Synthesis of symmetric disulfides as potential alternative substrates for trypanothione reductase and glutathione reductase: Part 1 |
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Authors: | R. Jaouhari T. Besheya J. H. McKie K. T. Douglas |
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Affiliation: | (1) Pharmacy Department, University of Manchester, Manchester, United Kingdom;(2) QUCHEM, School of Chemistry, The Queen's University of Belfast, David Keir Building, Belfast, BT9 5AG Northern Irelang, UK |
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Abstract: | Summary The synthesis of a series of symmetrical disulfides as potential substrates of trypanothione reductase and glutathione reductase was described. The key intermediate in the synthetic approach was the choice of S-tbutylmercapto-L-cysteine (1). The spermidine ring in the native substrate, trypanothione disulfide (TSST), was replaced with 3-dimethyl-aminopropylamine (DMAPA), while the -Glu moiety was replaced by phenylalanyl or tryptophanyl residues. The same modifications in the -Glu moiety of glutathione disulfide (GSSG) were applied. |
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Keywords: | Amino acids Synthesis Symmetrical disulfide Trypanothione reductase Glutathione reductase |
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