CAS: 10417-94-4; Cis-5,8,11,14,17-Eicosapentaenoic Acid

该化合物是一种长链不饱和脂肪酸,其特点是其特定的分子结构,其中包括烷基链中的双链,它通常存在于某些海洋生物中,并且因其潜在的生物活动而值得注意.双环酸的存在有助于其反应,影响其物理特性,如熔点和溶性.蒂姆诺多尼酸因其在细胞过程和潜在健康惠益中的作用,对包括生物化学和营养在内的各个领域都感兴趣.它也可以作为合成其他生物活性化合物的前体.此外,它的独特结构使它成为脂质新陈代谢和功能食品开发方面的研究对象.与许多脂肪酸一样,它在生物系统中的行为可能受到诸如链长和不饱和程度等因素的影响,使它成为脂化学研究的宝贵化合物.

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CAS号86227-47-6 全顺-5,8,11,14,17... | CAS号81926-94-5 D°Cosahexaenoic... | CAS号2734-47-6 二十碳五烯酸甲酯 | CAS号79553-90-5 2-(1'-oxo-dodec... | CAS号5871-07-8 5,8,11,14,17-ei... | CAS号124-38-9 二氧化碳 | CAS号122069-55-0 6-[tert-butyl(d... | CAS号16400-32-1 1-溴-2-戊炔 | CAS号6261-22-9 2-戊炔-1-醇 | CAS号35378-82-6 2,5,8-十一碳三炔-1-醇 | CAS号86227-47-6 全顺-5,8,11,14,17... | CAS号1139-83-9 尿石素B | CAS号1143-70-0 尿石素A | CAS号65-85-0 苯甲酸 | CAS号2734-47-6 二十碳五烯酸甲酯 | CAS号88852-33-9 15-HEPE | CAS号99660-94-3 Glycerol Trieic... | CAS号1283063-45-5 17,18-Epoxyeico...

合成工艺路线路线简述

  • 合成目标产物 Epa 主要起始原料 Ethyl All Cis-5,8,11,14,17-Eicosapentaenoate
  • (文献来源)合成步骤主要原料 Ethyl All Cis-5,8,11,14,17-Eicosapentaenoate
Epa乙酯置于乙二胺四乙酸,Edetate Disodium体系中,用 乙醇,水 用作溶剂,化学反应 2.0H,以98%的收率获得全顺式二十碳五烯酸
参考文献:脂肪酶合成二十碳五烯酸和二十二碳六烯酸均相甘油三酸酯
标题:脂肪酶合成二十碳五烯酸和二十二碳六烯酸均相甘油三酸酯
摘要:通过固定化的南极假丝酵母的非区域特异性酵母脂肪酶高效合成纯二十碳五烯酸1或二十二碳六烯酸2的均质甘油三酸酯描述.使用了两种方法:三丁酸甘油酯的酯交换和分别以化学计量的99%epa或dha的乙基酯和游离脂肪酸的甘油直接酯化.两种方法均在真空下于65oc且无任何溶剂的条件下进行.将挥发性副产物冷凝到冷却的阱中,从而使平衡朝着完成方向移动.在所有情况下,都可以在不到72小时的时间内完成完全掺入,但是发现直接酯化比酯交换要快得多,这两个过程都涉及epa和dha.高场11 H NMR光谱分析提供了在直接酯化反应过程中对中间甘油酯的详细研究.以优异的收率提供的所得粗产物的纯度非常高.
Doi:10.1016/0040-4020(94)00983-2

海关参考信息

专利信息


专利号:US-10995049-B2
优先权日:2019-07-19
标 题 :Total synthesis of prostaglandin J natural products and their intermediates
发明人:LI JIAMING; XU CHEN; AHMED TONIA S; GRUBBS ROBERT H; STOLTZ BRIAN M
权利人:CALIFORNIA INST OF TECHN
摘要:The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R 1 is defined in the specification

专利号:WO-2018020240-A1
优先权日:2016-07-27
标 题:Process for the synthesis of semiconductor nanocrystals
发明人:HOU BO; CHA SEUNGNAM
权利人:UNIV OXFORD INNOVATION LTD
摘要:The invention relates to a process for the synthesis of semiconductor nanocrystals, comprising mixing a nonaqueous solution of a metal precursor with a solid-state chalcogen and reacting the resulting mixture at a temperature of about 90 °C or greater. In another aspect the invention relates to the use of a solid chalcogen in the heterogeneous synthesis of metal chalcogenide semiconductor nanocrystals. Semiconductor nanocrystals obtainable by the processes of the invention are further provided. In particular, nanocrystalline PbS or PbSe having a band gap of greater than 1.6 eV and/or a photoluminescence emission wavelength of about 440 to about 515 nm, and nanocrystalline ZnS or ZnSe having a photoluminescence emission wavelength of about 410 to about 430 nm, and solar cells comprising such nanocrystals, are provided.

专利号:US-8569560-B2
优先权日:2006-10-13
标题 :Synthesis of terminal alkenes from internal alkenes via olefin metathesis
发明人:SCHRODI YANN; PEDERSON RICHARD L; KAIDO HIROKI; TUPY MICHAEL J
权利人:ELEVANCE RENEWABLE SCIENCES
摘要:This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.

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-2018297925-A1
优先权日:2015-10-12
标题 :Methods for total synthesis of resolvin e1
发明人:JAGTAP PRAKASH
权利人:SALZMAN LOVELACE INVEST LTD
摘要:Methods for total chemical synthesis of Resolvin E1 (RvE1) include Wittig reaction of two compounds having hydroxyl protecting group in the presence of a strong base, removal of the hydroxyl-protecting groups with a deprotecting reagent to produce a compound having an ester group, and hydrolysis of the ester group to obtain RvE1
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主要参考文献


1: Borow KM, Nelson JR, Mason RP. Biologic plausibility, cellular effects, and molecular mechanisms of eicosapentaenoic acid (EPA) in atherosclerosis. Atherosclerosis. 2015 Sep;242(1):357-66. doi: 10.1016/j.atherosclerosis.2015.07.035. Epub 2015 Jul 22. Review. doi: 10.1016/j.nut.2014.12.002. Epub 2014 Dec 12. Review. doi: 10.1007/s00253-014-6318-y. Epub 2015 Jan 8. Review.
4: Chen CT, Bazinet RP. β-oxidation and rapid metabolism, but not uptake regulate brain eicosapentaenoic acid levels. Prostaglandins Leukot Essent Fatty Acids. 2015 Jan;92:33-40. doi: 10.1016/j.plefa.2014.05.007. Epub 2014 Jun 5. Review. doi: 10.3945/an.114.005850. Print 2014 Nov. Review.
6: Gyurko R, Van Dyke TE. The role of polyunsaturated ω-3 fatty acid eicosapentaenoic acid-derived resolvin E1 (RvE1) in bone preservation. Crit Rev Immunol. 2014;34(4):347-57. Review.

合成参考文献


摘要:S13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI:10.5281/zenodo.2624118
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2026).
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