Studies on polycysteine peptides and proteins. I. Isomeric cystinylcystine peptides
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Cited by (11)
Synthesis and biological evaluation of the disulfide form of the glutathione analogue γ-(L-glutamyl)-L-cysteinyl-L-aspartyl-L-cysteine
2003, Bioorganic ChemistryCitation Excerpt :In the context of our studies on glutathione (GSH, 1)1 analogues [4–6] we recently adopted this approach by synthesizing the two disulfide analogs 2 and 3 characterized by the presence of the 8-membered disulfide ring and the achiral and Cα,αtetrasubstituted 4-amino-1,2-dithiolane-4-carboxylic acid, respectively [7,8]. These modifications introduce new reactivities such as the participation in redox equilibria involving intra- or intermolecular disulfide forms [9–11], and have biological and conformational consequences resulting from the stabilization of specific backbone conformations and the restriction of the freely rotating side-chain of cysteine. As part of our study on conformationally restricted GSH analogues we report here the synthesis of a new tetrapeptide model in which the backbone constraint is obtained by the incorporation of a cyclic fragment, namely which replaces the native C-terminal -Cys-Gly- dipeptide.
Synthesis, crystal structure and conformation in solution of four stereoisomeric cyclo‐lanthionine derivatives
1995, International Journal of Peptide and Protein ResearchSolid state and solution conformation of phenylacetyl-L-cysteinyl-D-penicillamine cyclic disulphide methyl ester; a cyclic dipeptide containing a trans amide
1988, Journal of the Chemical Society, Perkin Transactions 1Synthesis of a Peptide with Delicious Taste
1980, Agricultural and Biological Chemistry
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Fulbright and Smith-Mundt Scholar; on leave from Kyushu University, Japan.