Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions

Natasha S. Murphy; Panchami Prabhakaran; Valeria Azzarito; Jeffrey P. Plante; Michaele J. Hardie; Colin A. Kilner; Stuart L. Warriner; Andrew J. Wilson

doi:10.1002/chem.201204098

Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions

Natasha S. Murphy
, Panchami Prabhakaran
, Valeria Azzarito
, Jeffrey P. Plante
, Michaele J. Hardie
, Colin A. Kilner
, Stuart L. Warriner
, Andrew J. Wilson^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Rapid access to rigid rods: A method is described for the synthesis of 3-O-alkylated aromatic oligobenzamide foldamers that could be used for assembly of libraries of α-helix mimetic inhibitors of protein-protein interactions (see scheme; Fmoc=9-fluorenylmethoxycarbonyl).

Original language	English
Pages (from-to)	5546-5550
Number of pages	5
Journal	Chemistry - A European Journal
Volume	19
Issue number	18
DOIs	https://doi.org/10.1002/chem.201204098
Publication status	Published - 26 Apr 2013

Keywords

amides
foldamers
helical structures
protein-protein interactions
solid-phase synthesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201204098

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@article{a87a0aebae31436badcd6c41b79f9c73,

title = "Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions",

abstract = "Rapid access to rigid rods: A method is described for the synthesis of 3-O-alkylated aromatic oligobenzamide foldamers that could be used for assembly of libraries of α-helix mimetic inhibitors of protein-protein interactions (see scheme; Fmoc=9-fluorenylmethoxycarbonyl).",

keywords = "amides, foldamers, helical structures, protein-protein interactions, solid-phase synthesis",

author = "Murphy, \{Natasha S.\} and Panchami Prabhakaran and Valeria Azzarito and Plante, \{Jeffrey P.\} and Hardie, \{Michaele J.\} and Kilner, \{Colin A.\} and Warriner, \{Stuart L.\} and Wilson, \{Andrew J.\}",

year = "2013",

month = apr,

day = "26",

doi = "10.1002/chem.201204098",

language = "English",

volume = "19",

pages = "5546--5550",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH Verlag",

number = "18",

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T1 - Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions

AU - Murphy, Natasha S.

AU - Prabhakaran, Panchami

AU - Azzarito, Valeria

AU - Plante, Jeffrey P.

AU - Hardie, Michaele J.

AU - Kilner, Colin A.

AU - Warriner, Stuart L.

AU - Wilson, Andrew J.

PY - 2013/4/26

Y1 - 2013/4/26

N2 - Rapid access to rigid rods: A method is described for the synthesis of 3-O-alkylated aromatic oligobenzamide foldamers that could be used for assembly of libraries of α-helix mimetic inhibitors of protein-protein interactions (see scheme; Fmoc=9-fluorenylmethoxycarbonyl).

AB - Rapid access to rigid rods: A method is described for the synthesis of 3-O-alkylated aromatic oligobenzamide foldamers that could be used for assembly of libraries of α-helix mimetic inhibitors of protein-protein interactions (see scheme; Fmoc=9-fluorenylmethoxycarbonyl).

KW - amides

KW - foldamers

KW - helical structures

KW - protein-protein interactions

KW - solid-phase synthesis

UR - https://www.scopus.com/pages/publications/84876931578

U2 - 10.1002/chem.201204098

DO - 10.1002/chem.201204098

M3 - Article

C2 - 23508712

AN - SCOPUS:84876931578

SN - 0947-6539

VL - 19

SP - 5546

EP - 5550

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 18

ER -

Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions

Abstract

Keywords

ASJC Scopus subject areas

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