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Abstract The addition of linseed (Linum usitatissimum Linn) in the diet, as a functional food, has increased over the years. However, it possesses cyanogenic glycosides. This study aimed to quantify and compare cyanide concentration in whole seed and bran of brown and golden types to establish a safe limit of intake. Three commercial labels, from brown and golden whole seed types (Ab, Ag, Bb, Bg, Cb and Cg), and six commercial labels of brown and golden bran (1b, 2g, 3g, 4b, 5g, and 6b), were selected, totalizing twelve samples. Total cyanide concentration was quantified by a colorimetric method employing alkaline picrate, after acid hydrolysis. The whole seed cyanide values were between 348.4 and 473.20 µg/g and the bran cyanide values were between 459.53 and 639.35 µg/g. The analyzed bran presented increased cyanide concentrations than the whole seeds with no differences between brown and golden types. Food able to produce cyanide less than 90 µg/kg body weight, daily, is considered secure for consumption. Considering this limit and analyzed samples, it is safe to eat approximately two tablespoons of seeds or one tablespoon of bran. These results point out the importance of cyanide amount daily intake information to be in linseed packaging, to ensure secure consumption

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BACKGROUND: Cyanide anion can be found in foodstuffs, tobacco smoke and a variety of types of waters, mainly originating from anthropogenic activities. Due to its highly toxic nature, several agencies have established limits for cyanide levels in water. Additionally, monitoring cyanide levels in biological samples, such as blood and urine, is crucial for obtaining clinical information about the health condition of patients. Therefore, there is a pressing need for the development of simple, cost-effective, and reliable analytical methods capable of quantifying cyanide at low concentrations. RESULTS: This study presents a novel analytical method for the selective and sensitive determination of cyanide based on analyte volatilization, pre-concentration via single-drop microextraction (SDME) using a selective reagent, and colorimetric quantification using a paper-based analytical device. For this, 10 mL of a liquid sample was acidified with phosphoric acid and the generated HCN was collected using a single drop of 3 µL of a palladium dimethylglyoximate solution (Pd (DMG)22-) positioned in the flask headspace using a syringe. The reaction of Pd (DMG)22- leads to the formation of Pd(CN)42- and the demasking of the organic ligand. After 15 min of extraction time, the reagent drop was added to a paper-based analytical device that has been previously impregnated with 3 µL of nickel chloride, resulting in the formation of a red precipitate of nickel (II) dimethylglyoximate. Digital images of the paper-based device were captured and the red channel (R) was used for quantification purposes. Under optimized conditions, the method demonstrates a suitable linear relation (r2 > 0.99) ranging from 26 to 286 µg L-1 and a limit of detection of 5 µg L-1. SIGNIFICANCE: As a proof of concept, cyanide levels were quantified in water and urine samples using this method. The proposed approach offers high sensitivity and selectivity while requiring only a small volume of reagents. Furthermore, it exhibits a high degree of portability for in-situ applications.

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PURPOSE OF REVIEW: To examine cyanide (CN-) contamination of a large river in southeastern Ecuador that has been severely impacted by the indiscriminate discharge of untreated gold processing effluents. RECENT FINDINGS: Poor environmental stewardship of cyanide (CN-) use by 87 gold processing centers in Portovelo-Zaruma in southern Ecuador to leach residual gold from Hg-contaminated tailings has resulted in high CN- contamination of the Puyango-Tumbes River downstream from the centers. Free CN- concentrations were high in river surface waters for 50 km below the processing plants, with the highest concentration 9088 times above the CCME standard of 5 µg/L and 1136 times above the 24-h LC50 concentration of 40 µg/L free CN- for some fish species. Due to cyanidation of mercury-contaminated tailings, the formation of Hg-CN complexes is a grave concern, as these complexes have been shown to be highly bioavailable. Preliminary tests conducted in a laboratory using bioassays with Danio rerio sp. and varying concentrations of synthetic Hg(CN)2 salt have shown significant THg bioaccumulation in muscle and kidney fish tissues exposed to concentrations >0.12 mg/L. Furthermore, low MeHg results in fish tissues demonstrated little occurrence of methylation and that the bulk of the total mercury content was in the form of inorganic mercury. Although construction of a communal tailings facility (CTF) in Portovelo is a positive development to reduce riverine pollution, the requirement to truck tailings up to the CTF likely results in inadequate compliance of environmental regulations that are poorly enforced.

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Mine tailings and wastewater generate man-made environments with several selective pressures, including the presence of heavy metals, arsenic and high cyanide concentrations, but severe nutritional limitations. Some oligotrophic and pioneer bacteria can colonise and grow in mine wastes containing a low concentration of organic matter and combined nitrogen sources. In this study, Pseudomonas mendocina P6115 was isolated from mine tailings in Durango, Mexico, and identified through a phylogenetic approach of 16S rRNA, gyrB, rpoB, and rpoD genes. Cell growth, cyanide consumption, and ammonia production kinetics in a medium with cyanide as sole nitrogen source showed that at the beginning, the strain grew assimilating cyanide, when cyanide was removed, ammonium was produced and accumulated in the culture medium. However, no clear stoichiometric relationship between both nitrogen sources was observed. Also, cyanide complexes were assimilated as nitrogen sources. Other phenotypic tasks that contribute to the strain's adaptation to a mine tailing environment included siderophores production in media with moderate amounts of heavy metals, arsenite and arsenate tolerance, and the capacity of oxidizing arsenite. P. mendocina P6115 harbours cioA/cioB and aoxB genes encoding for a cyanide-insensitive oxidase and an arsenite oxidase, respectively. This is the first report where P. mendocina is described as a cyanotrophic and arsenic oxidizing species. Genotypic and phenotypic tasks of P. mendocina P6115 autochthonous from mine wastes are potentially relevant for biological treatment of residues contaminated with cyanide and arsenic.

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ABSTRACT Discharge of coke-oven wastewater to the environment may cause severe contamination to it and also threaten the flora and fauna, including human beings. Hence before dumping it is necessary to treat this dangerous effluent in order to minimize the damage to the environment. Conventional technologies have inherent drawbacks however, biological treatment is an advantageous alternative method. In the present study, bacteria were isolated from the soil collected from the sites contaminated by coke-oven effluent rich in phenol and cyanide. Nucleotides sequence alignment and phylogenetic analysis showed the identity of the selected phenol and cyanide degrading isolates NAUN-16 and NAUN-1B as Pseudomonas putida and Pseudomonas stutzeri, respectively. These two isolates tolerated phenol up to 1800 mg L-1 and cyanide up to 340 mg L-1 concentrations. The isolates were immobilized on activated charcoal, saw dust and fly ash. The effluent was passed through the column packed with immobilized cells with a flow rate of 5 mL min-1. The isolates showed degradation of phenol up to 80.5% and cyanide up to 80.6% and also had the ability to reduce biological oxygen demand, chemical oxygen demand and lower the pH of effluent from alkaline to near neutral. The study suggests the utilization of such potential bacterial strains in treating industrial effluent containing phenol and cyanide, before being thrown in any ecosystem.

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Discharge of coke-oven wastewater to the environment may cause severe contamination to it and also threaten the flora and fauna, including human beings. Hence before dumping it is necessary to treat this dangerous effluent in order to minimize the damage to the environment. Conventional technologies have inherent drawbacks however, biological treatment is an advantageous alternative method. In the present study, bacteria were isolated from the soil collected from the sites contaminated by coke-oven effluent rich in phenol and cyanide. Nucleotides sequence alignment and phylogenetic analysis showed the identity of the selected phenol and cyanide degrading isolates NAUN-16 and NAUN-1B as Pseudomonas putida and Pseudomonas stutzeri, respectively. These two isolates tolerated phenol up to 1800mgL-1 and cyanide up to 340mgL-1 concentrations. The isolates were immobilized on activated charcoal, saw dust and fly ash. The effluent was passed through the column packed with immobilized cells with a flow rate of 5mLmin-1. The isolates showed degradation of phenol up to 80.5% and cyanide up to 80.6% and also had the ability to reduce biological oxygen demand, chemical oxygen demand and lower the pH of effluent from alkaline to near neutral. The study suggests the utilization of such potential bacterial strains in treating industrial effluent containing phenol and cyanide, before being thrown in any ecosystem.

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A fluorescence "turn-off" probe has been designed and successfully applied to detect cyanide (CN-) based on a Michael-type nucleophilic addition reaction and intramolecular charge transfer (ICT) mechanism. For this research, a family of 3-aryl-4-(2,2-dicyanovinyl)-1-(2-pyridinyl)pyrazoles as donor-π-acceptor (D-π-A) systems have been synthesized in 58-66% overall yield, by a three-step synthesis sequence starting from p-substituted acetophenones. The substituted p-methoxyphenyl showed good fluorescence emission and large Stokes shifts in different solvents due to its greater ICT. Likewise, this probe evidenced high selectivity and sensitivity and fast recognition for CN- with a detection limit of 6.8 µM. HRMS analysis, 1H NMR titration experiments, and TD-DFT calculations were performed to confirm the mechanism of detection and fluorescence properties of the chemodosimeter of CN-. Additionally, fluorescent test paper was conveniently used to detect cyanide in aqueous solution.

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RESUMO O maracujá-amarelo (Passiflora edulis f. flavicarpa Deg) é considerado um alimento funcional, visto que, além de funções nutricionais, desempenha ações em vias metabólicas específicas. A farinha da casca do maracujá-amarelo (Passiflora edulis f. flavicarpa Deg) é rica em pectina. Esta fibra reduz a absorção de glicídios e lipídios, influenciando no metabolismo destes nutrientes. Portadores de patologias associadas às alterações no metabolismo glicêmico e lipidêmico têm utilizado este recurso de forma indiscriminada. Porém, substâncias designadas glicosídeos cianogênicos, presentes na casca do fruto são tóxicas ao organismo e prejudiciais à saúde. Ademais, o uso exacerbado de agrotóxicos na produção do maracujá é preocupante e a ingestão destes compostos também pode acarretar complicações à saúde. Portanto, o objetivo do presente trabalho foi sintetizar o conhecimento disponível referente aos efeitos terapêuticos e colaterais da suplementação com a farinha da casca do maracujá-amarelo (Passiflora edulis f. flavicarpa Deg). Foi realizada uma revisão bibliográfica nas bases de dados indexadas SCIELO, LILACS e PUBMED, sem limitação quanto ao período de publicação. Os estudos inclusos no trabalho, de forma unânime, apresentam eficácia da suplementação com a farinha da casca do maracujá-amarelo. A trituração da casca do fruto, realizada no processo de obtenção da farinha, é incapaz de promover redução de glicosídeos cianogênicos e agrotóxicos, permitindo que os indivíduos submetidos à suplementação estejam susceptíveis aos efeitos tóxicos destes compostos. Dessa forma, o desenvolvimento de estudos que avaliem a toxicidade da suplementação por períodos crônicos é de suma importância. Referente ao uso de agrotóxicos, a produção da farinha com frutos orgânicos pode ser uma alternativa para atenuar a toxicidade, sendo necessária a elucidação desta hipótese através de estudos.

ABSTRACT The yellow passion fruit (Passiflora edulis f. flavicarpa Deg) is considered a functional food, because, in addition to nutritional functions, it performs actions in specific metabolic pathways. The yellow passion fruit peel flour (Passiflora edulis f. flavicarpa Deg) is rich in pectin. This fiber reduces the absorption of carbohydrates and lipids, influencing the metabolism of these nutrients. Individuals affected by pathologies associated with alterations in the metabolism of lipids and carbohydrates have used this resource indiscriminately, however, substances called cyanogenic glycosides, present in the fruit peel, are toxic to the body and harmful to health. In addition, the overuse of pesticides in passion fruit production is becoming worrisome and the ingestion of these compounds can also cause negative health implications. Therefore, the aim of this study was to synthesize the available knowledge regarding the therapeutic effects and side effects of supplementation with the yellow passion fruit peel flour (Passiflora edulis f. flavicarpa Deg). A literature review was conducted from the indexed databases SCIELO, LILACS and PUBMED, without limitation to the publication period. The studies included in the work, unanimously, have effectiveness of supplementation with yellow passion fruit peel flour (Passiflora edulis f. flavicarpa Deg). The crushing of the fruit peel, performed in the process of obtaining flour, is unable to promote a reduction of cyanogenic glycosides and pesticides, causing individuals undergoing supplementation to be susceptible to the toxic effects of these compounds. Thus, this study’s development to evaluate the toxicity of supplementation for chronic periods is very important. With reference to the use of pesticides, flour production with organic fruits can be an alternative to attenuate toxicity and it is necessary to elucidate this hypothesis through this study.

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A novel silylated imine was designed to act efficiently in a chemodosimeter approach for the selective detection of cyanide in an aqueous micellar CTABr solution. This simple system allows the detection of cyanide, with high sensitivity and specific selectivity, in water and in human blood plasma.

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Ethyl(hydroxyethyl)cellulose was functionalized with Brooker's merocyanine. The modified polymer was easily transformed in a film, which could be used as a highly selective chromogenic and fluorogenic chemosensor for the detection of cyanide in water, with detection limits of 1.9 × 10(-5) and 1.0 × 10(-7) mol L(-1). The film was successfully applied to the detection of cyanide in cassava (Manihot esculenta Crantz) roots, which are a well-known source of endogenous biological cyanide.

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Two 1,8-naphthyridines were synthesized and found to be fluorescent in solution. These compounds were studied in the presence of Cu(+) and Cu(2+) ions and it was verified that the metal causes the quenching of their fluorescence emission, due to the formation of complexes between the naphthyridine and the metal. A displacement assay was carried out in a DMSO-water mixture with the addition of various anions to the solutions of the complexes, and it was observed that these systems have a high capacity to selectively detect cyanide.

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Small-scale gold mining in Portovelo-Zaruma, Southern Equador, performed by mercury amalgamation and cyanidation, yields 9-10 t of gold/annum, resulting in annual releases of around 0.65 t of inorganic mercury and 6000 t of sodium cyanide in the local river system. The release of sediments, cyanide, mercury, and other metals present in the ore such as lead, manganese and arsenic significantly reduces biodiversity downstream the processing plants and enriches metals in bottom sediments and biota. However, methylmercury concentrations in sediments downstream the mining area were recently found to be one order of magnitude lower than upstream or in small tributaries. In this study we investigated cyanide, bacterial activity in water and sediment and mercury methylation potentials in sediments along the Puyango river watershed, measured respectively by in-situ spectrophotometry and incubation with (3)H-leucine and (203)Hg(2+). Free cyanide was undetectable (<1 µg·L(-1)) upstream mining activities, reached 280 µg·L(-1) a few km downstream the processing plants area and was still detectable about 100 km downstream. At stations with detectable free cyanide in unfiltered water, 50% of it was dissolved and 50% associated to suspended particles. Bacterial activity and mercury methylation in sediment showed a similar spatial pattern, inverse to the one found for free cyanide in water, i.e. with significant values in pristine upstream sampling points (respectively 6.4 to 22 µgC·mg wet weight(-1)·h(-1) and 1.2 to 19% of total (203) Hg·gdry weight(-1)·day(-1)) and undetectable downstream the processing plants, returning to upstream values only in the most distant downstream stations. The data suggest that free cyanide oxidation was slower than would be expected from the high water turbulence, resulting in a long-range inhibition of bacterial activity and hence mercury methylation. The important mercury fluxes resultant from mining activities raise concerns about its biomethylation in coastal areas where many mangrove areas have been converted to shrimp farming.

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The latex of Hevea brasiliensis, expelled upon bark tapping, is the cytoplasm of anastomosed latex cells in the inner bark of the rubber tree. Latex regeneration between two tappings is one of the major limiting factors of rubber yield. Hevea species contain high amounts of cyanogenic glucosides from which cyanide is released when the plant is damaged providing an efficient defense mechanism against herbivores. In H. brasiliensis, the cyanogenic glucosides mainly consist of the monoglucoside linamarin (synthesized in the leaves), and its diglucoside transport-form, linustatin. Variations in leaf cyanide potential (CNp) were studied using various parameters. Results showed that the younger the leaf, the higher the CNp. Leaf CNp greatly decreased when leaves were directly exposed to sunlight. These results allowed us to determine the best leaf sampling conditions for the comparison of leaf CNp. Under these conditions, leaf CNp was found to vary from less than 25 mM to more than 60 mM. The rubber clones containing the highest leaf CNp were those with the highest yield potential. In mature virgin trees, the CNp of the trunk inner bark was shown to be proportional to leaf CNp and to decrease on tapping. However, the latex itself exhibited very low (if any) CNp, while harboring all the enzymes (beta-D-diglucosidase, linamarase and beta-cyanoalanine synthase) necessary to metabolize cyanogenic glucosides to generate non-cyanogenic compounds, such as asparagine. This suggests that in the rubber tree bark, cyanogenic glucosides may be a source of buffering nitrogen and glucose, thereby contributing to latex regeneration/production.

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A separation and determination method for the analysis of cyanometallic complexes of Fe(II), Ni(II) and Co(III) was developed to be applied to the analysis of petroleum refinery streams (sour water). Ion-interaction chromatography was used employing an analytical column IonPac NS1 10 microm and a chromatographic system ICS 2500 equipped with a membrane conductivity suppression ASRS ultra 4mm, both supplied by Dionex Corporation. The mobile phase was composed of 2 mmol l(-1) TBAOH, 1 mmol l(-1) Na(2)CO(3), 0.1 mol l(-1) NaCN and ACN (77:23, v/v), flowing at 0.7 ml min(-1). At the optimized conditions, detection limits estimated by the calibration curve parameters and relative standard deviation were: 0.002 mg CNl(-1) and 3.1% for Fe(CN)(6)(4-); 0.003 mg CNl(-1) and 2.5% for Ni(CN)(4)(2-) and 0.003 mg CNl(-1) and 2.8% for Co(CN)(6)(3-). Sour water samples without any pretreatment (except membrane filtration) from a petroleum refinery in Brazil were analyzed successfully by external calibration method.

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Cassava pulp was fermented with pure strains of Saccharomyces cerevisae and two bacteria namely Lactobacillus delbruckii and Lactobacillus coryneformis for 3 days. The squeezed liquid from the fermented pulp was used to ferment cassava peels for 7 days. Analysis of the dried fermented peels revealed that there was a significant (P < 0.05) increase in the protein content of the cassava peels fermented with squeezed liquid from the inoculated cassava pulp (21.5%) when compared with the unfermented cassava peel (8.2%). Moreover, the treatment equally brought about a significant (P < 0.05) decrease in the cyanide (6.2 mg/kg) and phytate content (789.7 mg/100g) when compared with the unfermented cassava peels, which had 44.6 mg/kg cyanide and 1043.6 mg/100g phytate. The fermented cassava peels could be a good protein source in livestock feeds.

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The determination of cyanogenic compounds in plants is often performed by HPLC. However, in this analysis, interferences due to compounds in the matrix, such as tannins and other pigments, are encountered, especially in roots and leaves. A new method is proposed for determining the cyanogenic glycosides amygdalin (D-mandelonitrile beta-D-gentiobioside) and prunasin (D-mandelonitrile beta-D-glucoside) in almond tree tissues, using poly(vinylpyrrolidone) or active carbon as scavengers for extracting cyanogenic compounds from roots or leaves, respectively. A new chromatographic approach for conducting the analysis is also discussed herein. The advantages of a Hypercarb column for the analysis of prunasin in roots are shown. The correlation coefficient with a reference method is high (>0.99), and statistical tests prove that the two methods are equivalent. In addition, the results provide evidence that prunasin is the only cyanoglycoside present in almond tree roots.

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A trial was carried out in a continuous regimen, using a completely stirred tank reactor, at acidogenic phase, and a hybrid reactor (upflow anaerobic sludge blanket + fixed bed) at methanogenic phase at room temperature. The residue to be treated came from a flour and cassava meal industry, and the reactors operated for 300 d with affluent chemical oxygen demand (COD) concentrations of 7500, 9000, 11,000, and 14,000 mg/L. The final results showed a biogas production with a content of 80% methane and an average reduction of COD and free cyanide of nearly 96 and 98%, respectively. The separation of phases selected bacterial groups. At acidogenic phase, a predominance of propionic, n-butyric, and n-valeric acids, as well as a biomass composed of 95% fermentative bacilli, which were responsible for a 90% reduction in free cyanide concentration, was observed. At methanogenic phase, a predominance of methanogenic bacteria that came only from the Methanothrix genus was observed. The bacteria were responsible for high levels of organic matter removal and methane production.

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The report describes a method for the automated polarographic determination of cyanide as tetracyanonickelate (II) anion complex in a gas-diffusion flow system. The volatile cyanide, existing in whole blood, plasma and urine samples, was measured after gas-diffusion using 8 x 10-5 mol l-1 hexaaminenickel solution as acceptor. The linear range of calibration, for measurements at the hanging mercury-drop electrode (HMDE), was from 0.1 to 2.0 micrograms cyanide with r = 0.998. The RSD was, respectively, 3.4 and 1.2% (n = 5) for 0.4 microgram cyanide measured with and without the flow-system configuration. Detection limits of 7.4 microgram l-1 were calculated using the flow system and the method was compared with the classical method using Cavet flasks. Parameters that affect the cyanide determination in the proposed method, such as acceptor solution, pH, flow rate and temperature, were investigated.

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Cassava is a widely grown root crop which accumulates two cyanogenic glucosides, linamarin and lotaustralin. Linamarin accounts for more than 80 per cent of the cassava cyanogenic glucosides. It is a beta-glucoside of acetone cyanohydrin and ethyl-methyl-ketone-cyanohydrin. Linamarin beta-linkage can only be broken under high pressure, high temperature and use of mineral acids, while its enzymatic break occurs easily. Linamarase, an endogenous cassava enzyme, can break this beta-linkage. The enzymatic reaction occurs under optimum conditions at 25ºC, at pH 5.5 to 6.0. Linamarin is present in all parts of the cassava plant, being more concentrated on the root and leaves. If the enzyme and substrate are joined, a good detoxification can occur. All the cassava plant species are known to contain cyanide. Toxicity caused by free cyanide (CN-) has already been reported, while toxicity caused by glucoside has not. The lethal dose of CN- is 1 mg/kg of live weight; hence, cassava root classification into toxic and non-toxic depending on the amount of cyanide in the root. Should the cyanide content be high enough to exceed such a dose, the root is regarded as toxic. Values from 15 to 400 ppm (mg CN- of fresh weight) of hydrocyanic acid in cassava roots have been mentioned in the literature. However, more frequent values in the interval 30 to 150 ppm have been observed. Processed cassava food consumed in Brazil is safe in regard to cyanide toxicity.

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El aguacatillo (Prunus brachybotrya) es una planta que perteneca al género de los Prunus y familia de las rosáceas. Puede contener ácido cianhídrico en las hojas, tallo y fruto; si es consumida por el ganado es letal. Se desarrolla y fructifica en laqs faldas de los volcanes Popocatepetl e Ixtaccihuatl. En el presente tranajo se analizó in vitro el contenido de cianuro del aguacatillo en hojas, tallo y fruto por la técnica de Steyn modificada. El muestreo se realizó de marzo a julio de 1989, con intervalos de 15 días entre una muestra y otra. En las primeras tres muestras, la concentración de cianuro aumentó en laqs tres partes de la planta (hoja, fruto y tallo). En la hoja, a partir de mayo, la concentración de cianuro empezó a disminuir. En julio, la concentración de cianuro en el fruto bajó a cero; en el tallo, bajó ligeramente. Las concentraciones fueron de 1.7 porciento en la hoja y fruto; en el último, declinó hasta cero al 5to mes durante la maduración, En el tallo tierno, la concentración due fe 0.25 porciento; durante el estudio, se mantuvo en este nivel. El aguacatillo se considera más peligroso en los meses de abril a mayo, ya que durante este periodo la concentración de cianuro es mayor. Así, la intoxicación se intensifica más que en los otros meses, aunque està presente todo el año.

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