| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 50mg |
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| 100mg |
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| Targets |
N-Hydroxypipecolic acid targets the plant immune signaling pathway. It acts as a critical metabolic regulator of systemic acquired resistance (SAR) in Arabidopsis. The mode of action involves direct induction of SAR gene expression, signal amplification, and priming for enhanced defense responses. It coordinates with salicylic acid to establish systemic acquired resistance.
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| ln Vitro |
In order to ensure improved plant immunity, N-hydroxypicolic acid (NHP) works through a variety of mechanisms in SAR, including direct sensing of SAR gene expression, signal amplification, the start of heightened defensive activation, and positive responses to salicylic acid signals. In order to produce NHP, monooxygenase 1 (FMO1) operates downstream of Pip by foaming Pip[1][3].
In vitro, N-hydroxypipecolic acid is used to study plant immune signaling. Flavin-dependent monooxygenase converts pipecolic acid (Pip) to N-hydroxypipecolic acid (NHP), which functions as a critical metabolic regulator of SAR. The compound's activity is assessed by measuring its ability to induce SAR gene expression and prime defense responses in plant cells. |
| ln Vivo |
In vivo, N-hydroxypipecolic acid plays a key role in systemic acquired resistance (SAR) and, to a lesser extent, in basal resistance in plants. It is a mobile metabolite that orchestrates SAR establishment. The compound coordinates with the immune signal salicylic acid to establish systemic acquired resistance. It is used in plant biology research to study immune signaling pathways.
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| Enzyme Assay |
In vitro assays for N-hydroxypipecolic acid are performed using plant cell cultures or leaf tissues. The compound's ability to induce SAR marker gene expression is measured by qRT-PCR. Its effects on plant defense responses are assessed by measuring the production of reactive oxygen species (ROS) and the expression of defense-related genes. The compound's role as a mobile metabolite is studied using grafting experiments.
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| Cell Assay |
In vitro cellular studies are conducted using plant cell cultures. Cells are treated with N-hydroxypipecolic acid at various concentrations. SAR marker gene expression is measured by qRT-PCR. Defense responses such as ROS production and callose deposition are assessed. The compound's effects on plant immune signaling pathways are analyzed.
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| Animal Protocol |
In vivo animal experiments are not applicable for N-hydroxypipecolic acid, as it is a plant metabolite and SAR regulator. It is not a drug and is not administered to animals for therapeutic purposes. Its study is confined to plant biology and agricultural research.
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| ADME/Pharmacokinetics |
N-Hydroxypipecolic acid has a molecular formula of C6H11NO3 and a molecular weight that corresponds to its structure. It is also known as 1-Hydroxy-2-piperidinecarboxylic acid. For storage, it should be kept at -20°C, protected from light and moisture. The compound is supplied with high purity for research purposes. It is a plant metabolite and SAR regulator.
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| Toxicity/Toxicokinetics |
As a plant metabolite, N-hydroxypipecolic acid is not intended for human use. Its toxicological profile is not relevant for human exposure, as it is a plant compound. Standard laboratory safety precautions should be followed when handling it. Its effects are related to its role in plant immunity.
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| References |
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| Additional Infomation |
N-Hydroxypiperidine acid is an N-hydroxy-α-amino acid produced by the N-hydroxylation of the amino group of piperidine carboxylic acid (piperidine acid). It is an N-hydroxy-α-amino acid and also a piperidine monocarboxylic acid. Its function is related to that of piperidine acid.
N-Hydroxypipecolic acid is also known as NHP and 1-Hydroxy-2-piperidinecarboxylic acid. It is a plant metabolite and a systemic acquired resistance (SAR) regulator. It orchestrates SAR establishment in concert with the immune signal salicylic acid. The compound plays a key role in plant immunity and is used in plant biology research. |
| Molecular Formula |
C6H11NO3
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| Molecular Weight |
145.15644
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| Exact Mass |
145.074
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| CAS # |
115819-92-6
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| Related CAS # |
N-Hydroxypipecolic acid potassium;2253632-01-6
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| PubChem CID |
269025
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| Appearance |
White to off-white solid powder
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| LogP |
0.252
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
10
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| Complexity |
137
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C1CCN(C(C1)C(=O)O)O
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| InChi Key |
SEWARTPIJFHCRP-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C6H11NO3/c8-6(9)5-3-1-2-4-7(5)10/h5,10H,1-4H2,(H,8,9)
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| Chemical Name |
1-hydroxypiperidine-2-carboxylic acid
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
H2O : ~50 mg/mL (~344.45 mM)
DMSO : ~25 mg/mL (~172.22 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (14.33 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (14.33 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (14.33 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.8890 mL | 34.4448 mL | 68.8895 mL | |
| 5 mM | 1.3778 mL | 6.8890 mL | 13.7779 mL | |
| 10 mM | 0.6889 mL | 3.4445 mL | 6.8890 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.