Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer

Joseph W. Meisel, Chunhua T. Hu, Andrew Hamilton

Research output: Contribution to journalArticle

Abstract

The design and characterization of a proteomimetic foldamer that displays lateral flexibility endowed by intramolecular bifurcated hydrogen bonds is reported. The MAMBA scaffold, derived from meta-aminomethylbenzoic acid, adopts a serpentine conformation that mimics the side chain projection of all four residues in a β-hairpin turn.

Original languageEnglish (US)
Pages (from-to)3879-3882
Number of pages4
JournalOrganic Letters
Volume20
Issue number13
DOIs
StatePublished - Jul 6 2018

Fingerprint

Scaffolds
Conformations
Hydrogen
Hydrogen bonds
flexibility
projection
hydrogen bonds
acids
Acids

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer. / Meisel, Joseph W.; Hu, Chunhua T.; Hamilton, Andrew.

In: Organic Letters, Vol. 20, No. 13, 06.07.2018, p. 3879-3882.

Research output: Contribution to journalArticle

Meisel, Joseph W. ; Hu, Chunhua T. ; Hamilton, Andrew. / Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer. In: Organic Letters. 2018 ; Vol. 20, No. 13. pp. 3879-3882.
@article{9e81a371834740f0ba64fc1808584e7d,
title = "Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer",
abstract = "The design and characterization of a proteomimetic foldamer that displays lateral flexibility endowed by intramolecular bifurcated hydrogen bonds is reported. The MAMBA scaffold, derived from meta-aminomethylbenzoic acid, adopts a serpentine conformation that mimics the side chain projection of all four residues in a β-hairpin turn.",
author = "Meisel, {Joseph W.} and Hu, {Chunhua T.} and Andrew Hamilton",
year = "2018",
month = "7",
day = "6",
doi = "10.1021/acs.orglett.8b01463",
language = "English (US)",
volume = "20",
pages = "3879--3882",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "13",

}

TY - JOUR

T1 - Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer

AU - Meisel, Joseph W.

AU - Hu, Chunhua T.

AU - Hamilton, Andrew

PY - 2018/7/6

Y1 - 2018/7/6

N2 - The design and characterization of a proteomimetic foldamer that displays lateral flexibility endowed by intramolecular bifurcated hydrogen bonds is reported. The MAMBA scaffold, derived from meta-aminomethylbenzoic acid, adopts a serpentine conformation that mimics the side chain projection of all four residues in a β-hairpin turn.

AB - The design and characterization of a proteomimetic foldamer that displays lateral flexibility endowed by intramolecular bifurcated hydrogen bonds is reported. The MAMBA scaffold, derived from meta-aminomethylbenzoic acid, adopts a serpentine conformation that mimics the side chain projection of all four residues in a β-hairpin turn.

UR - http://www.scopus.com/inward/record.url?scp=85049670789&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85049670789&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.8b01463

DO - 10.1021/acs.orglett.8b01463

M3 - Article

C2 - 29897248

AN - SCOPUS:85049670789

VL - 20

SP - 3879

EP - 3882

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 13

ER -