o,p'-DDT
(Synonyms: O,P'-滴滴涕) 目录号 : GC44480
An organochlorine pesticide
Cas No.:789-02-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
o,p'-DDT is an organochlorine pesticide that induces mortality of malaria mosquito (A. quadrimaculatus) fourth-instar larvae and A. aegypti larvae when used at concentrations ranging from 0.005 to 0.03 and 0.025 to 5 ppm, respectively. It induces 100% mortality of goldfish (C. auratus) at a concentration of 4 ppm. o,p'-DDT is estrogenic, increasing oviduct weight and glycogen content of chicken and Japanese quail. It enhances mammary gland differentiation and increases epithelial cell proliferation in mammary terminal end buds in pubertal female rats. o,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 o,p'-DDT have been used to control mosquito populations and prevent the spread of malaria.
| Cas No. | 789-02-6 | SDF | |
| 别名 | O,P'-滴滴涕 | ||
| Canonical SMILES | ClC1=CC=C(C(C(Cl)(Cl)Cl)C2=CC=CC=C2Cl)C=C1 | ||
| 分子式 | C14H9Cl5 | 分子量 | 354.5 |
| 溶解度 | Chloroform: Slightly Soluble | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 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 |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Preparation and Characterization of Aptamers Against o,p'-DDT
Int J Mol Sci 2020 Mar 23;21(6):2211.PMID:32210057DOI:10.3390/ijms21062211.
The compound 1,1,1-trichloro-2-(p-chlorophenyl)-2-(o-chlorophenyl) ethane (o,p'-DDT) has been identified as one of the endocrine-disrupting chemicals causing adverse effects on wildlife and even humans through bioaccumulation. Its detection has become increasingly important. We have obtained candidate aptamers binding to o,p'-DDT by a systematic evolution of ligands by exponential enrichment (SELEX) protocol. Five out of seventeen candidate sequences were selected for preliminary characterization by SYBR Green I assay. One sequence with highest fluorescence response with o,p'-DDT, designated DDT_13, was chosen for further characterization. Its dissociation constant (Kd) was determined to be 412.3 ± 124.6 nM. DDT_13 exhibited low cross-binding activities on other tested small molecules. The good bioactivities of DDT_13 were demonstrated for the analysis of spiked lake water and tap water samples. This study provides a novel o,p'-DDT-specific probe for its future applications.
Influence of o,p'-DDT on MUC5AC expression via regulation of NF-κB/AP-1 activation in human lung epithelial cells
J Toxicol Environ Health A 2021 Oct 18;84(20):836-845.PMID:34167450DOI:10.1080/15287394.2021.1944943.
o,p'-Dichlorodiphenyltrichloroethane (o,p'-DDT) is a representative endocrine disruptor, and exposure to o,p'-DDT may produce immune disorders and inflammation, leading to various diseases such as cancer. Chronic airway inflammation is characterized by excessive mucus secretion resulting in chronic obstructive pulmonary disease (COPD). Mucin 5AC (MUC5AC), one of the mucus genes, plays an important role in mucus secretion and inflammation in the airways. The aim of this study was to examine the effects of o,p'-DDT on the regulation of MUC5AC expression in human lung epithelial A549 cell line. o,p'-DDT increased mRNA levels and the promoter activity of MUC5AC. Transient transfection with mutation promoter constructs of MUC5AC demonstrated that nuclear factor kappa-b (NF-κB) and activator protein 1(AP-1) response elements were essential for the consequences of o,p'-DDT on MUC5AC expression. In addition, o,p'-DDT induced phosphorylation of ERK, JNK, p38, and Akt, which are involved in the regulation of MUC5AC expression. It is noteworthy that inhibitors of NF-κB, AP-1, Akt, and MAPKs blocked enhanced o,p'-DDT-induced MUC5AC mRNA expression. Data indicate that o,p'-DDT increase in NF-κB, and AP-1 transcriptional activation-dependent MUC5AC expression is associated with stimulation of Akt and MAPK signaling pathways in A549 cells.
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.
Quercetin protects human liver cells from o,p'-DDT-induced toxicity by suppressing Nrf2 and NADPH oxidase-regulated ROS production
Food Chem Toxicol 2022 Mar;161:112849.PMID:35122929DOI:10.1016/j.fct.2022.112849.
Epidemiologic studies have revealed that Dichlorodiphenyltrichloroethane (DDT) and its metabolites are associated with liver diseases. However, there has been little emphasis on the mechanism underlying liver toxicity of o,p'-DDT and relevant effective inhibitors investigation. This study indicated o,p'-DDT exposure significantly decreased cell viability and promoted lactate dehydrogenase (LDH) release based on the investigation of cytotoxicity by trypan blue exclusion counts, MTT, and lactate dehydrogenase (LDH) assays. Comet, micronuclei, and DNA-protein crosslinks (DPC) assays demonstrated o,p'-DDT exposure increased the comet parameters, micronuclei frequency, and DPC coefficient. Meanwhile, we found o,p'-DDT induced mitochondria-dependent apoptosis, which is characterized by the loss of mitochondrial membrane potential (Δψm), decreased Bcl-2 expression, and increased protein levels of Bax, cytochrome c, activated-caspase-9, and activated-caspase-3. Furthermore, o,p'-DDT induced reactive oxygen species (ROS) overproduction, decreased the protein levels of nuclear factor erythroid-derived 2-like 2 (Nrf2) in the nuclear, and enhanced the expression of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase. However, quercetin treatment significantly antagonized o,p'-DDT-induced cytotoxicity, genotoxicity, and apoptosis as well as effects on ROS, Nrf2, and NADPH oxidase. Taken together, these findings suggested quercetin could alleviate o,p'-DDT-induced toxicity in HL-7702 cells via inhibiting ROS production, which is modulated by down-regulating nuclear Nrf2 levels and NADPH oxidase expression.
Comparative thyroid disruption by o,p'-DDT and p,p'-DDE in zebrafish embryos/larvae
Aquat Toxicol 2019 Nov;216:105280.PMID:31518776DOI:10.1016/j.aquatox.2019.105280.
1,1-Trichloro-2-(p-chlorophenyl)-2-(o-chlorophenyl) ethane (o,p'-DDT) and 1,1-dichloro-2,2-bis (p-chlorophenyl)-ethylene (p,p'-DDE) cause thyroid disruption, but the underlying mechanisms of these disturbances in fish remain unclear. To explore the potential mechanisms of thyroid dysfunction caused by o,p'-DDT and p,p'-DDE, thyroid hormone and gene expression levels in the hypothalamic-pituitary-thyroid (HPT) axis were measured, and the developmental toxicity were recorded in zebrafish larvae. Zebrafish embryos/larvae were exposed to o,p'-DDT (0, 0.28, 2.8, and 28 nM; or 0, 0.1, 1, and 10 μg/L) and p,p'-DDE (0, 1.57, 15.7, and 157 nM; or 0, 0.5, 5, and 50 μg/L) for 7 days. The genes related to thyroid hormone synthesis (crh, tshβ, tg, nis and tpo) and thyroid development (nkx2.1 and pax8) were up-regulated in both the o,p'-DDT and p,p'-DDE exposure groups. Zebrafish embryos/larvae exposed to o,p'-DDT showed significantly increased total whole-body T4 and T3 levels, with the expression of ugt1ab and dio3 being significantly down-regulated. However, the p,p'-DDE exposure groups showed significantly lowered whole-body total T4 and T3 levels, which were associated with up-regulation and down-regulation expression of the expression of dio2 and ugt1ab, respectively. Interestingly, the ratio of T3 to T4 was significantly decreased in the o,p'-DDT (28 nM) and p,p'-DDE (157 nM) exposure groups, suggesting an impairment of thyroid function. In addition, reduced survival rates and body lengths and increased malformation rates were recorded after treatment with either o,p'-DDT or p,p'-DDE. In summary, our study indicates that the disruption of thyroid states was different in response to o,p'-DDT and p,p'-DDE exposure in zebrafish larvae.