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

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BIOPOLYMERS, 2007, 88 (04) : 620 - 620
[22] Thirteen decades of peptide synthesis: key developments in solid phase peptide synthesis and amide bond formation utilized in peptide ligation
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[23] A new and efficient method for synthesis of 5′-conjugates of oligonucleotides through amide-bond formation on solid phase
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[24] Thirteen decades of peptide synthesis: key developments in solid phase peptide synthesis and amide bond formation utilized in peptide ligation
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[26] Hydrogen bond mimic approach: Solid-phase synthesis of a peptide stabilized as an α-helix with a hydrazone link
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (16) : 3862 - 3875
[28] Trimodular Solution-Phase Protocol for Rapid Large-Scale Synthesis of Hydrogen Bond Surrogate-Constrained α-Helicomimics
Pal, Sunit
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EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (11) : 1714 - 1719
[29] THE N-(2-HYDROXYBENZYL) PROTECTING GROUP FOR AMIDE BOND PROTECTION IN SOLID-PHASE PEPTIDE-SYNTHESIS
JOHNSON, T
QUIBELL, M
TETRAHEDRON LETTERS, 1994, 35 (03) : 463 - 466
[30] Backbone amide protection in solid-phase synthesis of peptide isosters derived from N-terminal γ-aldehydes
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PEPTIDES FOR THE NEW MILLENNIUM, 2000, : 146 - 147

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