12-Hydroxyjasmonic acid

Name: 12-Hydroxyjasmonic acid
Brand: MedChemExpress
SKU: HY-N1033
Rating: 4.5 (0 reviews)

Cat. No.: HY-N1033 Purity: 98.01%: Data Sheet
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12-Hydroxyjasmonic acid is a metabolite of Jasmonic acid (HY-122464A) and an inducer of defense responses. 12-Hydroxyjasmonic acid can be isolated from potato leaflets. During the response of sugar beet plants to Cercospora beticola infection, 12-Hydroxyjasmonic acid is released through deglycosylation of its glucoside form and participates in the Jasmonic acid-mediated defense signaling pathway. 12-Hydroxyjasmonic acid mediates changes in source-sink relationships during pathogen infection, prioritizing the activation of defense processes over growth processes. 12-Hydroxyjasmonic acid serves as a substrate for salicylic acid Glycosyltransferases in tobacco and rice. 12-Hydroxyjasmonic acid can induce leaflet closure in Samanea saman. 12-Hydroxyjasmonic acid acts as a potato tuber-inducing substance. 12-Hydroxyjasmonic acid does not induce protoplast shrinkage in extensor motor cells of Samanea saman. 12-Hydroxyjasmonic acid can be used in studies related to brown spot disease.

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12-Hydroxyjasmonic acid Chemical Structure

CAS No. : 140631-27-2

Size	Stock	Quantity
1 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	Get quote
10 mg	Get quote

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Purity & Documentation
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Description

In Vitro

12-Hydroxyjasmonic acid (500 μM; 6 h) weakly induces leaf closure in isolated Samanea saman pinnae^[4].
12-Hydroxyjasmonic acid (100 μM; 51 min) does not induce shrinkage of extensor motor cell protoplasts from Samanea saman tertiary pulvini^[4].
12-Hydroxyjasmonic acid (20-100 μM; 24 h) does not activate JA-responsive LOX2 or OPCL1 genes in transgenic Arabidopsis thaliana seedlings^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

226.27

Formula

C₁₂H₁₈O₄

CAS No.

140631-27-2

Appearance

Solid-Liquid Mixture

Color

Off-white to light yellow

SMILES

O=C(O)C[C@@H]1[C@@H](C/C=C\CCO)C(CC1)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°C, sealed storage, away from moisture and light

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Solvent & Solubility

In Vitro:

DMSO : 22.7 mg/mL (100.32 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.4195 mL	22.0975 mL	44.1950 mL
5 mM	0.8839 mL	4.4195 mL	8.8390 mL
10 mM	0.4419 mL	2.2097 mL	4.4195 mL

View the 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 and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Working solution concentration: mg/mL

Purity & Documentation

Purity: 99.66%

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Data Sheet (276 KB) SDS (393 KB)

COA (252 KB) HNMR (238 KB) RP-HPLC (251 KB) LCMS (88 KB)

Handling Instructions (2659 KB)

References

[1]. Arens N, et al. Non-invasive Presymptomatic Detection of Cercospora beticola Infection and Identification of Early Metabolic Responses in Sugar Beet. Front Plant Sci. 2016 Sep 22;7:1377.

[2]. Widemann E, et al. The amidohydrolases IAR3 and ILL6 contribute to jasmonoyl-isoleucine hormone turnover and generate 12-hydroxyjasmonic acid upon wounding in Arabidopsis leaves. J Biol Chem. 2013;288(44):31701-31714.

[3]. Seto Y, et al. Tobacco salicylic acid glucosyltransferase is active toward tuberonic acid (12-hydroxyjasmonic acid) and is induced by mechanical wounding stress. Biosci Biotechnol Biochem. 2011;75(12):2316-2320.

[4]. Nakamura Y, et al. 12-hydroxyjasmonic acid glucoside is a COI1-JAZ-independent activator of leaf-closing movement in Samanea saman. Plant Physiol. 2011;155(3):1226-1236. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	4.4195 mL	22.0975 mL	44.1950 mL	110.4875 mL
	5 mM	0.8839 mL	4.4195 mL	8.8390 mL	22.0975 mL
	10 mM	0.4419 mL	2.2097 mL	4.4195 mL	11.0487 mL
	15 mM	0.2946 mL	1.4732 mL	2.9463 mL	7.3658 mL
	20 mM	0.2210 mL	1.1049 mL	2.2097 mL	5.5244 mL
	25 mM	0.1768 mL	0.8839 mL	1.7678 mL	4.4195 mL
	30 mM	0.1473 mL	0.7366 mL	1.4732 mL	3.6829 mL
	40 mM	0.1105 mL	0.5524 mL	1.1049 mL	2.7622 mL
	50 mM	0.0884 mL	0.4419 mL	0.8839 mL	2.2097 mL
	60 mM	0.0737 mL	0.3683 mL	0.7366 mL	1.8415 mL
	80 mM	0.0552 mL	0.2762 mL	0.5524 mL	1.3811 mL
	100 mM	0.0442 mL	0.2210 mL	0.4419 mL	1.1049 mL