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Phosphorylated 1,6-diphenyl-1,3,5-hexatriene

Phosphorylated 1,6-diphenyl-1,3,5-hexatriene

Ling Ma, Jessica C Morgan, Wendy E Stancill, William E Allen

Bioorg Med Chem Lett. 2004 Mar 8;14(5):1075-8.

PMID: 14980638

Abstract:

A lipophilic dye consisting of a (1E,3E,5E)-1,6-diphenyl-1,3,5-hexatriene (DPH) fluorophore attached to a phosphate diester was prepared, and its fluorescence behavior in different solvent systems and in a liposomal membrane bilayer was examined. The key step in the synthesis of the functionalized end of the dye is a Sonogashira coupling of protected iodophenol with propargyl alcohol; the remaining phenyl ring and double bonds of the all-trans polyene core arise from a Wittig reaction with trans-cinnamaldehyde. Like DPH itself, the emission intensity of its phosphorylated derivative is quenched in polar media.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1720327	1,6-Diphenyl-1,3,5-hexatriene		1720-32-7	Price

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