Thioether side chain cyclization for helical peptide formation: inhibitors of estrogen receptor-coactivator interactions

被引：50

作者：

Galande, AK

Bramlett, KS

Burris, TP

Wittliff, JL ^{[1
]}

Spatola, AF

机构：

[1] Univ Louisville, Dept Biochem & Mol Biol, Louisville, KY 40292 USA

[2] Univ Louisville, Dept Chem, Louisville, KY 40292 USA

[3] Univ Louisville, Inst Mol Divers & Drug Design, Louisville, KY 40292 USA

[4] Lilly Res Labs, Indianapolis, IN USA

来源：

JOURNAL OF PEPTIDE RESEARCH | 2004年 / 63卷 / 03期

关键词：

cystathionine; disulfide; estrogen receptor; helical peptides;

D O I：

10.1111/j.1399-3011.2004.00152.x

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：297 / 302

页数：6

共 16 条

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CANCER RESEARCH, 2018, 78 (13)
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BIOPHYSICAL JOURNAL, 2010, 98 (03) : 752A - 752A
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Parent, Alexander A.
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JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (20) : 6512 - 6530
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Moore, Terry W.
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CANCER RESEARCH, 2016, 76
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Leduc, AM
Trent, JO
Wittliff, JL
Bramlett, KS
Briggs, SL
Chirgadze, NY
Wang, Y
Burris, TP
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PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2003, 100 (20) : 11273 - 11278
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Lake, Madryn C.
Quang-De Nguyen
Ali, Simak
Aboagye, Eric O.
PLOS ONE, 2012, 7 (08):
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Moore, Terry
Speltz, Thomas
Mayne, Christopher
Danes, Jeanne
Fanning, Sean
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Greene, Geoffrey
Frasor, Jonna
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
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MOLECULAR ENDOCRINOLOGY, 2000, 14 (12) : 2010 - 2023
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