Rose bengale

WATER - WATERPROOFING AND WATER/OIL REPELLENCY] (Vol 25) Rose Bengal [11121-48-5]... 

The role of rose bengal and other sensitizer dyes in the photodimerization of 2-acet5i-l,4-benzoquinone [1125-55-9] involves electron transfer but not singlet oxygen (42) (see Dyes, SENSITIZING). 

Dyes, xanthene used for eosin, fluorescein-type phthaleins, rhodamines, and rose Bengal. 

Photooxidafions are also iudustriaHy significant. A widely used treatment for removal of thiols from petroleum distillates is air iu the presence of sulfonated phthalocyanines (cobalt or vanadium complexes). Studies of this photoreaction (53) with the analogous ziuc phthalocyanine show a facile photooxidation of thiols, and the rate is enhanced further by cationic surfactants. For the perfume iudustry, rose oxide is produced iu low toimage quantifies by singlet oxygen oxidation of citroneUol (54). Rose bengal is the photosensitizer. 

Dye-Sensitized Photoisomerization. One technological appHcation of photoisomerization is in the synthesis of vitamin A. In a mixture of vitamin A acetate (all-trans stmcture) and the 11-cis isomer (23), sensitized photoisomerization of the 11-cis to the all-trans molecule occurs using zinc tetraphenylporphyrin, chlorophyU, hematoporphyrin, rose bengal, or erythrosin as sensitizers (73). Another photoisomerization is reported to be responsible for dye laser mode-locking (74). In this example, one metastable isomer of an oxadicarbocyanine dye was formed during flashlamp excitation, and it was the isomer that exhibited mode-locking characteristics. 

Several compounds that inhibit vesicular glutamate transport have been identified These include the dyes Evans Blue and Rose Bengal. In addition, the stilbene derivative 4,4 -diisothiocyanatostilbene-2,2 -disulfonic acid (DEDS), a compound commonly used as a specific inhibitor of anion channels, inhibits vesicular glutamate transport. Most known inhibitors have limited use as they are membrane impermeant, with the exception of Rose Bengal. 

Photo-induced Diels Alder reaction occurs either by direct photo activation of a diene or dienophile or by irradiation of a photosensitizer (Rose Bengal, Methylene Blue, hematoporphyrin, tetraphenylporphyrin) that interacts with diene or dienophile. These processes produce an electronically excited reagent (energy transfer) or a radical cation (electron transfer) or a radical (hydrogen abstraction) that is subsequently trapped by the other reagent. 

The rate of phosphoprotein formation in the presence of 5 mM CaCl2 was only slightly affected by mild photooxidation in the presence of Rose Bengal, but the hydrolysis of phosphoenzyme intermediate was inhibited sufficiently to account for the inhibition of ATP hydrolysis [359]. The extent of inhibition was similar whether the turnover of E P was followed after chelation of Ca with EGTA, or after the addition of large excess of unlabeled ATP. These observations point to the participation of functionally important histidine residues in the hydrolysis of phosphoprotein intermediate [359]. 

Renal brush border DEPC, Rose bengal I aVme,.) Amiloride 17... 

This reachon, of industrial interest, utilizes singlet oxygen generated by irradiation in the presence of Rose Bengal [40]. An endoperoxide is formed as intermediate which is converted to 2-cyclopentene-l,4-diol by reduchon with thiourea. 

Using a single-channel chip micro reactor, singlet oxygen is generated by photochemical means in presence of catalytic amounts of Rose Bengal [21]. By [4 -i- 2] cycloaddition of this oxygen species to a-terpinene, the product ascaridole is obtained. 

Since the sensitizer Rose Bengal is recyclable, relatively high concentrations (5 10 M) can be used without raising cost issues and optical detection problems [21]. Under these conditions, it was shovm that molecules at any position in the micro channel have a similar photon flux. 

Figure 4.5 Influence of oxidant stress on action potentials recorded In an isolated rabbit ventricular myocyte, (a) Control action potential, (b) Action potential recorded 3 min after exposure to oxidant stress induced by the photoactivation of rose bengal (50 nu). (c) Spontaneous and repetitive action potential discharges induced 6.5 min after exposure to rose bengal. Action potentials were recorded via a 2.5 MQ suction electrode and a current-clamp amplifier. The cell was stimulated at 0.1 Hz with a 2 ms suprathreshold current pulse and, when the cell showed automaticity (after 6 min), stimulation was stopped. Redrawn from Matsuura and Shattock (1991b).

In experiments using oxidant stress induced by the photoactivation of rose bengal (10 nM), a 75% decline in the calcium inward current was observed after 10 min, with only a sUght acceleration in the inactivation kinetics of the current (Shattock etal., 1990). However, this decline in the calcium inward current appears to occur secondary to an oxidant stress-induced calcium overload and not as... 

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