Gibberellic acid
(Synonyms: 赤霉素; Gibberellin A3) 目录号 : GC38309
A plant hormone
Cas No.:77-06-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Gibberellic acid is a diterpene fungal metabolite and plant hormone that has been found in Gibberella and various plants.1 It induces production of α-amylase to stimulate seed germination in cereal grains and stimulates photo- and skoto-morphogenesis and internode elongation in Arabidopsis. Gibberellic acid (150 μg per animal) increases testicular 3β-hydroxysteroid dehydrogenase (3β-HSD) and 17β-HSD activities and testosterone levels, markers of steroidogenesis, in rats.2 Dietary administration of gibberellic acid (300 ppm) to pregnant rats increases hepatic malondialdehyde (MDA) levels, decreases catalase, superoxide dismutase (SOD), and glutathione peroxidase (GPX) activities, and reduces hepatic function in both the pregnant rats and their offspring.3 Formulations containing gibberellic acid were previously used to enhance crop growth in agriculture.
1.Gupta, R., and Chakrabarty, S.K.Gibberellic acid in plant: Still a mystery unresolvedPlant Signal. Behav.8(9)e25504(2013) 2.Premalatha, R., Jubendradass, R., Srikumar, K., et al.Gibberellic acid acts as an agonist of steroidogenesis in male ratsAndrologia46(8)902-909(2014) 3.Troudi, A., Mahjoubi Samet, A., and Zeghal, N.Hepatotoxicity induced by gibberellic acid in adult rats and their progenyExp. Toxicol. Pathol.62(6)637-642(2010)
| Cas No. | 77-06-5 | SDF | |
| 别名 | 赤霉素; Gibberellin A3 | ||
| Canonical SMILES | OC([C@H]1[C@@]([C@]23C)([H])[C@@](OC2=O)(C=C[C@@H]3O)[C@@](CC4)([H])[C@]1(C5)C[C@]4(O)C5=C)=O | ||
| 分子式 | C19H22O6 | 分子量 | 346.37 |
| 溶解度 | DMSO: 250 mg/mL (721.77 mM) | 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 | 2.8871 mL | 14.4354 mL | 28.8709 mL |
| 5 mM | 0.5774 mL | 2.8871 mL | 5.7742 mL |
| 10 mM | 0.2887 mL | 1.4435 mL | 2.8871 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。
Gibberellic acid: A Key Phytohormone for Spikelet Fertility in Rice Grain Production
Int J Mol Sci 2016 May 23;17(5):794.PMID:27223278DOI:10.3390/ijms17050794.
The phytohormone Gibberellic acid (GA) has essential signaling functions in multiple processes during plant development. In the "Green Revolution", breeders developed high-yield rice cultivars that exhibited both semi-dwarfism and altered GA responses, thus improving grain production. Most studies of GA have concentrated on germination and cell elongation, but GA also has a pivotal role in floral organ development, particularly in stamen/anther formation. In rice, GA signaling plays an important role in spikelet fertility; however, the molecular genetic and biochemical mechanisms of GA in male fertility remain largely unknown. Here, we review recent progress in understanding the network of GA signaling and its connection with spikelet fertility, which is tightly associated with grain productivity in cereal crops.
Gibberellic acid in plant: still a mystery unresolved
Plant Signal Behav 2013 Sep;8(9):e25504.PMID:23857350DOI:10.4161/psb.25504.
Gibberellic acid (GA), a plant hormone stimulating plant growth and development, is a tetracyclic di-terpenoid compound. GAs stimulate seed germination, trigger transitions from meristem to shoot growth, juvenile to adult leaf stage, vegetative to flowering, determines sex expression and grain development along with an interaction of different environmental factors viz., light, temperature and water. The major site of bioactive GA is stamens that influence male flower production and pedicel growth. However, this opens up the question of how female flowers regulate growth and development, since regulatory mechanisms/organs other than those in male flowers are mandatory. Although GAs are thought to act occasionally like paracrine signals do, it is still a mystery to understand the GA biosynthesis and its movement. It has not yet confirmed the appropriate site of bioactive GA in plants or which tissues targeted by bioactive GAs to initiate their action. Presently, it is a great challenge for scientific community to understand the appropriate mechanism of GA movement in plant's growth, floral development, sex expression, grain development and seed germination. The appropriate elucidation of GA transport mechanism is essential for the survival of plant species and successful crop production.
Stereoselective Synthesis and Application of Gibberellic Acid-Derived Aminodiols
Int J Mol Sci 2022 Sep 8;23(18):10366.PMID:36142293DOI:10.3390/ijms231810366.
A series of gibberellic acid-based aminodiols was designed and synthesized from commercially available Gibberellic acid. Exposure of Gibberellic acid to hydrochloric acid under reflux conditions resulted in aromatization followed by rearrangement to form allo-gibberic acid. The key intermediate, ethyl allo-gibberate, was prepared according to literature methods. Epoxidation of key intermediate and subsequent ring-opening of the corresponding epoxide with different nucleophiles resulted in N-substituted aminodiols. The regioselective ring closure of N-benzyl-substituted aminodiol with formaldehyde was also investigated. All aminodiol derivatives were well characterized using modern spectroscopic techniques and evaluated for their antiproliferative activity against a panel of human cancer cell lines. In addition, structure-activity relationships were examined by assessing substituent effects on the aminodiol systems. The results indicated that aminodiols containing aromatic rings on their nitrogen substituents displayed significant cytotoxic effects. Among these agents, N-naphthylmethyl-substituted aminodiols were found to be the most potent candidates in this series. One of these molecules exhibited a modest cancer selectivity determined by non-cancerous fibroblast cells. A docking study was also made to exploit the observed results.
Gibberellic acid and cGMP-dependent transcriptional regulation in Arabidopsis thaliana
Plant Signal Behav 2010 Mar;5(3):224-32.PMID:20118660DOI:10.4161/psb.5.3.10718.
An ever increasing amount of transcriptomic data and analysis tools provide novel insight into complex responses of biological systems. Given these resources we have undertaken to review aspects of transcriptional regulation in response to the plant hormone Gibberellic acid (GA) and its second messenger guanosine 3',5'-cyclic monophosphate (cGMP) in Arabidopsis thaliana, both wild type and selected mutants. Evidence suggests enrichment of GA-responsive (GARE) elements in promoters of genes that are transcriptionally upregulated in response to cGMP but downregulated in a GA insensitive mutant (ga1-3). In contrast, in the genes upregulated in the mutant, no enrichment in the GARE is observed suggesting that GARE motifs are diagnostic for GA-induced and cGMP-dependent transcriptional upregulation. Further, we review how expression studies of GA-dependent transcription factors and transcriptional networks based on common promoter signatures derived from ab initio analyses can contribute to our understanding of plant responses at the systems level.
Understanding Gibberellic acid signaling--are we there yet?
Curr Opin Plant Biol 2008 Feb;11(1):9-15.PMID:18077204DOI:10.1016/j.pbi.2007.10.011.
The phytohormone Gibberellic acid (GA) controls important aspects of plant growth such as seed germination, elongation growth, and flowering. The key components of the GA signaling pathway have been identified over the past 10 years. The current view is that GA binds to a soluble GID1 receptor, which interacts with the DELLA repressor proteins in a GA-dependent manner and thereby induces DELLA protein degradation via the E3 ubiquitin ligase SCF(GID2/SLY1). GA-dependent growth responses can generally be correlated with and be explained by changes in DELLA repressor abundance, where the DELLA repressor exerts a growth restraint that is relieved upon its degradation. However, it is obvious that other mechanisms must exist that control the activity of this pathway. This review discusses recent advances in the understanding of GA signaling, of its homeostasis, and of its cross-talk with other signaling pathways.