N-Hydroxypipecolic acid
Based on 6 publication(s) in Google Scholar
N-Hydroxypipecolic acid (1-Hydroxy-2-piperidinecarboxylic acid), a plant metabolite and a systemic acquired resistance (SAR) regulator, orchestrates SAR establishment in concert with the immune signal salicylic acid. N-Hydroxypipecolic acid accumulates systemically in the plant foliage in response to pathogen attack. N-Hydroxypipecolic acid induces SAR to bacterial and oomycete infection.
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- Pureté: 98.0%
- CAS No.: 115819-92-6
- Formule: C6H11NO3
- Masse moléculaire:145.16
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Stockage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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Solvant et solubilité
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Publications Citing Use of MedChemExpress (MCE) N-Hydroxypipecolic acid
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Activité biologique
The mode of action of N-Hydroxypipecolic acid (NHP) in SAR involves direct induction of SAR gene expression, signal amplification, priming for enhanced defense activation and positive interplay with salicylic acid signaling to ensure elevated plant immunity. Flavin-dependent-monooxygenase1 (FMO1) functions downstream of Pip by hydroxylating Pip to generate NHP[1][3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 115819-92-6
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Appearance Solid
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Masse moléculaire 145.16
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Formule C6H11NO3
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Color White to light yellow
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SMILES
O=C(C1N(O)CCCC1)O
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Synonyms
1-Hydroxy-2-piperidinecarboxylic acid; NHP
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Publications (6)
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Journal Impact Factor
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Most Recent
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Nat Plants
A root-based N-hydroxypipecolic acid standby circuit to direct immunity and growth of Arabidopsis shoots. [Abstract]2025 Aug;11(8):1658-1669. PMID: 40696005 -
Sci China Life Sci
Promotion of Arabidopsis immune responses by a rhizosphere fungus via supply of pipecolic acid to plants and selective augment of phytoalexins. [Abstract]2023 May;66(5):1119-1133. PMID: 36449213 -
Plant Physiol
2025 Oct 23:kiaf536. PMID: 41131670 -
Plant J
Warm temperature suppresses plant systemic acquired resistance by intercepting N-hydroxypipecolic acid biosynthesis. [Abstract]2025 Aug;123(3):e70374. PMID: 40758777 -
Int J Mol Sci
Local Application of Acibenzolar- S-Methyl Treatment Induces Antiviral Responses in Distal Leaves of Arabidopsis thaliana. [Abstract]2024 Feb 2;25(3):1808. PMID: 38339085 -
Life
UGT76B1 and 41 Additional Arabidopsis UDP-Glycosyltransferases Show No Detectable In Vitro Glycosylation Activity Toward N-Hydroxypipecolic Acid. [Abstract]2026 Jun 12;16(6):992. PMID: 42355518
Solvant et solubilité
H2O : 50 mg/mL (344.45 mM; Need ultrasonic)
DMSO : 25 mg/mL (172.22 mM; ultrasonic and warming and heat to 80°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.08 mg/mL (14.33 mM); Clear solution
This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.08 mg/mL (14.33 mM); Clear solution
This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Working solution concentration: 0.22 mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
Pureté et documentation
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Fiche technique (276 KB)
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SDS (393 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Shan L, et al. Pipped at the Post: Pipecolic Acid Derivative Identified as SAR Regulator. Cell. 2018 Apr 5;173(2):286-287. [Content Brief]
[2]. Ádám AL, et al. Signals of Systemic Immunity in Plants: Progress and Open Questions. Int J Mol Sci. 2018 Apr 10;19(4). pii: E1146. [Content Brief]
[3]. Hartmann M, et al. N-hydroxypipecolic acid and salicylic acid: a metabolic duo for systemic acquired resistance. Curr Opin Plant Biol. 2019 Aug;50:44-57. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO / H2O | 1 mM | 6.8889 mL | 34.4447 mL | 68.8895 mL | 172.2237 mL |
| 5 mM | 1.3778 mL | 6.8889 mL | 13.7779 mL | 34.4447 mL | |
| 10 mM | 0.6889 mL | 3.4445 mL | 6.8889 mL | 17.2224 mL | |
| 15 mM | 0.4593 mL | 2.2963 mL | 4.5926 mL | 11.4816 mL | |
| 20 mM | 0.3444 mL | 1.7222 mL | 3.4445 mL | 8.6112 mL | |
| 25 mM | 0.2756 mL | 1.3778 mL | 2.7556 mL | 6.8889 mL | |
| 30 mM | 0.2296 mL | 1.1482 mL | 2.2963 mL | 5.7408 mL | |
| 40 mM | 0.1722 mL | 0.8611 mL | 1.7222 mL | 4.3056 mL | |
| 50 mM | 0.1378 mL | 0.6889 mL | 1.3778 mL | 3.4445 mL | |
| 60 mM | 0.1148 mL | 0.5741 mL | 1.1482 mL | 2.8704 mL | |
| 80 mM | 0.0861 mL | 0.4306 mL | 0.8611 mL | 2.1528 mL | |
| 100 mM | 0.0689 mL | 0.3444 mL | 0.6889 mL | 1.7222 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
N-Hydroxypipecolic acid Related Classifications
HY-N7378 Related Classifications
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