Peptidomimicry with C                         2                         -symmetric oligourea derivatives of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane: Chirality and chain length-dependent conformation

Pengyun Yue; Siqing Peng; Sean Parkin; Tonglei Li; Faquan Yu; Sihui Long

doi:10.1002/slct.201801900

Peptidomimicry with C ₂ -symmetric oligourea derivatives of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane: Chirality and chain length-dependent conformation

Pengyun Yue, Siqing Peng, Sean Parkin, Tonglei Li, Faquan Yu, Sihui Long

Chemistry

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

Abstract

To study whether C ₂ symmetric oligoureas form secondary structures such as sheets and helices/turns to serve as peptidomimetics, conformations of oligoureas composed of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane were investigated using X-ray diffraction, UV, CD and NMR spectroscopic methods. Alternating heterochiral diamines in these chains strongly favored helical conformations. The conformations of C ₂ -symmetric chains of homochiral diamines were more conditional, giving indications of conditional extended and helical structure.

Original language	English
Pages (from-to)	11035-11041
Number of pages	7
Journal	ChemistrySelect
Volume	3
Issue number	39
DOIs	https://doi.org/10.1002/slct.201801900
State	Published - Oct 24 2018

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

C symmetric
Conformation
Oligourea
Peptidomimetic
Secondary structure

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1002/slct.201801900

Cite this

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title = "Peptidomimicry with C 2 -symmetric oligourea derivatives of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane: Chirality and chain length-dependent conformation",

abstract = " To study whether C 2 symmetric oligoureas form secondary structures such as sheets and helices/turns to serve as peptidomimetics, conformations of oligoureas composed of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane were investigated using X-ray diffraction, UV, CD and NMR spectroscopic methods. Alternating heterochiral diamines in these chains strongly favored helical conformations. The conformations of C 2 -symmetric chains of homochiral diamines were more conditional, giving indications of conditional extended and helical structure.",

keywords = "C symmetric, Conformation, Oligourea, Peptidomimetic, Secondary structure",

author = "Pengyun Yue and Siqing Peng and Sean Parkin and Tonglei Li and Faquan Yu and Sihui Long",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2018",

month = oct,

day = "24",

doi = "10.1002/slct.201801900",

language = "English",

volume = "3",

pages = "11035--11041",

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Peptidomimicry with C ₂ -symmetric oligourea derivatives of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane: Chirality and chain length-dependent conformation. / Yue, Pengyun; Peng, Siqing; Parkin, Sean et al.
In: ChemistrySelect, Vol. 3, No. 39, 24.10.2018, p. 11035-11041.

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

TY - JOUR

T1 - Peptidomimicry with C 2 -symmetric oligourea derivatives of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane

T2 - Chirality and chain length-dependent conformation

AU - Yue, Pengyun

AU - Peng, Siqing

AU - Parkin, Sean

AU - Li, Tonglei

AU - Yu, Faquan

AU - Long, Sihui

PY - 2018/10/24

Y1 - 2018/10/24

N2 - To study whether C 2 symmetric oligoureas form secondary structures such as sheets and helices/turns to serve as peptidomimetics, conformations of oligoureas composed of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane were investigated using X-ray diffraction, UV, CD and NMR spectroscopic methods. Alternating heterochiral diamines in these chains strongly favored helical conformations. The conformations of C 2 -symmetric chains of homochiral diamines were more conditional, giving indications of conditional extended and helical structure.

AB - To study whether C 2 symmetric oligoureas form secondary structures such as sheets and helices/turns to serve as peptidomimetics, conformations of oligoureas composed of 1,2-diaminocyclohexane and 1,2-diphenyl-1,2-diaminoethane were investigated using X-ray diffraction, UV, CD and NMR spectroscopic methods. Alternating heterochiral diamines in these chains strongly favored helical conformations. The conformations of C 2 -symmetric chains of homochiral diamines were more conditional, giving indications of conditional extended and helical structure.

KW - C symmetric

KW - Conformation

KW - Oligourea

KW - Peptidomimetic

KW - Secondary structure

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