1-Naphthaleneacetic acid (1-Naphthylacetic acid)
(Synonyms: 1-萘乙酸; 1-Naphthylacetic acid) 目录号 : GC33457
1-Naphthaleneacetic acid (α-Naphthaleneacetic acid) is a synthetic plant hormone in the auxin family.
Cas No.:86-87-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1-Naphthaleneacetic acid (α-Naphthaleneacetic acid) is a synthetic plant hormone in the auxin family.
| Cas No. | 86-87-3 | SDF | |
| 别名 | 1-萘乙酸; 1-Naphthylacetic acid | ||
| Canonical SMILES | OC(CC1=CC=CC2=C1C=CC=C2)=O | ||
| 分子式 | C12H10O2 | 分子量 | 186.21 |
| 溶解度 | DMSO : ≥ 100 mg/mL (537.03 mM);Water : < 0.1 mg/mL (insoluble) | 储存条件 | Store at 2-8°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 | 5.3703 mL | 26.8514 mL | 53.7028 mL |
| 5 mM | 1.0741 mL | 5.3703 mL | 10.7406 mL |
| 10 mM | 0.537 mL | 2.6851 mL | 5.3703 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。
Coumarin-Caged Compounds of 1-Naphthaleneacetic acid as Light-Responsive Controlled-Release Plant Root Stimulators
J Agric Food Chem 2020 Jun 10;68(23):6268-6279.PMID:32396350DOI:10.1021/acs.jafc.0c00138.
Six coumarin-caged compounds of 1-Naphthaleneacetic acid (NAA) comprising different substituents on the coumarin moiety were synthesized and evaluated for their photophysical and chemical properties as light-responsive controlled-release plant root stimulators. The 1H NMR and HPLC techniques were used to verify the release of NAA from the caged compounds. After irradiation at 365 nm, the caged compounds exhibited the fastest release rate at t1/2 of 6.7 days and the slowest release rate at t1/2 of 73.7 days. Caged compounds at high concentrations (10-5 and 10-6 M) significantly stimulate secondary root germination while free NAA at the same level is toxic and leads to inhibition of secondary root germination. The cytotoxicity of the caged compounds against fibroblasts and vero cells were evaluated, and the results suggested that, at 10-5-10-6 M, caged compounds exhibited no significant cytotoxicity to the cells. Thus, the caged compounds of NAA in this study could be of great benefit as efficient agrochemicals.
Polar transport of 1-Naphthaleneacetic acid determines the distribution of flower buds on explants of tobacco
Plant Physiol 1988 Nov;88(3):752-6.PMID:16666378DOI:10.1104/pp.88.3.752.
Upon addition of 1-Naphthaleneacetic acid (1-NAA) and benzylaminopurine, flower buds developed on explants from flower stalks of Nicotiana tabacum L. cv Samsun cultured in vitro. At low concentrations of 1-NAA, buds emerged mainly at the basal edge, whereas at high concentrations they developed on the remaining surface. The optimum concentrations for the two groups of buds were 0.45 micromolar and 2.2 micromolar, respectively, and the shapes of the concentration versus response curves were similar. The level of benzylaminopurine in the medium affected neither the shape nor the optimum concentration of these curves. The distribution of the buds over the explants was shown to be caused by polar auxin transport, leading to accumulation at the basal side. First, in the presence of the inhibitors 2,3,5-triiodobenzoic acid and 1-naphthylphthalamic acid, both groups of buds had the same optimum concentration of 1 micromolar 1-NAA. Second, after 6 hours of culture applied 1-NAA had accumulated in the basal part of the explant. In the presence of 1-naphthylphthalamic acid, no transport or accumulation of applied 1-NAA occurred.
Simultaneous determination of plant growth regulators 1-Naphthylacetic acid and 2-naphthoxyacetic acid in fruit and vegetable samples by room temperature phosphorescence
Phytochem Anal 2012 May-Jun;23(3):214-21.PMID:21805518DOI:10.1002/pca.1345.
Introduction: 1-Naphthylacetic and 2-naphthoxyacetic acids belong to the synthetic branch of auxins. Auxins have attracted considerable interest as a subject of study by virtue of their biological and physiological significance. Their broad use as plant growth regulators has raised the need for simple, rapid, sensitive and selective analytical methods for their determination in real samples. Objective: The primary aim of this work was to develop an analytical method for the simultaneous determination of 1-Naphthylacetic acid and 2-naphthoxyacetic acid in commercial technical formulations, tomato and various fruit types (apple, strawberry, orange and plum) by room temperature phosphorescence. Methodology: Filtrated solutions of aqueous slurries from ecological fruit and tomato samples are acidified and then extracted with dichloromethane. Once the solvent is evaporated, the dried residue is dissolved in sodium dodecyl sulphate (a micellar agent), and supplied with thallium (I) nitrate as an external heavy atom source and sodium sulphite as deoxygenation agent to enhance the ensuing phosphorescence. Results: The broad-band overlapping spectra for the two analytes were resolved by first- and second-derivative phosphorescence spectrometry. Zero-crossing measurements at 488.5 nm in the first-derivative spectrum and 469.5 nm in the second derivative spectrum exhibited a linear dependence on the 2-naphthoxyacetic acid and 1-Naphthylacetic acid concentration, respectively. The detection limits as determined in accordance with the error propagation theory were 11.5 ng/mL for 1-Naphthylacetic acid and 15.6 ng/mL for 2-naphthoxyacetic acid. Conclusion: The proposed method affords the determination of 1-Naphthylacetic acid and 2-naphthoxyacetic acid in real samples with near-quantitative recoveries from agricultural products.
Short-term toxicity of 1-Naphthaleneacetic acid in rats
Toxicology 1976 Mar;5(3):371-8.PMID:1265775DOI:10.1016/0300-483x(76)90055-x.
In a 90-day feeding study, 4 groups of 10 male and 10 female rats received in the diet 0,200, 1000 and 5000 ppm 1-Naphthaleneacetic acid (1-NAA). Growth and food intake was reduced significantly only in males on 5000 ppm. Haematological examination yielded essentially negative results except for a non-significant reduction at the 1000 and 5000 ppn levels in the leucocyte count, mainly due to a reduction in neutrophils. No significant effects were observed in the renal concentration test, urinalysis, renal histochemistry or histology of a wide range of organs at any level of 1-NAA tested. Increased relative weights of thyroid, testes, brain and liver were confined to the 5000 ppm level. The increase in relative liver weight was not accompanied by histological liver damage and was associated with elevated liver microsomal enzyme activity. The loss of glucose 6-phosphatase (G6Pase) and increase in glucose 6-phosphate dehydrogenase (G6PDH) seen histochemically in the centrilobular region of the liver in males on 5000 ppm, accompanied by glycogen depletion in the liver, could however be indicative of liver damage. On the basis of conventional criteria, a no-effect level of 1000 ppm would have been indicated by this study but in view of liver glycogen depletion at all levels tested a no-effect level was not established.
Determination and study on dissipation of 1-Naphthylacetic acid in garlic and soil using high performance liquid chromatography-tandem mass spectrometry
Food Chem Toxicol 2011 Nov;49(11):2869-74.PMID:21864633DOI:10.1016/j.fct.2011.08.009.
A simple, quick and reliable analytical method for the determination of 1-Naphthylacetic acid in garlic and soil has been developed in this study. The residual levels and dissipation rates of 1-Naphthylacetic acid in garlic and soil were determined by high performance liquid chromatography-tandem mass spectroscopy (HPLC-MS/MS). The limit of quantification (LOQ) of the developed method was 0.005 mg/kg. The half-lives of 1-Naphthylacetic acid in garlic plants and soil were 0.80-1.4 days and 0.94-2.0 days, respectively. The final residues of 1-Naphthylacetic acid in garlic, garlic sprout and soil could not be detected and were all below 0.05 mg/kg (the MRL of EU). Results of the ultimate residues in garlic and soil showed that this pesticide is safe to be used under the recommended dosages.