13(S)-HpOTrE
目录号 : GC41899A product of soybean LO-2 metabolism of α-linolenic acid
Cas No.:67597-26-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
13(S)-HpOTrE is a monohydroperoxy polyunsaturated fatty acid produced in soybeans by the action of soybean LO-2 on esterified α-linolenic acid.[1] Incubation of soybean seedling biomembranes with soybean LO-2 catalyzes the formation of both 9- and 13-HpOTrE in a molar ratio of 10:1.1 In plants, 13(S)-HpOTrE can be metabolized by the hydroperoxide lyase pathway producing aldehyde and oxoacid fragments, or by the hydroperoxide dehydratase pathway producing jasmonic acid.[2],[3],[4] Treatment of tomato leaves with 13-HpOTrE causes induction of proteinase inhibitors, simulating the normal response to wounding.5 This data suggests that in plants 13(S)-HpOTrE may participate in a lipid-based signalling system initiated by insect and pathogen attack.
Reference:
[1]. Maccarrone, M., van Aarle, P.G.M., Veldink, G.A., et al. In vitro oxygenation of soybean biomembranes by lipoxygenase-2. Biochimica et Biophysica Acta 1190, 164-169 (1994).
[2]. Vick, B.A. Oxygenated fatty acids of the lipoxygenase pathway. Lipid Metabolism in Plants 167-191 (1993).
[3]. Salch, Y.P., Grove, M.J., Takamura, H., et al. Characterization of a C-5,13-cleaving enzyme of 13(S)-hydroperoxide of linolenic acid by soybean seed. Plant Physiology 108, 1211-1218 (1995).
[4]. Simpson, T.D., and Garnder, H.W. Allene oxide synthase and allene oxide cyclase, enzymes of the jasmonic acid pathway, localized in Glycine max tissues. Plant Physiology 108, 199-202 (1995).
[5]. Farmer, E.E., and Ryan, C.A. Octadecanoid precursors of jasmonic acid activate the synthesis of wound-inducible proteinase inhibitors. Plant Cell 4, 129-134 (1992).
| Cas No. | 67597-26-6 | SDF | |
| 化学名 | 13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid | ||
| Canonical SMILES | CC/C=C\C[C@H](OO)/C=C/C=C\CCCCCCCC(O)=O | ||
| 分子式 | C18H30O4 | 分子量 | 310.4 |
| 溶解度 | 50mg/mL in DMSO or in DMF | 储存条件 | Store at -80°C; protect from light |
| 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 | 3.2216 mL | 16.1082 mL | 32.2165 mL |
| 5 mM | 0.6443 mL | 3.2216 mL | 6.4433 mL |
| 10 mM | 0.3222 mL | 1.6108 mL | 3.2216 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。
Comprehensive metabolomic profiling of osteosarcoma based on UHPLC-HRMS
Metabolomics 2020 Nov 18;16(12):120.PMID:33210231DOI:10.1007/s11306-020-01745-4.
Introduction: Osteosarcoma (OS) is the most common primary malignant bone tumor in children and adolescents. An increasing number of studies have demonstrated that tumor proliferation and metastasis are closely related to complex metabolic reprogramming. However, there are limited data to provide a comprehensive metabolic picture of osteosarcoma. Objectives: Our study aims to identify aberrant metabolic pathways and seek potential adjuvant biomarkers for osteosarcoma. Methods: Serum samples were collected from 65 osteosarcoma patients and 30 healthy controls. Nontargeted metabolomic profiling was performed by liquid chromatography-mass spectrometry (LC-MS) based on univariate and multivariate statistical analyses. Results: The OPLS-DA model analysis identified clear separations among groups. We identified a set of differential metabolites such as higher serum levels of adenosine-5-monophosphate, inosine-5-monophosphate and guanosine monophosphate in primary OS patients compared to healthy controls, and higher serum levels of 5-aminopentanamide, 13(S)-HpOTrE (FA 18:3 + 2O) and methionine sulfoxide in lung metastatic OS patients compared to primary OS patients, revealing aberrant metabolic features during the proliferation and metastasis of osteosarcoma. We found a group of metabolites especially lactic acid and glutamic acid, with AUC values of 0.97 and 0.98, which could serve as potential adjuvant diagnostic biomarkers for primary osteosarcoma, and a panel of 2 metabolites, 5-aminopentanamide and 13(S)-HpOTrE (FA 18:3 + 2O), with an AUC value of 0.92, that had good monitoring ability for lung metastases. Conclusions: Our study provides new insight into the aberrant metabolic features of osteosarcoma. The potential biomarkers identified here may have translational significance.
High production of jasmonic acid by Lasiodiplodia iranensis using solid-state fermentation: Optimization and understanding
Biotechnol J 2022 May;17(5):e2100550.PMID:35088946DOI:10.1002/biot.202100550.
Background: Jasmonic acid (JA) is a plant hormone involved in regulating developmental and growth controls as well as photosynthesis. In addition, this hormone protects the plant against insects and has good applications in agriculture, the flavored industry and other fields. Filamentous fungus generally produces JA using liquid static culture. In the present study, a solid-state fermentation (SSF) method is developed for high production of JA using Lasiodiplodia iranensis. Main methods and major results: By selecting the solid substrate and optimizing the initial water content, inoculum volume, loading volume and other culture conditions, the maximum JA yield reached 5306.38 mg kg-1 when fermented for 12 days in a petri dish containing a medium with crushed wheat as the solid substrate and 75% initial water content. The logistic and Luedeking-Piret models were used to characterize the relationship between microbial growth and product synthesis in the SSF process, and the maximum JA production is predicted to be 5263.23 mg kg-1 , which is close to the experimental value. Liquid chromatography with tandem mass spectrometry (LC-MS/MS) is used to examine the metabolic changes that develop during fermentation. The results indicate that JA biosynthesis occurs in the α-linolenic acid metabolic pathway, of which 13(S)-HpOTrE is a key intermediate metabolite and both 13(S)-HOTrE and traumatic acid are byproducts of the branches of its synthesis. Conclusions and implications: The results of this study provide a method for obtaining high JA yields by SSF, and offer new insights for understanding the production of JA by fungal fermentation.