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392707

Sigma-Aldrich

茉莉酸甲酯

95%

别名:

2-戊烯基环戊酮-3-乙酸甲酯, 3-氧代-2-(2-戊烯基)环戊烷乙酸甲酯

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About This Item

线性分子式:
(O=)C5H6(CH2CH=CHC2H5)CH2CO2CH3
CAS号:
39924-52-2
分子量:
224.30
EC 号:
254-705-5
MDL编号:
MFCD00036656
UNSPSC代码:
12352100
PubChem化学物质编号:
24864478
NACRES:
NA.22
价格与库存信息目前不能提供

方案

95%

表单

liquid

包含

Synthetic α-tocopherol as stabilizer

折射率

n20/D 1.474 (lit.)

沸点

110 °C/0.2 mmHg (lit.)

溶解性

water: soluble 340 mg/L at 25 °C(lit.)

密度

1.03 g/mL at 25 °C (lit.)

官能团

ester
ketone

SMILES字符串

CC\C=C\CC1C(CCC1=O)CC(=O)OC

InChI

1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4+

InChI key

GEWDNTWNSAZUDX-SNAWJCMRSA-N

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相关类别

一般描述

茉莉酸甲酯(MJ, MeJA)，茉莉酸(JA)的的甲酯化物，是一种植物生长调节剂。是一种从 桔梗花中分离得到的芳香挥发性化合物。[1]据报道，它在植物对病原体和创伤的反应中发挥了重要作用。[2]

应用

茉莉酸甲酯(MJ, MeJA)适用于 扩展青霉菌引起的甜樱桃果实蓝霉病的防治。[3]

茉莉酸甲酯可用于以下研究:
  • 作为一种潜在的抗癌药物，对癌症细胞具有选择性的细胞毒性作用。[4]
  • 诱导植物叶片中防御性蛋白酶抑制剂蛋白的合成。[5]
  • 作为萝卜芽中总花色苷(TAC)含量的诱导剂。[6]
  • 作为诱导 反式白藜芦醇生物合成的诱导剂，白藜芦醇是 葡萄 中的一种植物酚类化合物。黑曼罗细胞培养。[7]
  • 在外源处理鼠尾草叶子的过程中，作为广泛的植物转录组重组的媒介。[8]
  • 作为查尔酮合酶(chs)和富脯氨酸细胞壁蛋白(PRP)表达的调节剂，两种在大豆悬浮培养中均有表达的损伤反应基因。[2]
  • 作为合成[13C,2H3]-MeJA的起始原料，是一种用于植物组织中MeJA定量测定的内标物。[2]
  • 作为还原石墨烯氧聚(safranine T)薄膜在玻碳电极(rGO-PST /GCE)上电化学测定茉莉精油中MeJA的试验化合物。[9]

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

>235.4 °F - closed cup

闪点(°C)

> 113 °C - closed cup

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBS5611
SHBS2393
SHBR0574
0000257713
SHBQ4759

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Methyl Jasmonate Primed Defense Responses Against Penicillium expansum in Sweet Cherry Fruit.
Wang Lei, et al.
Plant Molecular Biology Reporter, 1-8 (2015)
Annett Richter et al.
The Plant journal : for cell and molecular biology, 106(1), 245-257 (2021-01-19)
The maize (Zea mays) genome encodes three indole-3-glycerolphosphate synthase enzymes (IGPS1, 2, and 3) catalyzing the conversion of 1-(2-carboxyphenylamino)-l-deoxyribulose-5-phosphate to indole-3-glycerolphosphate. Three further maize enzymes (BX1, benzoxazinoneless 1; TSA, tryptophan synthase alpha subunit; and IGL, indole glycerolphosphate lyase) convert indole-3-glycerolphosphate
Preparation of Reduced Graphene Oxide-Poly (Safranine T) Film via One-Step Polymerization for Electrochemical Determination of Methyl Jasmonate.
Sun J, et al.
Fullerenes, Nanotubes, and Carbon Nanostructures, 23(8), 701-708 (2015)
Yang Yu et al.
Plant biotechnology journal, 18(3), 679-690 (2019-08-17)
Plant defence is multilayered and is essential for surviving in a changing environment. The discovery of long noncoding RNAs (lncRNAs) has dramatically extended our understanding of post-transcriptional gene regulation in diverse biological processes. However, the expression profile and function of
E E Farmer et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(19), 7713-7716 (1990-10-01)
Inducible defensive responses in plants are known to be activated locally and systemically by signaling molecules that are produced at sites of pathogen or insect attacks, but only one chemical signal, ethylene, is known to travel through the atmosphere to
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Questions

1–5 of 5 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. Is this product transported cold? Should it be dissolved in ethanol to be used in plant tissue culture media? How much should I add to make it 50 micromolar in 500 ml?

    1 answer

    1. This product is not transported cold; it is shipped at ambient temperature, and it can be stored at room temperature upon receipt. _x000D_
      It can be dissolved in ethanol to make a stock solution prior to final dilution into culture medium. It is not recommended to store solutions in ethanol; Methyl jasmonate could transesterify to Ethyl jasmonate if stored in ethanol. It is not recommended to make stock solutions in methanol, since it is likely more toxic to the cultured plants than ethanol._x000D_
      Dissolving 5.4 microliters of Methyl jasmonate in 5 mL of ethanol will give a 5 mM stock solution. Adding that 5 mL of stock to 500 mL of culture medium will make the medium 50 micromolar in Methyl jasmonate.

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  4. I have received methyl jasmonate (392707-5ml). My questions are; what is its storage temperature? In which solution it is dissolved? How could I prepare 1M solution of this chemical?

    1 answer

    1. The recommended long-term storage for this product is tightly closed at room temperature. This product is supplied as a neat or pure liquid with a literature density of 1.03 g/mL and a molecular weight of 224.30 g/mol. The minimum purity is 94.5 %, thus, the molarity will vary slightly from lot to lot. The molarity can range from 4.34 M (94.5%) to 4.59 M (100%). The lot-specific purity is reported on the Certificate of Analysis.

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  5. What is the concentration of the liquid in the vial of Product 392707 Methyl jasmonate? How can I dilute it to obtain an aqueous solution of 200 μM (0.2 mM) methyl jasmonate?

    1 answer

    1. This product is a neat or pure liquid with a density of 1.03 g/mL and a molecular weight of 224.30 g/mol. The minimum purity of this product is 95% as determined by GC. At the minimum purity the molarity of this product is 4.4 M. The material is soluble in water and may be readily diluted to the desired concentration. The molarity may vary slightly based on the purity. Please see the link below to review a sample or lot specific Certificate of Analysis:
      https://www.sigmaaldrich.com/product/aldrich/w341002#product-documentation

      Please see the links below for tools which may be helpful in preparing specific dilutions:
      https://www.sigmaaldrich.com/support/calculators-and-apps/molarity-calculator
      https://www.sigmaaldrich.com/support/calculators-and-apps/solution-dilution-calculator

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