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Curr Opin Chem Biol. 2008 Dec;12(6):767-73. doi: 10.1016/j.cbpa.2008.09.022. Epub 2008 Oct 18.

Olefin metathesis for chemical biology.

Author information

1
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706-1322, USA.

Abstract

Chemical biology relies on effective synthetic chemistry for building molecules to probe and modulate biological function. Olefin metathesis in organic solvents is a valuable addition to this armamentarium, and developments during the previous decade are enabling metathesis in aqueous solvents for the manipulation of biomolecules. Functional group-tolerant ruthenium metathesis catalysts modified with charged moieties or hydrophilic polymers are soluble and active in water, enabling ring-opening metathesis polymerization, cross metathesis, and ring-closing metathesis. Alternatively, conventional hydrophobic ruthenium complexes catalyze a similar array of metathesis reactions in mixtures of water and organic solvents. This strategy has enabled cross metathesis on the surface of a protein. Continuing developments in catalyst design and methodology will popularize the bioorthogonal reactivity of metathesis.

PMID:
18935975
PMCID:
PMC2628388
DOI:
10.1016/j.cbpa.2008.09.022
[Indexed for MEDLINE]
Free PMC Article

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