Journal
JOURNAL OF PEPTIDE RESEARCH
Volume 63, Issue 3, Pages 297-302Publisher
WILEY
DOI: 10.1111/j.1399-3011.2004.00152.x
Keywords
cystathionine; disulfide; estrogen receptor; helical peptides
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Cystine, lanthionine, and cystathionine containing cyclic peptides incorporating the signature nuclear receptor (NR) box (LXXLL) motif have been synthesized and the abilities of these peptides to inhibit estrogen receptor (ER)-coactivator interactions have been determined. We found that helicity of these peptides directly correlated with their bioactivity. Cystathionine proved to be a redox-stable, isosteric replacement for the cystine disulfide. Cystathionine containing peptide 3 showed higher helical character and a lower inhibition constant (Ki, 7 nM) when compared with its cystine counterpart.
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