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PubMed2005

Engineering InAs(x)P(1-x)/InP/ZnSe III-V alloyed core/shell quantum dots for the near-infrared.

Quantum dots with a core/shell/shell structure consisting of an alloyed core of InAs(x)P(1-x), an intermediate shell of InP, and an outer shell of ZnSe were developed. The InAs(x)P(1-x) alloyed core has a graded internal composition with increasing arsenic content from the center to the edge of the dots. This compositional gradient results from two apparent effects: (1) the faster reaction kinetics of the phosphorus precursor compared to the arsenic precursor, and (2) a post-growth arsenic-phosphorus exchange reaction that increases the arsenic content. The cores have a zinc blend structure for all compositions and show tunable emission in the near-infrared (NIR) region. A first shell of InP leads to a red-shift and an increase in quantum yield. The final shell of ZnSe serves to stabilize the dots for applications in aqueous environments, including NIR biomedical fluorescence imaging. These NIR-emitting core/shell/shell InAs(x)P(1-x)/InP/ZnSe were successfully used in a sentinel lymph node mapping experiment.

Alloys↗
PubMed2005

Design and synthesis of an expanded porphyrin that has selectivity for the c-MYC G-quadruplex structure.

Cationic porphyrins are known to bind to and stabilize different types of G-quadruplexes. Recent studies have shown the biological relevance of the intramolecular parallel G-quadruplex as a transcriptional silencer in the c-MYC promoter. TMPyP4 also binds to this G-quadruplex and most likely converts it to a mixed parallel/antiparallel G-quadruplex with two external lateral loops and one internal propeller loop, suppressing c-MYC transcriptional activation. To achieve therapeutic selectivity by targeting G-quadruplexes, it is necessary to synthesize drugs that can differentiate among the different types of G-quadruplexes. We have designed and synthesized a core-modified expanded porphyrin analogue, 5,10,15,20-[tetra(N-methyl-3-pyridyl)]-26,28-diselenasapphyrin chloride (Se2SAP). Se2SAP converts the parallel c-MYC G-quadruplex into a mixed parallel/antiparallel G-quadruplex with one external lateral loop and two internal propeller loops, resulting in strong and selective binding to this G-quadruplex. A Taq polymerase stop assay was used to evaluate the binding of TMPyP4 and Se2SAP to G-quadruplex DNA. Compared to TMPyP4, Se2SAP shows a greater selectivity for and a 40-fold increase in stabilization of the single lateral-loop hybrid. Surface plasmon resonance and competition experiments with duplex DNA and other G-quadruplexes further confirmed the selectivity of Se2SAP for the c-MYC G-quadruplex. Significantly, Se2SAP was found to be less photoactive and noncytotoxic in comparison to TMPyP4. From this study, we have identified an expanded porphyrin that selectively binds with the c-MYC G-quadruplex in the presence of duplex DNA and other G-quadruplexes.

Binding, Competitive↗
PubMed2004

Chalcogens as terminal ligands to iron: synthesis and structure of complexes with Fe(III)-S and Fe(III)-Se motifs.

Metal complexes with terminal chalcogenido ligands are known for the early transition-metal complexes, yet for the heavier congeners (e.g., sulfido and selenido), there are no analogous examples for the late 3d metal ions. Reported herein is the isolation and characterization of monomeric iron(III) complexes containing sulfido and selenido ligands; isolation was accomplished using the tripodal ligand tris[(N'-tert-butylureaylato)-N-ethylene]aminato ([H3buea]3-). The FeIII-E (E = S2-, Se2-) complexes were prepared from the iron(II) precursor, [FeII(H3buea)]2-, and the elemental forms of the chalogen. The formulation of [FeIIIH3buea(S)]2- and [FeIIIH3buea(Se)]2- as monomeric complexes with Fe-E units is supported by spectroscopic, analytical, and X-ray diffraction studies. For instance, X-band EPR spectra contain well-resolved axial signals, which are consistent with each complex having S = 5/2 ground states. The solid-state molecular structures reveal FeIII-E bond lengths of 2.211(1) and 2.355(1) A for [FeIIIH3buea(S)]2- and [FeIIIH3buea(Se)]2-, respectively. The primary coordination sphere for each complex also contains three deprotonated urea nitrogen atoms from [H3buea]3-; the apical amine nitrogen atom weakly interacts with the iron centers at distances of greater than 2.6 A. The terminal chalcogenido ligands appear to weakly hydrogen-bond with the urea NH groups of the [H3buea]3-; however, open H-bond cavities are observed for [FeIIIH3buea(S)]2- and [FeIIIH3buea(Se)]2-, which may contribute to their observed long-term instability.

Ferric Compounds↗
PubMed2005

Telomestatin and diseleno sapphyrin bind selectively to two different forms of the human telomeric G-quadruplex structure.

The human telomeric sequence d[T(2)AG(3)](4) has been demonstrated to form different types of G-quadruplex structures, depending upon the incubation conditions. For example, in sodium (Na(+)), a basket-type G-quadruplex structure is formed. In this investigation, using circular dichroism (CD), biosensor-surface plasmon resonance (SPR), and a polymerase stop assay, we have examined how the addition of different G-quadruplex-binding ligands affects the conformation of the telomeric G-quadruplex found in solution. The results show that while telomestatin binds preferentially to the basket-type G-quadruplex structure with a 2:1 stoichiometry, 5,10,15,20-[tetra-(N-methyl-3-pyridyl)]-26-28-diselena sapphyrin chloride (Se2SAP) binds to a different form with a 1:1 stoichiometry in potassium (K(+)). CD studies suggest that Se2SAP binds to a hybrid G-quadruplex that has strong parallel and antiparallel characteristics, suggestive of a structure containing both propeller and lateral, or edgewise, loops. Telomestatin is unique in that it can induce the formation of the basket-type G-quadruplex from a random coil human telomeric oligonucleotide, even in the absence of added monovalent cations such as K(+) or Na(+). In contrast, in the presence of K(+), Se2SAP was found to convert the preformed basket G-quadruplex to the hybrid structure. The significance of these results is that the presence of different ligands can determine the type of telomeric G-quadruplex structures formed in solution. Thus, the biochemical and biological consequences of binding of ligands to G-quadruplex structures found in telomeres and promoter regions of certain important oncogenes go beyond mere stabilization of these structures.

Binding Sites↗
PubMed2006

Size series of small indium arsenide-zinc selenide core-shell nanocrystals and their application to in vivo imaging.

We have developed a size series of unusually small, water-soluble (InAs)ZnSe (core)shell quantum dots (QDs) that emit in the near-infrared and exhibit new behavior in vivo, including multiple sequential lymph node mapping and extravasation from the vasculature. The biological utility of these fluorescent probes resulted from our intentional choice to match the semiconductor material and water-soluble ligand with a desired final hydrodynamic diameter and emission wavelength.

Animals↗
PubMed2001

Glutathione peroxidase-like antioxidant activity of diaryl diselenides: a mechanistic study.

The synthesis, structure, and thiol peroxidase-like antioxidant activities of several diaryl diselenides having intramolecularly coordinating amino groups are described. The diselenides derived from enantiomerically pure R-(+)- and S-(-)-N,N-dimethyl(1-ferrocenylethyl)amine show excellent peroxidase activity. To investigate the mechanistic role of various organoselenium intermediates, a detailed in situ characterization of the intermediates has been carried out by (77)Se NMR spectroscopy. While most of the diselenides exert their peroxidase activity via selenol, selenenic acid, and selenenyl sulfide intermediates, the differences in the relative activities of the diselenides are due to the varying degree of intramolecular Se.N interaction. The diselenides having strong Se.N interactions are found to be inactive due to the ability of their selenenyl sulfide derivatives to enhance the reverse GPx cycle (RSeSR + H(2)O(2) = RSeOH). In these cases, the nucleophilic attack of thiol takes place preferentially at selenium rather than sulfur and this reduces the formation of selenol by terminating the forward reaction. On the other hand, the diselenides having weak Se.N interactions are found to be more active due to the fast reaction of the selenenyl sulfide derivatives with thiol to produce diphenyl disulfide and the expected selenol (RSeSR + PhSH = PhSSPh + RSeH). The unsubstituted diaryl diselenides are found to be less active due to the slow reactions of these diselenides with thiol and hydrogen peroxide and also due to the instability of the intermediates. The catalytic cycles of 18 and 19 strongly resemble the mechanism by which the natural enzyme, glutathione peroxidase, catalyzes the reduction of hydroperoxides.

Antioxidants↗
PubMed2000

Foliar application of selenite and selenate to potato (Solanum tuberosum): effect of a ligand agent on selenium content of tubers.

The effect of a foliar spray of selenium on potatoes was investigated for 2 years. Amounts of 0, 50, and 150 g of Se ha(-)(1) were applied both as sodium selenate and as sodium selenite in water, either pure or with the addition of 0.15% of soluble leonardite as a source of humic acids (pH 7). Tuber selenium concentration increased with the application levels, both with sodium selenate and with sodium selenite, when only aqueous solutions were used. When humic acids were added, the tuber selenium level rose more markedly after the application of sodium selenate as compared to the case of the aqueous solutions; however, in the case of sodium selenite, the level showed a large increase only after the application of 50 g of Se ha(-)(1). Kinetics showed that humic acids raised the selenate availability, but no differences were found in the distribution of selenium in the tuber fractions. Foliar application of selenium with humic acids was proven to be a good way to increase the selenium content of potatoes, but the assimilation process of selenium was simpler with selenate than with selenite.

Humic Substances↗
PubMed2002

Determination of selenium concentration of rice in china and effect of fertilization of selenite and selenate on selenium content of rice.

A method of hydride generation atomic fluorescence spectrometry was applied to the determination of the selenium concentration of regular polished rice in China and selenium-enriched polished rice obtained by foliar application of selenium-enriched fertilizer in the forms of selenite and selenate. The average selenium content of regular rice was 0.025 +/- 0.011 microg g(-)(1). On the basis of a daily dietary rice intake of 300-500 g suggested by the China Nutrition Society, the total selenium intake from regular rice was calculated to be 7.5-12.5 microg per person per day for an adult. The selenium contents of rice were significantly increased to 0.471-0.640 microg g(-)(1) by foliar application of selenium-enriched fertilizer at rate of 20 g of Se ha(-)(1) in the forms of sodium selenite and sodium selenate. The selenium content of rice by application of a fertilizer of selenate was 35.9% higher than that by a fertilizer of selenite, which showed that Se-enriched fertilizer in selenate exhibited greater efficiency in increasing Se content in rice products. The Se-enriched rice products can increase daily Se intake on average by 100-200 microg of Se per day by the consumption of 400 g of rice products if the Se level of rice products is controlled at 0.3-0.5 microg of Se g(-)(1). Because rice is a staple food in China, selenium-enriched rice obtained by bioenrichment of selenium to increase the Se content of rice could be a good selenium source for the population in selenium-deficient regions.

China↗
PubMed2003

Fate of selenate metabolized by Enterobacter taylorae isolated from rice straw.

Rice straw has been successfully tested as an effective organic source and a carrier of selenate [Se(VI)]-reducing bacteria to remove Se(VI) from agricultural drainage water. In this study, an Se(VI)-reducing bacterium identified as Enterobacter taylorae was isolated from rice straw and used to remove Se(VI) from a 0.5% tryptic soy broth (TSB) and high-salt (15.5 dS m(-)(1)) synthetic agricultural drainage water containing Se(VI) in a range of 500-5000 microg/L. Results showed that E. taylorae reduced 81-94% of the added Se(VI) to elemental Se [Se(0)] in the 0.5% TSB solution during a 5-day experiment. In the high-salt drainage water, Se(VI) reduction was rapid during a 9-day experiment. On the final day of the experiment, Se(0) [75%] and Se(-II) [19%] were the major forms of Se in the drainage water with small amounts of Se(VI), Se(IV), and volatile Se released. The pathway of Se(VI) reduction in the drainage water followed the order Se(VI) --> selenite [Se(IV)] --> Se(0) --> selenide [Se(-II)]. This study suggests that E. taylorae may be used to remediate high-salt Se(VI)-contaminated agricultural drainage water.

Agriculture↗
PubMed2003

Factors affecting reduction of selenate to elemental selenium in agricultural drainage water by Enterobacter taylorae.

Microbial reduction of selenate [Se(VI)] to elemental selenium [Se(0)] is a useful technique for removing Se from agricultural drainage water. A series of batch experiments were conducted in the laboratory to determine the effects of yeast extract (50-1000 mg/L), salinity (EC, 5-75 dS/m), and NO(3)(-) (5-100 mg/L) on the removal of Se(VI) (2000 microg/L) from drainage water by Enterobacter taylorae. Results showed that relatively high amounts of yeast extract (500 mg/L) were needed for E. taylorae to effectively reduce Se(VI) to Se(0). During a 7-day experiment, approximately 95% of added Se(VI) was reduced to Se(0) in the low-salinity drainage water (5 dS/m) with NO(3)(-) values of 5-50 mg/L. In the high-salinity drainage water (50-75 dS/m), reduction of Se(VI) to Se(0) was limited. E. taylorae was also capable of reducing Se(VI) to Se(0) in the San Joaquin Valley drainage water, with a reduction of the added Se(VI) to Se(0) (73.8%) and Se(-II) (20%). This study suggests that E. taylorae may be used to treat Se(VI)-contaminated drainage water in the field.

Agriculture↗
PubMed2004

Selenate reduction in river water by Citerobacter freundii isolated from a selenium-contaminated sediment.

Bacterial reduction of selenate [Se(VI)] to insoluble elemental Se [Se(0)] is an important remedial technology to remove selenium (Se) from Se-impacted water. Citerobacter freundii, a Se(VI) reducer, isolated from a Se-contaminated sediment was assessed for its ability to reduce Se(VI) in a mineral culture medium and natural river water in a series of laboratory batch experiments. The results showed that a combination of yeast extract and glucose used in the culture medium was more effective than yeast extract alone, yeast extract plus sodium acetate, and yeast extract plus sodium lactate for reduction of Se(VI) to Se(0) by C. freundii. About 89-96% of the added Se(VI) (500-4500 microg/L) was reduced to Se(0) in the culture medium amended with 500 mg/L each of yeast extract and glucose. C. freundii can also survive in natural river water and reduce Se(VI). During an 8-day experiment in both sterile and nonsterile river water, 63-70 and 21-22% of the added Se(VI) was reduced to Se(0) and Se(-II), respectively. These results suggest that C. freundii has great potential for Se(VI) reduction and may be used for remediating Se-impacted water.

Bacteria↗
PubMed2003

Effect of selenium on the yield and quality of green tea leaves harvested in early spring.

Foliar applications of a fertilizer of selenite or selenate were carried out to determine the influence of selenium on the yield and quality of green tea leaves harvested in early spring. Numbers of sprouts and the yield were significantly increased by the application of selenium. The sweetness and aroma of green tea leaves were also significantly enhanced, and bitterness was significantly decreased by the application of selenium. However, no significant differences were found in sweetness, bitterness, and aroma between tea leaves fertilized with selenite and selenate. Se concentration was significantly increased by selenium fertilization, and tea enriched by sodium selenate had a significantly higher selenium content than did tea enriched by sodium selenite. Total amino acid and vitamin C contents were significantly enhanced by the application of selenium. Tea polyphenol contents were significantly decreased by fertilization with selenium. The marked difference of tea polyphenols was also found between applications of selenite and selenate.

Camellia sinensis↗
PubMed2004

Effects of selenium treatments on potato (Solanum tuberosum L.) growth and concentrations of soluble sugars and starch.

The effect of selenium (Se) treatments on potato growth and Se, soluble sugar, and starch accumulation was investigated. Potato plants were cultivated in quartz sand without or with sodium selenate (0, 0.075, 0.3 mg Se kg(-1) sand). In young potato plants, Se treatment resulted in higher starch concentrations in upper leaves. The tuber yield of Se-treated potato plants was higher and composed of relatively few but large tubers. At harvest, the starch concentration in tubers did not differ significantly between treatments. The higher Se addition (0.3 mg Se kg(-1)) may have delayed the aging of stolons and roots, which was observed as high concentrations of soluble sugar and starch. Together with the earlier results showing elevated starch concentration in Se-treated lettuce, the findings of this research justify the conclusion that Se has positive effects also on potato carbohydrate accumulation and possibly on yield formation.

Carbohydrates↗
PubMed2004

Effect of selenate supplementation on glycoalkaloid content of potato (Solanum tuberosum L.).

Potatoes (Solanum tuberosum L.) supplemented with increasing amounts of sodium selenate were analyzed for glycoalkaloid (GA) content. GAs were extracted with 5% acetic acid from freeze-dried tubers of two potato cultivars, Satu and Sini, harvested 10 weeks after planting as immature. The GAs alpha-solanine and alpha-chaconine were quantified by reverse-phase high-performance liquid chromatography (RP-HPLC) with diode array detection. Two independent experiments were performed. In the first experiment, the total GA concentration +/- standard error of the tubers ranged between 105 +/- 9 and 124 +/- 10 mg kg(-1) fresh weight in Satu and between 194 +/- 26 and 228 +/- 10 mg kg(-1) fresh weight in Sini. The ratio of alpha-solanine to alpha-chaconine was 0.2 in Satu and 0.5-0.6 in Sini. In the second experiment, the total GA concentration +/- standard error was 75 +/- 4 to 96 +/- 11 mg kg(-1) fresh weight, and the ratio of alpha-solanine to alpha-chaconine was 0.3-0.4 in Satu. A high sodium selenate supplementation (0.9 mg of Se kg(-1) quartz sand) slightly decreased the GA content in Satu, but this decrease was not statistically significant. Furthermore, at this addition level the Se concentration increased to a very high level of 20 microg g(-1) dry weight, which cannot be recommended for human consumption. In both experiments, the Se concentration in tubers increased with increasing sodium selenate application levels. Our results show that acceptable application levels of selenate did not have an effect on the GA concentration in immature potato tubers.

Alkaloids↗
PubMed2006

Kale carotenoids are unaffected by, whereas biomass production, elemental concentrations, and selenium accumulation respond to, changes in selenium fertility.

Selenium (Se) is a micronutrient in mammalian nutrition and is accumulated in kale (Brassica oleracea L. var. acephala), which has high levels of lutein and beta-carotene. Selenium, lutein, and beta-carotene have important human health benefits and possess strong antioxidant properties. The objectives of this study were to determine the influence of different Se [as sodium selenate (Na(2)SeO(4)) and sodium selenite (Na(2)SeO(3))] fertility levels on (1) biomass accumulation, (2) the accumulation patterns of carotenoid pigments, and (3) elemental accumulation in the leaves of kale. Winterbor kale was greenhouse-grown using nutrient solution culture with Se treatment concentrations of 0.0, 0.5, 1.0, 1.5, 2.0, 2.5, 3.0, and 3.5 mg Se/L as Na(2)SeO(4) and 0.0, 0.5, 1.0, 1.5, 2.0, 2.5, and 3.0 mg Se/L as Na(2)SeO(3). Increases in either selenate (SeO(4)(-)(2)) or selenite (SeO(3)(-)(2)) resulted in decreases in kale leaf tissue biomass. Neither of the Se treatments had an effect on the accumulation of lutein or beta-carotene in leaf tissues. Increasing SeO(4)(-)(2) significantly increased the accumulation of kale leaf Se; however, leaf tissue Se did not significantly change over the SeO(3)(-)(2) treatments. Increases in SeO(4)(-)(2) affected the leaf tissue concentrations of P, K, Ca, Mg, S, B, Cu, Mn, and Mo, whereas SeO(3)(-)(2) only affected B and S. Growing kale in the presence of SeO(4)(-)(2) would result in the accumulation of high levels of tissue Se without affecting carotenoid concentrations.

Brassica↗
PubMed2006

Selenium species bioaccessibility in enriched radish (Raphanus sativus): a potential dietary source of selenium.

An in vitro gastrointestinal method was employed to predict the potential bioavailability of selenium and its species from radish, belonging to the Brassicaceae family, grown in hydroponics media in the presence of inorganic selenium, such as Na2SeO3 and Na2SeO4. A low transformation of Se into organic forms was observed in radish plants grown in Se(VI)-enriched culture media. On the contrary, in those plants exposed to selenite, >95% of the total selenium was found as selenocystine (SeCys2), selenomethionine (SeMet), and Se-methylselenocysteine (SeMetSeCys). The concentrations of these species in fresh samples remained almost unaltered after a simulated gastrointestinal digestion. Therefore, a high selenium content of Se-methylselenocysteine (65%), previously reported as a cancer chemopreventive species, remained in the potentially bioabsorbable fraction. As these plants usually undergo a short development cycle, these results suggest that radish enriched in selenite could be a good choice as an organoselenium supplement for the human diet and animal feed.

Biological Availability↗
PubMed2006

Removal of selenate in river and drainage waters by Citrobacter braakii enhanced with zero-valent iron.

A cost-effective remediation method is needed to remove selenium (Se) from Se-contaminated water. In this study, a selenate [Se(VI)]-reducing bacterium, Citrobacter braakii, that is capable of using molasses as a carbon source to reduce Se(VI) from natural river and drainage waters was isolated. During an 8-day experiment, 87-97% of the added Se(VI) in New River water and White River water, California, was reduced to elemental Se [Se(0)] or transformed to organic Se. In highly saline drainage water, removal of Se(VI) by C. braakii was limited, with 20% Se(VI) removal in a 7-day experiment. Addition of zero-valent iron (ZVI) into these waters along with C. braakii inoculation significantly enhanced the removal of Se(VI) and reduced the formation of organic Se. This study suggests that the combination of a bacterial treatment using inexpensive molasses and ZVI can effectively remove Se from natural river water and agricultural drainage waters.

Citrobacter↗
PubMed2006

Synthesis and herbicidal activity of N,N-diethyl-3-(arylselenonyl)-1H-1,2,4-triazole-1-carboxamide.

Based on the carbamoyl triazole herbicide Cafenstrole, 12 novel selenium-containing compounds were designed and synthesized. All of the compounds were characterized and confirmed by IR, 1H NMR, and high-resolution mass spectroscopy. The bioassay tests showed that some of the compounds (C2, C4, C(7-8), and C12) exhibited good inhibitory activity against cucumber (Cucumis sativus L.) and semen euphorbiae (Leptochloa chinensis N.). Especially, compound C6 inhibited the growth of cucumber and semen euphorbiae by >90% at a concentration of 1.875 microg/mL, and the inhibition of the compound on the rice (Oryza sativa L.) was only 8.3% at a concentration of 7.5 microg/mL, which indicated a higher selectivity between weed and rice than that shown by Cafenstrole.

Cucumis sativus↗