Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere

Avijita Jain, Garry W. Buchko, Matthew L. Reback, Molly O'Hagan, Bojana Ginovska-Pangovska, John Linehan, Wendy J. Shaw

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The synthesis, catalytic activity, and structural features of a rhodium-based hydrogenation catalyst containing a phosphine ligand coupled to a 14-residue peptide are reported. Both CD and NMR spectroscopy show that the peptide adopts a helical structure in 1:1:1 TFE/MeCN/H 2O that is maintained when the peptide is attached to the ligand and when the ligand is attached to the metal complex. The metal complex hydrogenates aqueous solutions of 3-butenol to 1-butanol at 360 ± 50 turnovers/Rh/h at 294 K. This peptidebased catalyst represents a starting point for developing and characterizing a peptide-based outer-coordination sphere that can be used to introduce enzyme-like features into molecular catalysts.

Original languageEnglish
Pages (from-to)2114-2118
Number of pages5
JournalACS Catalysis
Volume2
Issue number10
DOIs
Publication statusPublished - Oct 5 2012

Fingerprint

Peptides
Hydrogenation
Catalysts
phosphine
Coordination Complexes
Ligands
Metal complexes
Rhodium
1-Butanol
Polytetrafluoroethylene
Butenes
Nuclear magnetic resonance spectroscopy
Catalyst activity
Enzymes

Keywords

  • Artificial enzyme
  • Bioinspired catalyst
  • Hydrogenation catalysis
  • Outer-coordination sphere
  • Peptide catalyst

ASJC Scopus subject areas

  • Catalysis

Cite this

Jain, A., Buchko, G. W., Reback, M. L., O'Hagan, M., Ginovska-Pangovska, B., Linehan, J., & Shaw, W. J. (2012). Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere. ACS Catalysis, 2(10), 2114-2118. https://doi.org/10.1021/cs3004177

Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere. / Jain, Avijita; Buchko, Garry W.; Reback, Matthew L.; O'Hagan, Molly; Ginovska-Pangovska, Bojana; Linehan, John; Shaw, Wendy J.

In: ACS Catalysis, Vol. 2, No. 10, 05.10.2012, p. 2114-2118.

Research output: Contribution to journalArticle

Jain, A, Buchko, GW, Reback, ML, O'Hagan, M, Ginovska-Pangovska, B, Linehan, J & Shaw, WJ 2012, 'Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere', ACS Catalysis, vol. 2, no. 10, pp. 2114-2118. https://doi.org/10.1021/cs3004177
Jain A, Buchko GW, Reback ML, O'Hagan M, Ginovska-Pangovska B, Linehan J et al. Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere. ACS Catalysis. 2012 Oct 5;2(10):2114-2118. https://doi.org/10.1021/cs3004177
Jain, Avijita ; Buchko, Garry W. ; Reback, Matthew L. ; O'Hagan, Molly ; Ginovska-Pangovska, Bojana ; Linehan, John ; Shaw, Wendy J. / Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere. In: ACS Catalysis. 2012 ; Vol. 2, No. 10. pp. 2114-2118.
@article{fad11118ea754cacbc6fa28bf2cbbffc,
title = "Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere",
abstract = "The synthesis, catalytic activity, and structural features of a rhodium-based hydrogenation catalyst containing a phosphine ligand coupled to a 14-residue peptide are reported. Both CD and NMR spectroscopy show that the peptide adopts a helical structure in 1:1:1 TFE/MeCN/H 2O that is maintained when the peptide is attached to the ligand and when the ligand is attached to the metal complex. The metal complex hydrogenates aqueous solutions of 3-butenol to 1-butanol at 360 ± 50 turnovers/Rh/h at 294 K. This peptidebased catalyst represents a starting point for developing and characterizing a peptide-based outer-coordination sphere that can be used to introduce enzyme-like features into molecular catalysts.",
keywords = "Artificial enzyme, Bioinspired catalyst, Hydrogenation catalysis, Outer-coordination sphere, Peptide catalyst",
author = "Avijita Jain and Buchko, {Garry W.} and Reback, {Matthew L.} and Molly O'Hagan and Bojana Ginovska-Pangovska and John Linehan and Shaw, {Wendy J.}",
year = "2012",
month = "10",
day = "5",
doi = "10.1021/cs3004177",
language = "English",
volume = "2",
pages = "2114--2118",
journal = "ACS Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "10",

}

TY - JOUR

T1 - Active hydrogenation catalyst with a structured, peptide-based outer-coordination sphere

AU - Jain, Avijita

AU - Buchko, Garry W.

AU - Reback, Matthew L.

AU - O'Hagan, Molly

AU - Ginovska-Pangovska, Bojana

AU - Linehan, John

AU - Shaw, Wendy J.

PY - 2012/10/5

Y1 - 2012/10/5

N2 - The synthesis, catalytic activity, and structural features of a rhodium-based hydrogenation catalyst containing a phosphine ligand coupled to a 14-residue peptide are reported. Both CD and NMR spectroscopy show that the peptide adopts a helical structure in 1:1:1 TFE/MeCN/H 2O that is maintained when the peptide is attached to the ligand and when the ligand is attached to the metal complex. The metal complex hydrogenates aqueous solutions of 3-butenol to 1-butanol at 360 ± 50 turnovers/Rh/h at 294 K. This peptidebased catalyst represents a starting point for developing and characterizing a peptide-based outer-coordination sphere that can be used to introduce enzyme-like features into molecular catalysts.

AB - The synthesis, catalytic activity, and structural features of a rhodium-based hydrogenation catalyst containing a phosphine ligand coupled to a 14-residue peptide are reported. Both CD and NMR spectroscopy show that the peptide adopts a helical structure in 1:1:1 TFE/MeCN/H 2O that is maintained when the peptide is attached to the ligand and when the ligand is attached to the metal complex. The metal complex hydrogenates aqueous solutions of 3-butenol to 1-butanol at 360 ± 50 turnovers/Rh/h at 294 K. This peptidebased catalyst represents a starting point for developing and characterizing a peptide-based outer-coordination sphere that can be used to introduce enzyme-like features into molecular catalysts.

KW - Artificial enzyme

KW - Bioinspired catalyst

KW - Hydrogenation catalysis

KW - Outer-coordination sphere

KW - Peptide catalyst

UR - http://www.scopus.com/inward/record.url?scp=84868575010&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84868575010&partnerID=8YFLogxK

U2 - 10.1021/cs3004177

DO - 10.1021/cs3004177

M3 - Article

AN - SCOPUS:84868575010

VL - 2

SP - 2114

EP - 2118

JO - ACS Catalysis

JF - ACS Catalysis

SN - 2155-5435

IS - 10

ER -