Plagiarizing Proteins: Enhancing Efficiency in Asymmetric Hydrogen-Bonding Catalysis through Positive Cooperativity

Christopher R. Jones, G. Dan Pantos, Angus J. Morrison, Martin D. Smith

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower catalyst loading whilst maintaining high enantioselectivity in a model reaction.
Original languageEnglish
Pages (from-to)7391-7394
Number of pages4
JournalAngewandte Chemie-International Edition
Volume48
Issue number40
DOIs
Publication statusPublished - 2 Sep 2009

Fingerprint

Thiourea
Hydrogen Bonding
Catalysis
Hydrogen
Ligands
Proteins

Keywords

  • asymmetric catalysis
  • cooperativity
  • hydrogen bonds
  • thioureas

Cite this

Plagiarizing Proteins: Enhancing Efficiency in Asymmetric Hydrogen-Bonding Catalysis through Positive Cooperativity. / Jones, Christopher R.; Pantos, G. Dan; Morrison, Angus J.; Smith, Martin D.

In: Angewandte Chemie-International Edition, Vol. 48, No. 40, 02.09.2009, p. 7391-7394.

Research output: Contribution to journalArticle

@article{c166237f43534417a8fe9a9e552915e0,
title = "Plagiarizing Proteins: Enhancing Efficiency in Asymmetric Hydrogen-Bonding Catalysis through Positive Cooperativity",
abstract = "A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower catalyst loading whilst maintaining high enantioselectivity in a model reaction.",
keywords = "asymmetric catalysis, cooperativity, hydrogen bonds, thioureas",
author = "Jones, {Christopher R.} and Pantos, {G. Dan} and Morrison, {Angus J.} and Smith, {Martin D.}",
year = "2009",
month = "9",
day = "2",
doi = "10.1002/anie.200903063",
language = "English",
volume = "48",
pages = "7391--7394",
journal = "Angewandte Chemie-International Edition",
issn = "1433-7851",
publisher = "WILEY-V C H VERLAG GMBH",
number = "40",

}

TY - JOUR

T1 - Plagiarizing Proteins: Enhancing Efficiency in Asymmetric Hydrogen-Bonding Catalysis through Positive Cooperativity

AU - Jones, Christopher R.

AU - Pantos, G. Dan

AU - Morrison, Angus J.

AU - Smith, Martin D.

PY - 2009/9/2

Y1 - 2009/9/2

N2 - A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower catalyst loading whilst maintaining high enantioselectivity in a model reaction.

AB - A new twist for a fold: Conformationally well‐defined thiourea catalysts, like that shown, stabilized by intramolecular hydrogen bonds demonstrate cooperative ligand–receptor binding. This conformation leads to significantly enhanced catalytic efficiency, resulting in higher turnover rates and lower catalyst loading whilst maintaining high enantioselectivity in a model reaction.

KW - asymmetric catalysis

KW - cooperativity

KW - hydrogen bonds

KW - thioureas

U2 - 10.1002/anie.200903063

DO - 10.1002/anie.200903063

M3 - Article

VL - 48

SP - 7391

EP - 7394

JO - Angewandte Chemie-International Edition

JF - Angewandte Chemie-International Edition

SN - 1433-7851

IS - 40

ER -