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2,4-D (2,4-Dichlorophenoxyacetic acid) Sale

(Synonyms: 2,4-二氯苯氧乙酸,2,4-Dichlorophenoxyacetic acid) 目录号 : GC60459

A plant growth regulator

2,4-D (2,4-Dichlorophenoxyacetic acid)  Chemical Structure

Cas No.:94-75-7

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥495.00
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500mg
¥450.00
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产品描述

2,4-Dichlorophenoxy acetic acid is a synthetic auxin, a class of plant growth regulators, that is often used as a supplement in plant cell culture media. It is also an active ingredient in herbicides that controls root elongation and cell production by disrupting the actin cytoskeleton.1

1.Rahman, A., Bannigan, A., Sulaman, W., et al.Auxin, actin and growth of the Arabidopsis thaliana primary rootPlant J.50514-528(2007)

Chemical Properties

Cas No. 94-75-7 SDF
别名 2,4-二氯苯氧乙酸,2,4-Dichlorophenoxyacetic acid
Canonical SMILES O=C(O)COC1=CC=C(Cl)C=C1Cl
分子式 C8H6Cl2O3 分子量 221.04
溶解度 DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 4.5241 mL 22.6203 mL 45.2407 mL
5 mM 0.9048 mL 4.5241 mL 9.0481 mL
10 mM 0.4524 mL 2.262 mL 4.5241 mL
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Research Update

Insight into the mode of action of 2,4-Dichlorophenoxyacetic acid (2,4-D) as an herbicide

J Integr Plant Biol 2014 Feb;56(2):106-13.PMID:24237670DOI:10.1111/jipb.12131.

2,4-Dichlorophenoxyacetic acid (2,4-D) was the first synthetic herbicide to be commercially developed and has commonly been used as a broadleaf herbicide for over 60 years. It is a selective herbicide that kills dicots without affecting monocots and mimics natural auxin at the molecular level. Physiological responses of dicots sensitive to auxinic herbicides include abnormal growth, senescence, and plant death. The identification of auxin receptors, auxin transport carriers, transcription factors response to auxin, and cross-talk among phytohormones have shed light on the molecular action mode of 2,4-D as a herbicide. Here, the molecular action mode of 2,4-D is highlighted according to the latest findings, emphasizing the physiological process, perception, and signal transduction under herbicide treatment.

Microbial degradation of 2,4-Dichlorophenoxyacetic acid: Insight into the enzymes and catabolic genes involved, their regulation and biotechnological implications

Crit Rev Microbiol 2016;42(2):194-208.PMID:25058513DOI:10.3109/1040841X.2014.917068.

A considerable progress has been made to understand the mechanisms of biodegradation of 2,4-Dichlorophenoxyacetic acid (2,4-D). 2,4-D biodegradation pathway has been elucidated in many microorganisms including Cupriavidus necator JMP134 (previously known as Wautersia eutropha, Ralstonia eutropha and Alcaligenes eutrophus) and Pseudomonas strains. It generally involves the side chain removal of 2,4-D by α-ketoglutarate-dependent 2,4-D dioxygenase (tfdA) to form 2,4-dichlorophenol (2,4-DCP); hydroxylation of 2,4-DCP by 2,4-DCP hydroxylase (tfdB) to form dichlorocatechol; ortho or meta cleavage of dichlorocatechol by chlorocatechol 1,2-dioxygenase (tfdC) to form 2,4-dichloro-cis,cis-muconate; conversion of 2,4-dichloro-cis,cis-muconate to 2-chlorodienelactone by chloromuconate cycloisomerase (tfdD); conversion of 2-chlorodienelactone to 2-chloromaleylacetate by chlorodienelactone hydrolase (tfdE) and, finally, conversion of 2-chloromaleylacetate to 3-oxoadepate via maleylacetate by chloromaleylacetate reductase and maleylacetate reductase (tfdF), respectively, which is funnelled to the tricarboxylic acid cycle. The latest review on microbial breakdown of 2,4-D, other halogenated aromatic pesticides, and related compounds was compiled by Haggblom, however, a considerable progress has been made in this area of research since then. Thus, this review focuses on the recent advancement on 2,4-D biodegradation, the enzymes, and genes involved and their biotechlogical implications.

Adsorption mechanism of 2,4-Dichlorophenoxyacetic acid onto nitric-acid-modified activated carbon fiber

Environ Technol 2018 Apr;39(7):895-906.PMID:28379070DOI:10.1080/09593330.2017.1316318.

Adsorption by carbon materials is one of the relatively fast methods in present research, which is widely used in emergency events. Activated carbon fiber (ACF) modified by nitric acid (N-ACF) was studied in this research to determine the adsorption performance for 2,4-Dichlorophenoxyacetic acid (2,4-D). Subsequently, influence factors, adsorption isotherm models, kinetics and thermodynamic were investigated in a batch system to realize this adsorption. Experimental results showed that ACF modified by 0.1M nitric acid had a better removal ability than 2,4-D. Removal rate of 2,4-D by N-ACF was greatly influenced by pH with the optimum pH at 2. The superiority of the Langmuir isotherm model in describing the adsorption equilibrium was revealed by correlation coefficients R2 (R2 ≥ 0.997). Furthermore, adsorption kinetics was well described by pseudo-second-order model. The results of thermodynamic showed that adsorption was a spontaneous, endothermic process with randomness increasing. Additionally, surface structure properties of adsorbent were characterized by Scanning electron microscopy, Fourier transform infrared spectroscopy, Specific surface area analysis of Brunauer, Emmett and Teller and Boehm's titration. It turned out that the micropore structure and functional groups on N-ACF all can contribute to the removal of 2,4-D.

Preparation of UiO-66-NH2 and UiO-66-NH2/sponge for adsorption of 2,4-Dichlorophenoxyacetic acid in water

Ecotoxicol Environ Saf 2020 May;194:110440.PMID:32169729DOI:10.1016/j.ecoenv.2020.110440.

MOFs are usually used as efficient adsorbents to remove specific pollutants in water. However, because of their poor water stability relatively small particle size, their application in adsorbing and removing pollutants from water is limited. In this paper, with nitrile rubber sponge as the substrate, UiO-66-NH2/sponge composites were firstly in-situ synthesized and systematically evaluated UiO-66-NH2 as an adsorbent to remove 2,4-Dichlorophenoxyacetic acid from water. This composite could not only remain the adsorption capacity for 2,4-Dichlorophenoxyacetic acid of UiO-66-NH2, but also was much more convenient for separation after the adsorption compared to UiO-66-NH2. In addition, the mechanism of the adsorption of UiO-66-NH2 for 2,4-Dichlorophenoxyacetic acid were discussed in detail. Electrostatic interaction between UiO-66-NH2 and 2,4-Dichlorophenoxyacetic acid was the main adsorption mechanism. The adsorption was mainly suitable for Langmuir isotherm models, and its maximum adsorption capacity of 2,4-Dichlorophenoxyacetic acid was 72.99 mg g-1.

2,4-dichlorophenoxyacetic acid-induced oxidative stress: Metabolome and membrane modifications in Umbelopsis isabellina, a herbicide degrader

PLoS One 2018 Jun 22;13(6):e0199677.PMID:29933393DOI:10.1371/journal.pone.0199677.

The study reports the response to herbicide of the 2,4-Dichlorophenoxyacetic acid (2,4-D)-degrading fungal strain Umbelopsis isabellina. A comparative analysis covered 41 free amino acids as well as 140 lipid species of fatty acids, phospholipids, acylglycerols, sphingolipids, and sterols. 2,4-D presence led to a decrease in fungal catalase activity, associated with a higher amount of thiobarbituric acid-reactive substances (TBARS). Damage to cells treated with the herbicide resulted in increased membrane permeability and decreased membrane fluidity. Detailed lipidomic profiling showed changes in the fatty acids composition such as an increase in the level of linoleic acid (C18:2). Moreover, an increase in the phosphatidylethanolamine/phosphatidylcholine ratio was observed. Analysis of fungal lipid profiles revealed that the presence of 2,4-D was accompanied by the accumulation of triacylglycerols, a decrease in ergosterol content, and a considerable rise in the level of sphingolipid ceramides. In the exponential phase of growth, increased levels of leucine, glycine, serine, asparagine, and hydroxyproline were found. The results obtained in our study confirmed that in the cultures of U. isabellina oxidative stress was caused by 2,4-D. The herbicide itself forced changes not only to membrane lipids but also to neutral lipids and amino acids, as the difference of tested compounds profiles between 2,4-D-containing and control samples was consequently lower as the pesticide degradation progressed. The presented findings may have a significant impact on the basic understanding of 2,4-D biodegradation and may be applied for process optimization on metabolomic and lipidomic levels.