CAS: 544-64-9; (Z)-9-Tetradecenoic Acid

该化合物是分子式C14H26O2 的单饱和型阿美加-5脂肪酸.它自然地出现在某些植物和动物脂肪中,在结构上与其他不饱和脂肪酸相似,在结构上与其他不饱和脂肪酸相似,其特点是14碳链,在第九位具有双重联系. 分子酸因其在脂代谢和细胞信号路径中的潜在作用,对生化研究很感兴趣. 它作为生物活性化合物的前体,可用于研究炎症,脂瘤和膜流体.该化合物通常以高纯度(>95%)供应用于分析和研究应用,确保实验环境中的再生能力.

结构式图片

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

CAS号64660-84-0 鲸蜡烯酸脂 | CAS号35153-15-2 (Z)-9-十四碳烯-1-醇 | CAS号55182-92-8 9-TETRADECYNOIC... | CAS号17696-11-6 8-溴辛酸 | CAS号693-02-7 1-己炔 | CAS号24880-50-0 ethyl tetradec-... | CAS号111-62-6 油酸乙酯 | CAS号3433-16-7 ethyl 9-oxononanoate | CAS号16899-08-4 10-羟基十四酸 | CAS号58257-60-6 pentadec-10-en-2-one | CAS号64660-84-0 鲸蜡烯酸脂

合成工艺路线路线简述

    📜8-溴辛酸乙酯置于sodium Phosphinate,水,Sodium Hexamethyldisilazane,Sodium Hydroxide体系中,用 四氢呋喃 作为反应溶剂,化学反应 25.0H,反应生成 肉豆蔻油酸
    参考文献:Synthesis And Characterization Of Novel Acyl-Glycine Inhibitors Of Glyt2
    标题:Synthesis And Characterization Of Novel Acyl-Glycine Inhibitors Of Glyt2
    摘要:It Has Been Demonstrated Previously That The Endogenous Compound N-Arachidonyl-Glycine Inhibits The Glycine Transporter Glyt2,Stimulates Glycinergic Neurotransmission,And Provides Analgesia In Animal Models Of Neuropathic And Inflammatory Pain. However,It Is A Relatively Weak Inhibitor With An Ic50,Of 9 Mu M And Is Subject To Oxidation Via Cyclooxygenase,Limiting Its Therapeutic Value. In This Paper We Describe The Synthesis And Testing Of A Novel Series Of Monounsaturated C18 And C16 Acyl-Glycine Molecules As Inhibitors Of The Glycine Transporter Giyt2. We Demonstrate That They Are Up To 28 Fold More Potent That N-Arachidonyl-Glycine With No Activity At The Closely Related Glyt1 Transporter At Concentrations Up To 30 Mu M. This Novel Class Of Compounds Show Considerable Promise As A First Generation Of Giyt2 Transport Inhibitors.
    DOI:10.1021/acschemneuro.7B00105

    海关参考信息

    专利信息


    专利号:US-2006287520-A1
    优先权日:2005-05-16
    标 题 :Synthesis of salinosporamide A and analogues thereof
    发明人:DANISHEFSKY SAMUEL J; ENDO ATSUSHI
    权利人:DANISHEFSKY SAMUEL J; ENDO ATSUSHI
    摘要:A novel synthesis of salinosporamide A is provided. Salinospoamide A as well as structurally related natural products, omuralide and lactacystin, have been shown to be proteasome inhibitors. Therefore, these compounds as well as analogues of these natural products may be useful in the treatment of proliferative diseases such as cancer, autoimmune diseases, diabetic retinopathy, etc. The invention provides for the synthesis of salinosporamide A as well as analogs thereof using a convenient point for derivatization of the bicyclic core. Pharmaceutical compositions and method of using the inventive compounds are also provided.

    专利号:US-9643915-B2
    优先权日:2013-03-15
    标题:Methods for the synthesis of sphingomyelins and dihydrosphingomyelins
    发明人:ONICIU DANIELA CARMEN; HECKHOFF STEFAN; OSWALD BENOIT; REBMANN PETER; PEER ANDREAS; GONZALEZ MIGUEL; SAUTER PATRIK
    权利人:CERENIS THERAPEUTICS HOLDING SA
    摘要:The present invention includes methods for the synthesis of sphingomyelins and dihydrosphingomyelins. The present invention also includes methods for the synthesis of sphingosines and dihydrosphingosines. The present invention further includes methods for the synthesis of ceramides and dihydroceramides.

    专利号:US-9708354-B2
    优先权日:2013-03-15
    标 题:Methods for the synthesis of sphingomyelins and dihydrosphingomyelins
    发明人:ONICIU DANIELA CARMEN; HECKHOFF STEFAN; OSWALD BENOIT; REBMANN PETER; PEER ANDREAS; GONZALEZ MIGUEL; SAUTER PATRIK
    权利人:CERENIS THERAPEUTICS HOLDING SA
    摘要:The present invention includes methods for the synthesis of sphingomyelins and dihydrosphingomyelins. The present invention also includes methods for the synthesis of sphingosines and dihydrosphingosines. The present invention further includes methods for the synthesis of ceramides and dihydroceramides.

    专利号:US-7910623-B2
    优先权日:2005-07-22
    标 题 :Synthesis of scabronines and analogues thereof
    发明人:DANISHEFSKY SAMUEL J; WATERS STEPHEN P
    权利人:SLOAN KETTERING INST CANCER
    摘要:A novel synthesis of scabronines, which are related to a broader class of angularly fused tricyclic diterpenoids known as cyathanes, is provided. Scabronine G, its methyl ester derivative, and other analogs have been shown to have neurotrophic activity. Therefore, these compounds are particularly useful in treating neurodegenerative diseases such as Alzheimer's disease, Parkinson's disease, Huntington's diseases, etc. The invention provides for the synthesis of scabronines as well as analogs thereof. Pharmaceutical compositions and method of using the inventive compounds are also provided.

    专利号:US-9688644-B2
    优先权日:2009-04-30
    标 题 :Synthesis of Tetracyclines and intermediates thereto
    发明人:MYERS ANDREW G; KUMMER DAVID A; LI DERUN; HECKER EVAN; DION AMELIE; WRIGHT PETER M
    权利人:HARVARD COLLEGE
    摘要:The tetracycline class of antibiotics has played a major role in the treatment of infectious diseases for the past 50 years. However, the increased use of the tetracyclines in human and veterinary medicine has led to resistance among many organisms previously susceptible to tetracycline antibiotics. The recent development of a modular synthesis of tetracycline analogs through a chiral enone intermediate has allowed for the efficient synthesis of novel tetracycline analogs never prepared before. The present invention provides more efficient routes for preparing the enone intermediate and allows for substituents at positions 4a, 5, 5a, and 12a of the tetracycline ring system.

    专利号:US-9884830-B2
    优先权日:2004-05-21
    标题 :Synthesis of tetracyclines and analogues thereof
    发明人:MYERS ANDREW G; CHAREST MARK G; LERNER CHRISTIAN D; BRUBAKER JASON D; SIEGEL DIONICIO R
    权利人:HARVARD COLLEGE
    摘要:The tetracycline class of antibiotics has played a major role in the treatment of infectious diseases for the past 50 years. However, the increased use of the tetracyclines in human and veterinary medicine has led to resistance among many organisms previously susceptible to tetracycline antibiotics. The modular synthesis of tetracyclines and tetracycline analogs described provides an efficient and enantioselective route to a variety of tetracycline analogs and polycyclines previously inaccessible via earlier tetracycline syntheses and semi-synthetic methods. These analogs may be used as anti-microbial agents or anti-proliferative agents in the treatment of diseases of humans or other animals.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Quan LH, Zhang C, Dong M, Jiang J, Xu H, Yan C, Liu X, Zhou H, Zhang H, Chen L, Zhong FL, Luo ZB, Lam SM, Shui G, Li D, Jin W. Myristoleic acid produced by enterococci reduces obesity through brown adipose tissue activation. Gut. 2020 Jul;69(7):1239-1247. doi: 10.1136/gutjnl-2019-319114. Epub 2019 Nov 19.
    768:189-98. doi: 10.1016/j.ejphar.2015.10.053. Epub 2015 Oct 31. 29(2):211-219. doi: 10.4062/biomolther.2020.169.
    4: Kim YG, Lee JH, Lee J. Antibiofilm activities of fatty acids including myristoleic acid against Cutibacterium acnes via reduced cell hydrophobicity. Phytomedicine. 2021 Oct;91:153710. doi: 10.1016/j.phymed.2021.153710. Epub 2021 Aug 18. 47(1):59-65. doi: 10.1002/pros.1047. 586(1):96-101. doi: 10.1016/j.febslet.2011.12.004. Epub 2011 Dec 9. 22(11):1431-6. doi: 10.2116/analsci.22.1431. 293(4):200-5. doi: 10.1007/s004030000203.

    合成参考文献


    参考文献:10.1007/s11010-010-0403-z
    摘要:Romanowicz L, Bańkowski E. Sphingolipids of human umbilical cord vein and their alteration in preeclampsia. Molecular and Cellular Biochemistry. 2010 Feb 14;340(1-2):81–9. doi: 10.1007/s11010-010-0403-z.
    参考文献:10.1007/s00709-011-0303-4
    摘要:Shukla E, Singh SS, Singh P, Mishra AK. Chemotaxonomy of heterocystous cyanobacteria using FAME profiling as species markers. Protoplasma. 2012 Jul;249(3):651–61. doi: 10.1007/s00709-011-0303-4.
    参考文献:10.1007/s11033-011-1190-7
    摘要:Oh D, Lee Y, La B, Yeo J, Chung E, Kim Y, Lee C. Fatty acid composition of beef is associated with exonic nucleotide variants of the gene encoding FASN. Molecular Biology Reports. 2011 Jul 20;39(4):4083–90. doi: 10.1007/s11033-011-1190-7.
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