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 C. Linehan; Wendy J. Shaw

doi:10.1021/cs3004177

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 C. Linehan, Wendy J. Shaw

Pacific Northwest National Laboratory

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

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 language	English
Pages (from-to)	2114-2118
Number of pages	5
Journal	ACS Catalysis
Volume	2
Issue number	10
DOIs	https://doi.org/10.1021/cs3004177
Publication status	Published - Oct 5 2012

Keywords

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

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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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 Linehan, {John C.} and Shaw, {Wendy J.}",

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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 C.

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

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

Abstract

Keywords

ASJC Scopus subject areas

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