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p,p'-DDT Sale

(Synonyms: 4,4'-DDT, 4,4'-Dichlorodiphenyltrichloroethane, p,p'-Dichlorodiphenyltrichloroethane, Dicophaner, NSC 8939) 目录号 : GC44528

p,p'-DDT is an organochlorine pesticide that induces 94.2% mortality of malaria mosquito (A.

p,p'-DDT Chemical Structure

Cas No.:50-29-3

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产品描述

p,p'-DDT is an organochlorine pesticide that induces 94.2% mortality of malaria mosquito (A. quadrimaculatus) fourth-instar larvae and 100% mortality of A. aegypti larvae when used at concentrations of 0.01 and 0.05 ppm, respectively. It increases secretion of estradiol by granulosa and theca cell co-cultures isolated from porcine ovarian follicles when used at concentrations of greater than or equal to 4 ng/ml and increases apoptosis in isolated human peripheral blood mononuclear cells (PBMCs) when used at concentrations ranging from 80 to 150 µg/ml. p,p'-DDT (5 nmol/kg, i.p.) increases tumor growth in a DLD1 colorectal adenocarcinoma nude mouse xenograft model. It induces 100% mortality of C. auratus (goldfish) at 0.25 ppm and is lethal to rats but not hamsters (LD50s = 120 and ~5,000 mg/kg, respectively). p,p'-DDT is a persistent organic pollutant (POP) and is elevated in the sera of pregnant women in malaria-endemic regions of South Africa. Formulations containing p,p'-DDT have been used to control insect populations, including mosquitos, in agriculture and to prevent the spread of malaria and typhus.

Chemical Properties

Cas No. 50-29-3 SDF
别名 4,4'-DDT, 4,4'-Dichlorodiphenyltrichloroethane, p,p'-Dichlorodiphenyltrichloroethane, Dicophaner, NSC 8939
Canonical SMILES ClC1=CC=C(C(C(Cl)(Cl)Cl)C2=CC=C(Cl)C=C2)C=C1
分子式 C14H9Cl5 分子量 354.5
溶解度 Chloroform: Slightly Soluble,Methanol: Heated 储存条件 Store at -20°C
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1 mM 2.8209 mL 14.1044 mL 28.2087 mL
5 mM 0.5642 mL 2.8209 mL 5.6417 mL
10 mM 0.2821 mL 1.4104 mL 2.8209 mL
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Research Update

Association between Exposure to p,p'-DDT and Its Metabolite p,p'-DDE with Obesity: Integrated Systematic Review and Meta-Analysis

Environ Health Perspect 2017 Sep 18;125(9):096002.PMID:28934091DOI:10.1289/EHP527.

Background: The prevalence of obesity is increasing in all countries, becoming a substantial public health concern worldwide. Increasing evidence has associated obesity with persistent pollutants such as the pesticide DDT and its metabolite p,p'-DDE. Objectives: Our objective was to systematically review the literature on the association between exposure to the pesticide DDT and its metabolites and obesity to develop hazard identification conclusions. Methods: We applied a systematic review-based strategy to identify and integrate evidence from epidemiological, in vivo, and in vitro studies. The evidence from prospective epidemiological studies was quantitatively synthesized by meta-analysis. We rated the body of evidence and integrated the streams of evidence to systematically develop hazard identification conclusions. Results: We identified seven epidemiological studies reporting prospective associations between exposure to p,p'-DDE and adiposity assessed by body mass index (BMI) z-score. The results from the meta-analysis revealed positive associations between exposure to p,p'-DDE and BMI z-score (β=0.13 BMI z-score (95% CI: 0.01, 0.25) per log increase of p,p'-DDE). Two studies constituted the primary in vivo evidence. Both studies reported positive associations between exposure to p,p'-DDT and increased adiposity in rodents. We identified 19 in vivo studies and 7 in vitro studies that supported the biological plausibility of the obesogenic effects of p,p'-DDT and p,p'-DDE. Conclusions: We classified p,p'-DDT and p,p'-DDE as "presumed" to be obesogenic for humans, based on a moderate level of primary human evidence, a moderate level of primary in vivo evidence, and a moderate level of supporting evidence from in vivo and in vitro studies. https://doi.org/10.1289/EHP527.

Behaviors and trophodynamics of o,p'-dichlorodiphenyltrichloroethane (o,p'-DDT) in the aquatic food web: Comparison with p,p'-DDT

Sci Total Environ 2022 May 15;821:153447.PMID:35092765DOI:10.1016/j.scitotenv.2022.153447.

The broad-spectrum insecticide p,p'-dichlorodiphenyltrichloroethane (p,p'-DDT) has been banned in most countries since the 1970s on account of its environmental persistence as well as the high biomagnification of its major metabolite 1,1-dichloro-2,2-bis(4-chorophenyl)ethylene (p,p'-DDE). However, the information on the bioaccumulation and behavior of p,p'-DDTs in aquatic organisms is lacking. In this study, all 6 DDT isomers were detected in biota from the food web of the Liaodong Bay, China, and the total concentrations of DDT isomers in Chinese anchovy (Thrissa kammalensis) and Japanese Spanish mackerel (Scomberomrus niphonius) were 223 ± 42 ng/g ww and 242 ± 70 ng/g ww, respectively. In biota, o,p'-DDD dominated among the o,p'-isomers (80.5 ± 17.3%), while p,p'-DDE dominated among the p,p'-isomers (61.8 ± 15.2%). Contrastingly, sediment from the Liaodong Bay contained similar proportions of o,p'-DDT and p,p'-DDTs, suggesting an isomer-specific metabolism of the compounds in biota. A well-controlled laboratory exposure experiment with Japanese medaka (Oryzias latipes) demonstrated that o,p'-DDT was more difficult to metabolize to o,p'-DDE compared with that of p,p'-DDT. Significantly positive regressions were found between trophic levels and lipid equivalent concentrations for both o,p'-DDT and o,p'-DDD, and the trophic magnification factors (TMFs) were estimated as 12.3 and 9.12 (p < 0.05), respectively. The TMFs of o,p'-DDT and o,p'-DDD in the aquatic food web were higher than p,p'-DDT (7.76), p,p'-DDD (4.17), and p,p'-DDE (3.39), which may be explained by the isomer-specific metabolism differences in biota.

p,p'-DDT induces microcytic anemia in rats

J Toxicol Sci 2013;38(5):775-82.PMID:24067725DOI:10.2131/jts.38.775.

Emerging evidence suggests that chronic exposure to DDT and its derivatives is associated with a variety of human disorders such as anemia. The present study demonstrated that p,p'-DDT caused microcystic anemia in a dose-dependent manner (0, 5, 50, and 500 ppm) in the long-term study up to 2 years. To elucidate the mechanism(s) by which p,p'-DDT induces anemia, certain hematological parameters were assessed in rats fed specific doses of p,p'-DDT for 2 weeks, and the effect of lipopolysaccharide on anemia of inflammation was also examined in p,p'-DDT-treated rats. The parameters included the content of hemoglobin per reticulocyte, mean corpuscular volume of reticulocytes and mature erythrocytes, corpuscular hemoglobin concentration mean of mature erythrocytes, and saturation levels of transferrin and iron. During the 2-week treatment period, hypochromic microcytic reticulocytes and hypochromic normocytic mature erythrocytes were observed in p,p'-DDT-treated rats, with no evidence of alteration in plasma iron levels. p,p'-DDT enhanced microcytosis of reticulocytes, as well as mature erythrocytes, which occurred due to severe hypoferremia resulting from anemia of inflammation; however, plasma iron levels were attenuated probably through the inhibition of interleukin-6. Our data suggests that long-term treatment with p,p'-DDT induces microcytic anemia, possibly because of the impairment of iron utility in erythrocytes.

[Human health effects and p,p'-DDE and p,p'-DDT exposure: the case of Mexico]

Cien Saude Colet 2007 Jan-Mar;12(1):51-60.PMID:17680058DOI:10.1590/s1413-81232007000100010.

Based on the systematic revision of 32 articles published in PubMed-Medline until January of 2006 and using like key words DDT exposure, human, milk and Mexico; this study analyzes the situation about the exposure of difenildicloroetano (DDT) and its main metabolite p,p,'-DDE in Mexico, as well as, their possible repercussion on the human health. Even though, the use of the DDT in Mexico was banned in 1999, the evaluated studies report significant levels of p, p'-DDE, in biological samples of serum, adipose tissue and maternal milk of populations not occupationally exposed. Also, there are evidences on damages to the health, specially related to the reproductive area, and more recently damages at cellular level, as well as, alteration in the psychomotor development of children exposed in uterus. Even though many gaps exist concerning the other adverse effects on health, relating to DDT exposure and its metabolites, experience accumulated at this point, must be taken into account in Mexico and the rest from Latin America, so that following this precautionary principle they should legislate against DDT and other persistent organic contaminants with characteristics similar to those of DDT and its metabolites.

Estimated postnatal p,p'-DDT and p,p'-DDE levels and body mass index at 42 months of age in a longitudinal study of Japanese children

Environ Health 2020 May 11;19(1):49.PMID:32393266DOI:10.1186/s12940-020-00603-z.

Background: Children are exposed to p,p'-dichlorodiphenyltrichloroethane (p,p'-DDT) and p,p'-dichlorodiphenyldichloroethylene (p,p'-DDE) through placental and lactational transfer. Some studies have suggested that early-life exposure to these compounds could lead to increased body mass index (BMI) during childhood. Our aim was to assess whether children's exposure during the first 2 years of life is associated with BMI z-score in Japanese children at 42 months of age. Methods: We used data from a birth cohort (n = 290) of the Tohoku Study of Child Development. p,p'-DDT and p,p'-DDE levels were measured in breast milk samples collected 1 month after birth, and levels in children were estimated using a toxicokinetic model for three exposure periods (0-6 months, 6-12 months, 12-24 months). Associations between exposure estimates and BMI z-score at 42 months of age were assessed using multivariate linear regression models. Results: We found no significant association between levels of p,p'-DDT measured in breast milk or estimated in children and BMI z-score. However, we observed associations between estimated p,p'-DDE levels in girls during all postnatal exposure periods and BMI z-score; for each log increase in the estimated p,p'-DDE levels, BMI z-score increased by 0.23 (C.I. 95%: 0.01, 0.45) for the 0-6 months exposure period, 0.26 (C.I. 95%: 0.06, 0.47) for the 6-12 months exposure period, and 0.24 (C.I. 95%: 0.05, 0.43) for the 12-24 months exposure period. Conclusion: In this study of Japanese children, estimated postnatal p,p'-DDE levels were associated with increased BMI z-score at 42 months of age, mostly in girls. These results are in line with previous studies supporting that early-life exposure to p,p'-DDE may be associated with higher BMI during childhood.