UV-absorbing Molecules Research Articles

Composition and properties of flaxseed phenolic oligomers

An extract from flaxseed containing oligomeric structures of the phenolic glucosides secoisolariciresinol diglucoside (SDG), p-coumaric acid glucoside and ferulic acid glucoside was fractionated into three oligomeric fractions (F50, F60 and F70) by reversed phase liquid chromatography and further subfractionated by Sepharose CL-6B. The F50 fraction, which had the highest proportion of hydroxycinnamic acid glucosides, was also fractionated on Sephadex LH-20 according to hydrophobicity and size. The different separations resulted in complex profiles of UV-absorbing molecules. HPLC analyses indicated that reversed-phase chromatography separated the oligomers according to composition of the phenolic glucosides, while the subfractionation revealed that other structural features of the oligomers were also important. Using the DPPH radical, SDG and oligomeric fractions showed similar hydrogen-donating abilities comparable to ferulic acid but higher than α-tocopherol, which suggests that SDG was the only active antioxidant.

Preventing UV‐Light Damage of Light‐Sensitive Materials Using a Highly Protective UV‐Absorbing Coating

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

UV-Filter combinations under UV-A exposure: Concomitant quantification of over-all spectral stability and molecular integrity

Efficient UV-absorbing molecules are designed to protect against UV-light over-exposure. However, upon UV exposure they may change spectral performance or act as photooxidants via generation of free radicals and reactive oxygen species alone or in combination with others. Therefore, information about their photointegrity which comprises (i) stable absorbance and (ii) absence of UV-induced molecular breakdown, is fundamental. In this study, seven commonly used UV-A, UV-B and broad spectrum UV-AB filters and their combinations, were incorporated into phosphatidylcholine (PC)-based liposomes and exposed to UV-A (275 kJ/m 2). Spectral integrity, evaluated by recording UV-absorbance spectra of the extracted filter molecules and molecular integrity, assessed indirectly via quantification of UV-A induced PC peroxidation, revealed that spectral stability of filter molecules alone or in combination (e.g. trianilino p-carboxyethylhexyl triazine, EHT plus ethylhexyl p-methoxycinnamate, OMC) does not necessarily imply absence of radical generation and that spectral lability does not necessarily have to lead to radical generation and molecular decay (e.g. OMC). This simple system capable of discriminating between essentially photostable and photounstable UV-absorbing molecules alone and in mixtures, might be useful for determining the influence of UV-protection as well as of photostability of UV-absorbers with regard to UV-induced genotoxic/phototoxic and photoageing-related, radical-based processes.

Preventing UV-light damage of light sensitive materials using a highly protective UV-absorbing coating

One of the most important drawbacks of classical and new advanced functional materials for applications outdoors, or in environments with high UV irradiation, is the light induced damage that reduces drastically their effective operation lifetime or durability. This makes protecting light sensitive materials against UV irradiation a nowadays important technological demand in almost every industrial field. This tutorial review incorporates the main aspects of UV damage to materials and describes the recently developed highly effective thin UV-protective coatings, based on UV-absorber molecules entrapped in a Sol-Gel derived ormosil matrix.

Monitoring of effluent DOM biodegradation using fluorescence, UV and DOC measurements

The potential of effluent DOM to undergo microbial degradation was assessed in batch experiments. Effluent samples from Haifa wastewater treatment plant and Qishon reservoir (Greater Haifa wastewater reclamation complex, Israel) were incubated either with effluent or soil microorganisms for a period of 2–4 months and were characterized by dissolved organic carbon contents (DOC), UV 254 absorbance and by fluorescence excitation–emission matrices. Three main fluorescence peaks were identified that can be attributed to humic/fulvic components and “protein-like” structures. During biodegradation, specific fluorescences (F/DOC) of the three peaks were increased at various extents, suggesting selective degradation of non-fluorescing constituents. In some cases increase in the effluent fluorescence (F) was observed thus proposing (i) the formation of new fluorescing material associated with DOM biodegradation and/or (ii) degradation of certain organic components capable of quenching DOM fluorescence. Based on the ratio between fluorescence intensity and UV 254, different biodegradation dynamics for fluorescent DOM constituents as compared with other UV-absorbing molecules was delineated. Overall, about 50% of the total DOM was found to be readily degradable such that residual resistant DOC levels were between 8 and 10 mg l −1. Enhanced levels of residual DOM in effluent-irrigated soils may contribute to the DOM pool capable of carrying pollutants to groundwater.

Photoelectron resonance capture ionization (PERCI): a novel technique for the soft-ionization of organic compounds

Photoelectron resonance capture ionization (PERCI) is demonstrated as a sensitive ionization technique involving minimal fragmentation of organic molecules. PERCI has been used successfully to softly and efficiently ionize both strongly UV absorbing and non-absorbing molecules. Tunable low energy (<1 eV) electrons are generated by focusing a pulsed UV laser on an aluminum photocathode in the presence of gas phase analyte. Negative ions are formed through a resonance electron capture process. Mass analysis is done using a reflectron time-of-flight mass spectrometer. PERCI is demonstrated for a number of gas phase compounds and simple mixtures, including sulfur hexafluoride, nitrobenzene, nitrophenol, 2-pentanone, hexanal, heptanal, and octanal. In all cases the molecular ion (or [M − H] −) was observed to be the dominant peak. The 1σ limit of detection was estimated to be on the order of 10 6 molecules in the ionization region.

Use of meso- tetrakis(pentafluorophenyl)porphyrin as a matrix for low molecular weight alkylphenol ethoxylates in laser desorption/ ionization time-of-flight mass spectrometry

The use of UV-absorbing molecules as matrices in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS) is well documented. The matrices that are currently used have low molecular weights (<300 Da) and thus, for a typical MALDI-TOF spectrum, the low-mass range (m/z 100-500) is dominated by matrix ions. Consequently, the applications of MALDI-TOFMS have been restricted mostly to the analysis of high molecular weight analytes. This report demonstrates the use of meso-tetrakis(pentafluorophenyl)porphyrin (F20TPP, MW 974.57) as a matrix in the MALDI-TOF mass spectrometric analysis of some commercial nonylphenol ethoxylates (4-(C(9)H(19))-C(6)H(4)-(OCH(2)CH(2))(n)-OH), in which the ethoxymer ion distribution ranges from 331-771 Da. When F20TPP was used without a sodium ion dopant, there were no MALDI signals for the ethoxylates. However, addition of sodium acetate to the sample produced MALDI spectra in which the ethoxymer molecules were sodiated to form [M + Na](+) ions. A comparison of the mass spectrometric data with those obtained when alpha-cyano-4-hydroxycinnamic acid (CHCA) was used as the matrix indicated that the F20TPP-induced spectra provided comparable data, with the advantage of having less matrix interference in the low-mass range (m/z 100-500). Thus, the use of F20TPP and similar porphyrins may provide the means to apply MALDI-TOF to the analysis of low molecular weight molecules with minimum interference from matrix signals. Copyright 1999 John Wiley & Sons, Ltd.

Altered membrane permeability as the basis of bactericidal action of methdilazine

The growth inhibition of Escherichia coli and Staphylococcus aureus was accompanied by significant release of K+ and UV-absorbing small molecules upon exposure to methdilazine, an extensively used phenothiazine antihistamine. A severe decrease in [U-14C] glucose uptake and a rapid efflux of hexose from sugar-preloaded bacteria were also observed but without visible cellular lysis. Considerable damage to membrane permeability by methdilazine was proposed to explain the rapid loss in cfu/mL of the bacteria.