Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

Juliette Fremaux; Christel Dolain; Brice Kauffmann; Jonathan Clayden; Gilles Guichard

doi:10.1039/c3cc40961a

Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

Juliette Fremaux, Christel Dolain, Brice Kauffmann, Jonathan Clayden, Gilles Guichard

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

Abstract

The structures of various urea oligomers incorporating one or two central achiral 1,2-diamino-1,1-dimethylethane (DADME) units have been investigated in solution and in the crystalline state. These diamine monomers are analogous to the achiral helicogenic amino acid Aib (α-aminoisobutyric acid). Oligomers were found to fold into helical conformations with DADME units inducing local deviations from the canonical helix geometry of urea foldamers. © 2013 The Royal Society of Chemistry.

Original language	English
Pages (from-to)	7415-7417
Number of pages	2
Journal	Chemical Communications
Volume	49
Issue number	67
DOIs	https://doi.org/10.1039/c3cc40961a
Publication status	Published - 28 Aug 2013

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10.1039/c3cc40961a

CCDC 922578: Experimental Crystal Structure Determination
Fremaux, J. (Contributor), Dolain, C. (Contributor), Kauffmann, B. (Contributor), Clayden, J. (Contributor) & Guichard, G. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2013
DOI: 10.5517/cczz0lj, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cczz0lj&sid=DataCite
Dataset
CCDC 922577: Experimental Crystal Structure Determination
Fremaux, J. (Contributor), Dolain, C. (Contributor), Kauffmann, B. (Contributor), Clayden, J. (Contributor) & Guichard, G. (Contributor), Cambridge Crystallographic Data Centre, 2013
DOI: 10.5517/cczz0kh, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cczz0kh&sid=DataCite
Dataset
CCDC 922576: Experimental Crystal Structure Determination
Fremaux, J. (Contributor), Dolain, C. (Contributor), Kauffmann, B. (Contributor), Clayden, J. (Contributor) & Guichard, G. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2013
DOI: 10.5517/cczz0jg, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cczz0jg&sid=DataCite
Dataset

Cite this

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title = "Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers",

abstract = "The structures of various urea oligomers incorporating one or two central achiral 1,2-diamino-1,1-dimethylethane (DADME) units have been investigated in solution and in the crystalline state. These diamine monomers are analogous to the achiral helicogenic amino acid Aib (α-aminoisobutyric acid). Oligomers were found to fold into helical conformations with DADME units inducing local deviations from the canonical helix geometry of urea foldamers. {\textcopyright} 2013 The Royal Society of Chemistry.",

author = "Juliette Fremaux and Christel Dolain and Brice Kauffmann and Jonathan Clayden and Gilles Guichard",

year = "2013",

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doi = "10.1039/c3cc40961a",

language = "English",

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journal = "Chemical Communications",

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T1 - Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

AU - Fremaux, Juliette

AU - Dolain, Christel

AU - Kauffmann, Brice

AU - Clayden, Jonathan

AU - Guichard, Gilles

PY - 2013/8/28

Y1 - 2013/8/28

N2 - The structures of various urea oligomers incorporating one or two central achiral 1,2-diamino-1,1-dimethylethane (DADME) units have been investigated in solution and in the crystalline state. These diamine monomers are analogous to the achiral helicogenic amino acid Aib (α-aminoisobutyric acid). Oligomers were found to fold into helical conformations with DADME units inducing local deviations from the canonical helix geometry of urea foldamers. © 2013 The Royal Society of Chemistry.

AB - The structures of various urea oligomers incorporating one or two central achiral 1,2-diamino-1,1-dimethylethane (DADME) units have been investigated in solution and in the crystalline state. These diamine monomers are analogous to the achiral helicogenic amino acid Aib (α-aminoisobutyric acid). Oligomers were found to fold into helical conformations with DADME units inducing local deviations from the canonical helix geometry of urea foldamers. © 2013 The Royal Society of Chemistry.

U2 - 10.1039/c3cc40961a

DO - 10.1039/c3cc40961a

M3 - Article

C2 - 23862177

SN - 1359-7345

VL - 49

SP - 7415

EP - 7417

JO - Chemical Communications

JF - Chemical Communications

IS - 67

ER -

Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

Abstract

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Datasets

CCDC 922578: Experimental Crystal Structure Determination

CCDC 922577: Experimental Crystal Structure Determination

CCDC 922576: Experimental Crystal Structure Determination

Cite this