Solid phase synthesis of hydrogen bond surrogate derived α-helices: resolving the case of a difficult amide coupling

被引：24

作者：

Patgiri, Anupam ^{[1
]}

Witten, Michael R. ^{[1
]}

Arora, Paramjit S. ^{[1
]}

机构：

[1] NYU, Dept Chem, New York, NY 10003 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 08期

关键词：

PEPTIDE-SYNTHESIS; AMINO-ACID; INHIBITION; STRATEGIES; MIMETICS;

D O I：

10.1039/c000905a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solid phase synthesis of HBS helices involving the Fukuyama-Mitsunobu reaction and triphosgene coupling is described.

引用

页码：1773 / 1776

页数：4

共 40 条

[1] Solid-phase synthesis of hydrogen-bond surrogate-derived α-helices
Dimartino, G
Wang, DY
Chapman, RN
Arora, PS
ORGANIC LETTERS, 2005, 7 (12) : 2389 - 2392
[2] Solid-phase synthesis of short α-helices stabilized by the hydrogen bond surrogate approach
Patgiri, Anupam
Menzenski, Monica Z.
Mahon, Andrew B.
Arora, Paramjit S.
NATURE PROTOCOLS, 2010, 5 (11) : 1857 - 1865
[3] Solid-phase synthesis of short α-helices stabilized by the hydrogen bond surrogate approach
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Monica Z Menzenski
Andrew B Mahon
Paramjit S Arora
Nature Protocols, 2010, 5 : 1857 - 1865
[4] Structure and function in hydrogen bond surrogate derived α-helices
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ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
[5] Regulation of Ras signaling by hydrogen bond surrogate (HBS) derived α-helices
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ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
[6] Microwave-assisted solid-phase synthesis of ψ[CH2NH] amide bond surrogate
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[7] Synthesis and biological evaluation of hydrogen-bond surrogate based artificial alpha-helices
Wang, Deyun
Dimartino, Gianluca
Arora, Paramjit S.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
[8] Design, synthesis, and properties of the hydrogen bond surrogate-based artificial alpha-helices.
Arora, PS
Chapman, R
Dimartino, G
Wang, DY
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U567 - U567
[9] Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices
Mahon, Andrew B.
Arora, Paramjit S.
CHEMICAL COMMUNICATIONS, 2012, 48 (10) : 1416 - 1418
[10] Dynamical Binding of Hydrogen-Bond Surrogate Derived Bak Helices to Antiapoptotic Protein Bcl-xL
Bao, Ju
Dong, Xiao Y.
Zhang, John Z. H.
Arora, Paramajit S.
JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (11): : 3565 - 3571

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