N-Naphthyl peptoid foldamers exhibiting atropisomerism

Bishwajit Paul; Glenn L. Butterfoss; Mikki G. Boswell; Mia L. Huang; Richard Bonneau; Christian Wolf; Kent Kirshenbaum

doi:10.1021/ol203452f

N-Naphthyl peptoid foldamers exhibiting atropisomerism

Bishwajit Paul, Glenn L. Butterfoss, Mikki G. Boswell, Mia L. Huang, Richard Bonneau, Christian Wolf, Kent Kirshenbaum

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

Abstract

We introduce peptoid oligomers incorporating N-(1)-naphthyl glycine monomers. Axial chirality was established due to restricted rotation about the C - N(aryl) bond. Atropisomerism of both linear and cyclic peptoids was investigated by computational analysis, dynamic HPLC, and X-ray crystallographic studies.

Original language	English (US)
Pages (from-to)	926-929
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	3
DOIs	https://doi.org/10.1021/ol203452f
State	Published - Feb 3 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol203452f

Cite this

@article{73b4127bb4ea4b4fa27d8e8affa3a263,

title = "N-Naphthyl peptoid foldamers exhibiting atropisomerism",

abstract = "We introduce peptoid oligomers incorporating N-(1)-naphthyl glycine monomers. Axial chirality was established due to restricted rotation about the C - N(aryl) bond. Atropisomerism of both linear and cyclic peptoids was investigated by computational analysis, dynamic HPLC, and X-ray crystallographic studies.",

author = "Bishwajit Paul and Butterfoss, {Glenn L.} and Boswell, {Mikki G.} and Huang, {Mia L.} and Richard Bonneau and Christian Wolf and Kent Kirshenbaum",

year = "2012",

month = feb,

day = "3",

doi = "10.1021/ol203452f",

language = "English (US)",

volume = "14",

pages = "926--929",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "3",

}

TY - JOUR

T1 - N-Naphthyl peptoid foldamers exhibiting atropisomerism

AU - Paul, Bishwajit

AU - Butterfoss, Glenn L.

AU - Boswell, Mikki G.

AU - Huang, Mia L.

AU - Bonneau, Richard

AU - Wolf, Christian

AU - Kirshenbaum, Kent

PY - 2012/2/3

Y1 - 2012/2/3

N2 - We introduce peptoid oligomers incorporating N-(1)-naphthyl glycine monomers. Axial chirality was established due to restricted rotation about the C - N(aryl) bond. Atropisomerism of both linear and cyclic peptoids was investigated by computational analysis, dynamic HPLC, and X-ray crystallographic studies.

AB - We introduce peptoid oligomers incorporating N-(1)-naphthyl glycine monomers. Axial chirality was established due to restricted rotation about the C - N(aryl) bond. Atropisomerism of both linear and cyclic peptoids was investigated by computational analysis, dynamic HPLC, and X-ray crystallographic studies.

UR - http://www.scopus.com/inward/record.url?scp=84856748896&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84856748896&partnerID=8YFLogxK

U2 - 10.1021/ol203452f

DO - 10.1021/ol203452f

M3 - Article

C2 - 22272975

AN - SCOPUS:84856748896

SN - 1523-7060

VL - 14

SP - 926

EP - 929

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

N-Naphthyl peptoid foldamers exhibiting atropisomerism

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this