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Photoactivated artificial metalloesterases

Paper ID Volume ID Publish Year Pages File Format Full-Text
27881 44048 2007 10 PDF Available
Title
Photoactivated artificial metalloesterases
Abstract

A photoactivated metalloesterase has been developed. The alcohol is masked as an ester that is covalently attached to either a bi- or tridentate ligand. Yields of alcohol of up to 86% are achieved upon photolysis at λ > 350 nm. The masked alcohol undergoes cis–trans photoisomerization that brings the ester carboxyl into proximity with a Lewis-acidic metal ion. The metal ion catalyzes the hydrolysis of the ester bond, resulting in release of an alcohol and a coordinated carboxylate. The presence of a metal cation is sufficient to drive the cis–trans photostationary state completely to the cis (coordinating) isomer, in contrast to the 1:1 cis:trans ratio formed at the photostationary state in the absence of metal. The photorelease of the alcohol is most efficient when only one ligand is bound to the metal. The synthesis, characterization and photochemistry of the ligands are described and the implications of metal–ligand equilibria on the reaction is discussed.

Keywords
Photolabile protecting group; Photoisomerization; Metalloesterase
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Photoactivated artificial metalloesterases
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 192, Issues 2–3, 15 December 2007, Pages 142–151
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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