Boron dipyrromethene difluoride

Fig. 2. General structural features of fluorescent and spin-labeled lipid analogs. The fluorescent lipids usually contain a short-chain fatty acid, amino-caproic acid, that is derivatized with 4-nitrobenzo-2-oxa-1,3-diazole (NBD), or valeric acid that is derivatized with a boron dipyrromethene difluoride (BODIPY) moiety. For fluorescent phospholipids, X can be hydrogen or the esterified forms of choline, ethanolamine, serine, or inositol. R>r fluorescent sphingolipids, Y can be hydrogen or the esterified fonns of phosphocholine or mono- or oligosaccharides typical of glycosphingolipids. The spin-labeled lipids modified in the fatty acid portion contain a 4-doxylpentanoyl fatty acid in the sn-2 position. Those modified in the polar head group contain a tempocholine moiety in place of choline. The X substituent for the acyl spin-labeled lipids can be hydrogen or the esterified forms of choline, ethanolamine, or serine.

Industrial Applications For synthesizing boron dipyrromethene difluoride (BODIPY) ceramide analogs for synthesizing lactosylceramide... 

Semiempirical methods were applied to the design of a new second order nonlinear optical (NLO) dye through noncentrosymmetric modifications to the symmetric dipyrromethene boron difluoride chromophore. Computational evaluations ofi candidate structures suggested that a synthetically accessible methoxyindole modification would have second order NLO properties. This new dye consists of 4 fused rings, is soluble in polar organic solvents and has a large molar extinction coefficient (86 x 1(P). Its measured hyperpolarizability, p, is -44x 16 esu at 1367nm. The methoxyindole therefore induces moderate asymmetry to the chromophore. 

---