A Genetically Encodable Ligand for Transfer Hydrogenation

Clemens Mayer; Donald Hilvert

doi:10.1002/ejoc.201300340

A Genetically Encodable Ligand for Transfer Hydrogenation

Clemens Mayer, Donald Hilvert^*

^*Corresponding author for this work

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

18 Citations (Scopus)

Abstract

Simple tripeptides are shown here to be versatile ligands for iridium-catalyzed transfer hydrogenations affording large acceleration effects. A water-soluble iridium complex with Gly-Gly-Phe, for example, catalyzes the reduction of diverse ketones, aldehydes, and imines by formate with turnover frequencies rivaling or outperforming those of established ligand systems. Regioselective reduction of coenzyme NAD⁺ to NADH illustrates the potential utility of this system for biotechnological applications. Because peptides are genetically encodable, they represent an attractive class of foldamer ligands for creating artificial metalloenzymes.

Original language	English
Pages (from-to)	3427-3431
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2013
Issue number	17
DOIs	https://doi.org/10.1002/ejoc.201300340
Publication status	Published - Jun-2013
Externally published	Yes

Keywords

Homogeneous catalysis
Ligand design
Metalloenzymes
Peptides
Water chemistry

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abstract = "Simple tripeptides are shown here to be versatile ligands for iridium-catalyzed transfer hydrogenations affording large acceleration effects. A water-soluble iridium complex with Gly-Gly-Phe, for example, catalyzes the reduction of diverse ketones, aldehydes, and imines by formate with turnover frequencies rivaling or outperforming those of established ligand systems. Regioselective reduction of coenzyme NAD+ to NADH illustrates the potential utility of this system for biotechnological applications. Because peptides are genetically encodable, they represent an attractive class of foldamer ligands for creating artificial metalloenzymes.",

keywords = "Homogeneous catalysis, Ligand design, Metalloenzymes, Peptides, Water chemistry",

author = "Clemens Mayer and Donald Hilvert",

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AU - Hilvert, Donald

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AB - Simple tripeptides are shown here to be versatile ligands for iridium-catalyzed transfer hydrogenations affording large acceleration effects. A water-soluble iridium complex with Gly-Gly-Phe, for example, catalyzes the reduction of diverse ketones, aldehydes, and imines by formate with turnover frequencies rivaling or outperforming those of established ligand systems. Regioselective reduction of coenzyme NAD+ to NADH illustrates the potential utility of this system for biotechnological applications. Because peptides are genetically encodable, they represent an attractive class of foldamer ligands for creating artificial metalloenzymes.

KW - Homogeneous catalysis

KW - Ligand design

KW - Metalloenzymes

KW - Peptides

KW - Water chemistry

UR - http://www.scopus.com/inward/record.url?scp=84878794621&partnerID=8YFLogxK

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DO - 10.1002/ejoc.201300340

M3 - Article

AN - SCOPUS:84878794621

SN - 1434-193X

VL - 2013

SP - 3427

EP - 3431

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 17

ER -

A Genetically Encodable Ligand for Transfer Hydrogenation

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