Synthesis and NMR characterization of the trypanosomatid metabolite, N 1,N 8-bis(glutathionyl)spermidine disulphide (trypanothione disulphide)
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 4,p. 911-914
- https://doi.org/10.1039/p19900000911
Abstract
An optimized chemical synthesis of the novel trypanosomatid metabolite,N1,N8-bis(glutathionyl)-spermidine(trypanothione disulphide) is described, and its solution structure has been investigated by NMR spectroscopy. The 1H, 13C, and 15N chemical shifts, as well as proton NOE data are compatible with two similar extended peptide segments connected by a flexible spermidine chain. The data do not support a predominant β sheet structure but indicate considerable flexibility in aqueous solution.Keywords
This publication has 3 references indexed in Scilit:
- "Subversive" substrates for the enzyme trypanothione disulfide reductase: alternative approach to chemotherapy of Chagas disease.Proceedings of the National Academy of Sciences, 1988
- Trypanothione: A Novel Bis(glutathionyl)spermidine Cofactor for Glutathione Reductase in TrypanosomatidsScience, 1985
- Long range hydrogen bond mediated effects in peptides: nitrogen-15 NMR study of gramicidin S in water and organic solventsJournal of the American Chemical Society, 1984