Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Panchami Prabhakaran; Anna Barnard; Natasha S. Murphy; Colin A. Kilner; Thomas A. Edwards; Andrew J. Wilson

doi:10.1002/ejoc.201300069

Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Panchami Prabhakaran
, Anna Barnard
, Natasha S. Murphy
, Colin A. Kilner
, Thomas A. Edwards
, Andrew J. Wilson^*

^*Corresponding author for this work

Chemistry

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

24 Citations (Scopus)

Abstract

This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

Original language	English
Pages (from-to)	3504-3512
Number of pages	9
Journal	European Journal of Organic Chemistry
Issue number	17
DOIs	https://doi.org/10.1002/ejoc.201300069
Publication status	Published - Jun 2013

Keywords

Amides
Bioorganic chemistry
Foldamers
Proteins

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201300069

Cite this

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abstract = "This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.",

keywords = "Amides, Bioorganic chemistry, Foldamers, Proteins",

author = "Panchami Prabhakaran and Anna Barnard and Murphy, \{Natasha S.\} and Kilner, \{Colin A.\} and Edwards, \{Thomas A.\} and Wilson, \{Andrew J.\}",

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language = "English",

pages = "3504--3512",

journal = "European Journal of Organic Chemistry",

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AU - Prabhakaran, Panchami

AU - Barnard, Anna

AU - Murphy, Natasha S.

AU - Kilner, Colin A.

AU - Edwards, Thomas A.

AU - Wilson, Andrew J.

PY - 2013/6

Y1 - 2013/6

N2 - This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

AB - This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

KW - Amides

KW - Bioorganic chemistry

KW - Foldamers

KW - Proteins

UR - https://www.scopus.com/pages/publications/84878811255

U2 - 10.1002/ejoc.201300069

DO - 10.1002/ejoc.201300069

M3 - Article

AN - SCOPUS:84878811255

SN - 1434-193X

SP - 3504

EP - 3512

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 17

ER -

Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Abstract

Keywords

ASJC Scopus subject areas

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