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Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry.

Nature chemical biology (2010-01-26)
Stephen B Milne, Keri A Tallman, Remigiusz Serwa, Carol A Rouzer, Michelle D Armstrong, Lawrence J Marnett, Charles M Lukehart, Ned A Porter, H Alex Brown
ABSTRACT

Alkyne-modified phospholipids can be unambiguously identified and differentiated from native species in complex mixtures by formation of dicobalthexacarbonyl complexes. This reaction is specific for alkynes and is unaffected by other glycerophospholipid-related moieties. Enrichment of cells with alkyne-derivatized fatty acids or glycerophospholipids followed by solid-phase sequestration and release is a promising new method for unequivocally monitoring individual glycerophospholipids following incorporation into cells. This technique also facilitates lipidomic analysis of substrates and products.

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Avanti
Palmitic acid (15-yne), Avanti Research - A Croda Brand 900400P, powder