur via glucose- and thiol-dependent acellular reactions. In the present study, we investigated the interaction of garlic extracts with human deoxygenated RBCs and its effect on intracellular hemoglobin molecules. The results showed that garlic extract covalently modified intraerythrocytic deoxygenated hemoglobin. The modification identified consisted of an addition of 71 atomic mass units, suggesting allylation of the cysteine residues. Consistently, purified human deoxyhemoglobin reacted with chemically pure diallyl disulfide, showing the same modification as garlic extracts. Tandem mass spectrometry analysis demonstrated that garlic extract and diallyl disulfide modified hemoglobin's beta-chain at cysteine-93 (beta-93C) or cysteine-112 (beta-112C). These results indicate that garlic-derived organic disulfides as well as pure diallyl disulfide must permeate the RBC membrane and modified deoxyhemoglobin at beta-93C or beta-112C. Although the physiological role of the reported garlic extract-induced allyl modification on human hemoglobin warrants further study, the results indicate that constituents of natural products, such as those from garlic extract, modify intracellular proteins.
Published Version (Please cite this version)10.1089/jmf.2009.0258
Publication InfoBonaventura, Joseph; Rodriguez, Eva N; Beyley, Veronica; & Vega, Irving E (2010). Allylation of intraerythrocytic hemoglobin by raw garlic extracts. J Med Food, 13(4). pp. 943-949. 10.1089/jmf.2009.0258. Retrieved from https://hdl.handle.net/10161/3325.
This is constructed from limited available data and may be imprecise. To cite this article, please review & use the official citation provided by the journal.
More InfoShow full item record
Professor Emeritus of Marine Science and Conservation
Marine biomedicine, physiology, and biochemistry. Research systems include invertebrates, fish, marine organisms, humans.