3-Indoleacetic acid (Indole-3-acetic acid)
(Synonyms: 3-吲哚乙酸; Indole-3-acetic acid; 3-IAA) 目录号 : GC33436
3-吲哚乙酸（Indole-3-乙酸）（Indole-3-乙酸）是生长素类中最常见的天然植物生长激素。
Cas No.:87-51-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Indole-3-acetic acid (3-Indoleacetic acid; IAA) is the most common natural plant growth hormone of the auxin class. It can be added to cell culture medium to induce plant cell elongation and division.
| Cas No. | 87-51-4 | SDF | |
| 别名 | 3-吲哚乙酸; Indole-3-acetic acid; 3-IAA | ||
| Canonical SMILES | OC(CC1=CNC2=C1C=CC=C2)=O | ||
| 分子式 | C10H9NO2 | 分子量 | 175.18 |
| 溶解度 | DMSO : ≥ 30 mg/mL (171.25 mM) | 储存条件 | Store at RT |
| 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 | 5.7084 mL | 28.5421 mL | 57.0841 mL |
| 5 mM | 1.1417 mL | 5.7084 mL | 11.4168 mL |
| 10 mM | 0.5708 mL | 2.8542 mL | 5.7084 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。
Indole-3-acetic acid biosynthesis and its regulation in plant-associated bacteria
Appl Microbiol Biotechnol 2020 Oct;104(20):8607-8619.PMID:32875364DOI:10.1007/s00253-020-10869-5.
Numerous studies have reported the stimulation of plant growth following inoculation with an IAA-producing PGPB. However, the specific mode of IAA production by the PGPB is rarely elucidated. In part, this is due to the overwhelming complexity of IAA biosynthesis and regulation. The promiscuity of the enzymes implicated in IAA biosynthesis adds another element of complexity when attempting to decipher their role in IAA biosynthesis. To date, the majority of research on IAA biosynthesis describes three separate pathways classified in terms of their intermediates-indole acetonitrile (IAN), indole acetamide (IAM), and indole pyruvic acid (IPA). Each of these pathways is mediated by a set of enzymes, many of which are traditionally assumed to exist for that specific catalytic role. This lends the possibility of missing other, novel, enzymes that may also incidentally serve that function. Some of these pathways are constitutively expressed, while others are inducible. Some enzymes involved in IAA biosynthesis are known to be regulated by IAA or by IAA precursors, as well as by a multitude of environmental cues. This review aims to provide an update to our current understanding of the biosynthesis and regulation of IAA in bacteria. KEY POINTS: • IAA produced by PGPB improves bacterial stress tolerance and promotes plant growth. • Bacterial IAA biosynthesis is convoluted; multiple interdependent pathways. • Biosynthesis of IAA is regulated by IAA, IAA-precursors, and environmental factors.
Auxin biosynthesis and storage forms
J Exp Bot 2013 Jun;64(9):2541-55.PMID:23580748DOI:10.1093/jxb/ert080.
The plant hormone auxin drives plant growth and morphogenesis. The levels and distribution of the active auxin Indole-3-acetic acid (IAA) are tightly controlled through synthesis, inactivation, and transport. Many auxin precursors and modified auxin forms, used to regulate auxin homeostasis, have been identified; however, very little is known about the integration of multiple auxin biosynthesis and inactivation pathways. This review discusses the many ways auxin levels are regulated through biosynthesis, storage forms, and inactivation, and the potential roles modified auxins play in regulating the bioactive pool of auxin to affect plant growth and development.
Indole-3-acetic acid increases the survival of brine shrimp challenged with vibrios belonging to the Harveyi clade
J Fish Dis 2023 May;46(5):477-486.PMID:36656658DOI:10.1111/jfd.13759.
Vibrios belonging to the Harveyi clade (including closely related species such as Vibrio campbellii, Vibrio harveyi and Vibrio parahaemolyticus) are important pathogens of aquatic organisms. In this study, we investigated the use of Indole-3-acetic acid to control disease caused by Harveyi clade vibrios. Indole-3-acetic acid, which can be produced by various seaweeds and microalgae, was added to the rearing water of brine shrimp larvae challenged with 12 different Harveyi clade Vibrio strains. Indole-3-acetic acid significantly decreased the virulence of 10 of the strains without any effect on their growth. The latter is important as it will minimize the selective pressure for resistance development. The survival rate of brine shrimp larvae increased from 1.2-fold to 4.8-fold upon treatment with 400 μM Indole-3-acetic acid. Additionally, Indole-3-acetic acid significantly decreased the swimming motility in 10 of the strains and biofilm formation in eight of the strains. The mRNA levels of the pirA and pirB toxin genes were decreased to 46% and 42% by Indole-3-acetic acid in the AHPND-causing strain V. parahaemolyticus M0904. Hence, our data demonstrate that Indole-3-acetic acid has the potential to be an effective virulence inhibitor to control infections in aquaculture.
Chitosan nanoparticles augmented Indole-3-acetic acid production by rhizospheric Pseudomonas monteilii
J Basic Microbiol 2022 Dec;62(12):1467-1474.PMID:35510957DOI:10.1002/jobm.202100358.
Rhizospheric Pseudomonas spp. are widely used for upgrading sustainable agriculture because of their ability to execute multifaceted plant beneficial functions. In the current study, chitosan nanoparticles (CNPs) were used to analyze their effect on plant beneficial properties of rhizospheric Pseudomonas monteilii. The CNPs were characterized by transmission electron microscopy (TEM) and dynamic light scattering (DLS) analysis. The impact of CNPs on Indole-3-acetic acid (IAA) production of P. monteilii was analyzed and quantified by spectrophotometric and confirmed high-performance liquid chromatography analysis. This revealed the beneficial effect of CNPs (1 mg/ml) by enhancing the IAA production of P. monteilii. In planta effect of varied bacterial IAA production was further demonstrated in Vigna unguiculata. Here, enhancement in shoot length (35.79 ± 0.37 cm), leaf number (7 ± 0.54), and fresh weight (3.07 ± 0.11 g) were observed in the plants treated with the culture filtrate collected from P. monteilii cultivated with 1 mg/ml CNPs. The results of the study highlight the beneficial effect of the CNPs to augment the rhizobacterial functioning by inducing the expression of plant beneficial properties.
Indole-3-acetic acid in plant-microbe interactions
Antonie Van Leeuwenhoek 2014 Jul;106(1):85-125.PMID:24445491DOI:10.1007/s10482-013-0095-y.
Indole-3-acetic acid (IAA) is an important phytohormone with the capacity to control plant development in both beneficial and deleterious ways. The ability to synthesize IAA is an attribute that many bacteria including both plant growth-promoters and phytopathogens possess. There are three main pathways through which IAA is synthesized; the indole-3-pyruvic acid, indole-3-acetamide and indole-3-acetonitrile pathways. This chapter reviews the factors that effect the production of this phytohormone, the role of IAA in bacterial physiology and in plant-microbe interactions including phytostimulation and phytopathogenesis.