Boron dipyrromethene

Kollmannsberger M, Rurack K, Resch-Genger U, Daub J (1998) Ultrafast charge transfer in amino-substituted boron dipyrromethene dyes and its inhibition by cation com-plexation a new design concept for highly sensitive fluorescent probes. J Phys Chem A 102 10211-10220... 

Zhang X, Xiao Y, Qian X. Highly efficient energy transfer in the light harvesting system composed of three kinds of boron-dipyrromethene derivatives. Org Letters 2008 10 29-32. 

Fluorescence imaging is the most powerful technique currently available for continuous observation of the dynamic intracellular processes of living cells. Fluorescein is widely employed as the core of various fluorescence probes used in imaging important biological effectors. Despite the extensive use of fluorescein derivatives and the importance of the applications, the mechanism that controls the quantum yield of fluorescence has not been fully established. I report herein photoinduced electron transfer (PeT) mechanism that can control the fluorescence quantum yields of fluorescein and boron dipyrromethene (BODIPY) derivatives. 

Gabe Y, Urano Y, Kikuchi K, Kojima H, Nagano T. Highly sensitive fluorescence probes for nitric oxide based on boron dipyrromethene chromophore -rational design of potentially useful bioimaging fluorescence probe-. J Am Chem Soc 2004 126 3357-67. 

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.

An exceptional example of introduction of alkenyl substituent via nucleophilic substitution of hydrogen is phenylethenylation of boron-dipyrromethene (BODIPY), which has been realized in the reaction of the latter with /5-nitrostyrene... 

AppHcation of benzothiadiazole in organic solar cells 13CJ0288. AppHcation of nanomaterials in heterocyclic chemistry 12H(85)545. Boron dipyrromethene (BODIPY)-based photosensitizers for photodynamic therapy 12RCA11169. 

Electrochemistry and electrogenerated chemiluminescence of BODIPY (boron dipyrromethene) dyes 12ACR1844. 

Boron-dipyrromethene dye-(ZnPorph)3-Porph An approach to photonic molecular wire. Absorption and emission spectra discussed. [65]... 

Mechanisms of the nucleophilic substitution of hydrogen have been reviewed, and there has been a report of the synthesis of nitroaryl derivatives of glycine using the oxidative pathway. An example of the vicarious substitution mechanism is the formation of (13), a 3-styryl-substituted boron dipyrromethene, by reaction of a... 

A second area of optoelectronic materials are the BODIPY (boron-dipyrromethene) fluorescent dyes. These materials are prepared by condensation of pyrroles with aldehydes, followed by complexation of boron. Attempts to prepare the mesityl-substituted pyrroles via the hindered mesitylketoximine 67 were unsuccessful due to difficulty in generating 67 under standard conditions (NH2OH HCI, heat). However, reaction of the mesityl Grignard reagent with proprionitrile followed by reaction with NH2OH HCI provided ketoximine 67, which was successfully converted to the corresponding pyrrole in 23% yield. The cesium salt of ketoximine 67 was also converted to the same pyrrole in 41%. ... 

C11-B0DIPY (boron dipyrromethene difiu-oride) is a fluorescent ratio probe for indexing hpid peroxidation and antioxidant efficacy in model membrane systems and hving cells, with excellent characteristics (Drummen et al. 2002) ... 

BODIPY Dye class containing boron-dipyrromethene (4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene) as core CHEF Chelation-enhanced fluorescence... 

Beer G, Rurack K, Daub J (2001) Chiral discrimination with a fluorescent boron-dipyrromethene dye. Chem Commun 1138-1139... 

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