CAS: 26853-31-6; (R,Z)-2-(Oleoyloxy)-3-(Palmitoyloxy)Propyl (2-(Trimethylammonio)Ethyl) Phosphate

该化合物是一种定义明确的磷素,广泛用于薄膜研究和生物物理研究,在 sn-1 位置和纯酸(18:1) 位置上,其不对称的丙基磺酸成分-palmitic 酸(16:0),在 sn-1 位置和纯2 位置(18:1) 脂质双层的粘合体流动性和稳定性(18:1),使它成为模仿天然细胞膜的理想模型.POPC是高度纯净的,由于其单饱和性油质链,其氧化易感性较低,确保卵类形成,脂类研究和膜蛋白质重组的一贯性,其生物兼容性和结构多功能性也使其在药物运载系统和纳米技术应用中具有价值.POPC是需要再生,与生理相关的脂质矩阵的研究人员的首选选择.

结构式图片

相似化合物

4235-95-4 51779-95-4 56421-10-4

上下游产品

citicoline 1-O-palmitoyl-2-[(9z)-°Ctadenoyl]-glycerol 2-chloroethyl phosphorodichloridate trimethylamine (Z)-°Ctadec-9-enoic acid (R)-2-[(2-dimethylamino-ethoxy)-hydroxy-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester 1-palmitoyl-sn-glycero-3-phosph°Choline 2-(°Ctadec-cis-9-enoyl)-sn-glycero-3-phosph°Choline

合成工艺路线路线简述

    棕榈酸酐置于盐酸,2-二甲氨基吡啶体系中,用 甲醇 用作溶剂,化学反应生成2-油酰-1-棕榈锡甘油-3-磷酸胆碱
    参考文献:Derivatives Of Glycerophosphocholine And Glycerophosphoethanolamine,
    标题:Derivatives Of Glycerophosphocholine And Glycerophosphoethanolamine,
    摘要:该发明涉及一般式##str1##的新三苯甲基衍生物,其中t代表一个未取代或单取代或多取代的c.Sub.1-C.Sub.6-烷基,C.Sub.1-C.Sub.6-烷氧基或卤素的三苯甲基基团,基团r.Sub.1,R.Sub.2和r.Sub.3要么相同且各代表一个甲基基团,要么不同,在这种情况下,基团r.Sub.1,R.Sub.2和r.Sub.3中的两个始终代表氢,第三个基团代表一个未取代或单取代或多取代的c.Sub.1-C.Sub.6-烷基,C.Sub.1-C.Sub.6-烷氧基或卤素的三苯甲基基团,还涉及它们的制备方法,以及它们用于制备化学定义的纯对映体1,2-二酰基-Sn-甘油-3-磷酰胆碱和1,2-二酰基-Sn-甘油-3-磷酸乙醇胺,这些化合物在甘油的1和2位置独立地被不同的酰基基团取代.

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    专利信息


    专利号:US-2024294462-A1
    优先权日:2023-02-15
    标题:Method for the Synthesis of Ionizable Lipids Using a Doubly Alkylated Intermediate
    发明人:SAADATI FARIBA; TRAN HUY; CIUFOLINI MARCO; ATMURI N D PRASAD
    权利人:NANOVATION THERAPEUTICS INC
    摘要:Provided herein is a method for the preparation of ionizable, cationic amino lipids using a doubly alkylated nucleophilic intermediate to produce a ketone. The ketone, or a corresponding alcohol, is subjected to one or more synthesis steps to add an ionizable moiety thereto. The method can be advantageously employed for the synthesis of unsymmetrical analogues of the above lipids that would be considerably more difficult to make by alternative strategies. The method can also be used to prepare symmetrical ionizable, cationic amino lipids with fewer steps and/or with the use of fewer hazardous chemicals than known synthesis methods.

    专利号:US-8314209-B2
    优先权日:2007-12-12
    标 题 :Lipid-assisted synthesis of polymer compounds and methods for their use
    发明人:RAJAMANI SUDHA; OLASAGASTI FELIX; DEAMER DAVID W; BENNER SEICO
    权利人:RAJAMANI SUDHA; OLASAGASTI FELIX; DEAMER DAVID W; BENNER SEICO; UNIV CALIFORNIA
    摘要:The invention herein disclosed provides for methods for the synthesis of polymers from monomers. In particular the method provides for the synthesis of polynucleotides from mononucleotides in the absence of catalytic enzymes. The method comprises providing an aqueous solution having a plurality of phospholipid molecules and monomer molecules; subjecting the aqueous solution to fluctuating temperature conditions; subjecting the aqueous solution to fluctuating cycles of drying and hydrating conditions; subjecting the aqueous solution to fluctuating [H + ] conditions; the fluctuating conditions thereby allowing formation of a chemical bond between at least two monomers to create a polymer. The invention is of particular use in the fields of molecular biology, structural biology, cell biology, molecular switches, molecular circuits, and molecular computational devices, and the manufacture thereof.

    专利号:US-6217901-B1
    优先权日:1999-05-25
    标题:Liposome-assisted synthesis of polymeric nanoparticles
    发明人:PERROTT MICHAEL G; BARRY STEPHEN E
    权利人:ALNIS LLC
    摘要:Synthetic polymer complements (SPCs) are provided, as well as methods for their synthesis and use. The SPCs range in size from about 20 to about 1000 nm. The SPCs have surfaces that are complementary to surface sites of target molecules, resulting in the ability of the SPCs to selectively bind to molecular targets. The molecular recognition capability of these particles enables their use in diagnostic, therapeutic, and separation applications. The SPC is formed by contacting a target template molecule with a set of building blocks solubilized in the interior of a liposome, which building blocks are then polymerized into a network to form the synthetic polymer complement in the interior of the liposome. The target templates are removed to produce complementary sites in a SPC that map the surface of the target, resulting in a water-soluble SPC nanoparticle of similar dimensions as the interior of the liposome that originally supported it and capable of molecular recognition.

    专利号:US-6123959-A
    优先权日:1998-04-24
    标题:Aqueous composition comprising active ingredients for the de-pigmentation of the skin
    发明人:JONES KENNETH; PADMAPRIYA ABEYSINGHE; TEICHMUELLER ERNST E; BLUME GABRIELE
    权利人:UNIVERA PHARM INC; ROVI GMBH
    摘要:The present invention discloses aqueous compositions comprising liposomes of phospholipids, and at least one competitive inhibitor of an enzyme for the synthesis of melanin, in combination with at least one non-competitive inhibitor of an enzyme for the synthesis of melanin. The invention also includes the use of the compositions of this invention for the de-pigmentation of skin.

    专利号:US-2011318792-A1
    优先权日:2006-08-15
    标题 :Novel method for utilization of microbial mutant
    发明人:OHSUGA TOSHIO; FUSHIKIDA KUNI
    权利人:OHSUGA TOSHIO; FUSHIKIDA KUNI; ISHIHARA SANGYO KAISHA
    摘要:The object of the present invention is to provide a microbial mutant capable of producing S-adenosylmethionine (hereinafter referred to as SAM) in a large amount with no change in growth characteristics and a method of efficiently producing SAM by incubating the microbial mutant. n The method of producing S-adenosylmethionine comprises incubating a microorganism having a loss or a reduction in the function of an enzyme relating to synthesis of phosphatidylcholine and recovering S-adenosylmethionine accumulated in the culture.

    专利号:US-5188951-A
    优先权日:1990-04-17
    标题:Enzymatic synthesis of soluble phosphatides from phospholipids
    发明人:TREMBLAY PAUL-ALAIN; MARZIANI FRANK; TINO JOHN A F; PILKIEWICZ FRANK G
    权利人:LIPOSOME CO INC
    摘要:A method of preparing a soluble monovalent salt of a phosphatidyl ester which comprises reacting a phospholipid with a primary alcohol in the presence of an enzyme catalyst in a divalent cationic buffered solution and a water immiscible non-ether solvent that does not inactivate the enzyme, to form a divalent cationic salt of the phosphatidyl ester, and suspending the product in the presence of a stoichiometric amount of a monovalent cationic salt whose anion forms an insoluble salt with the divalent cation. The use of Centrifugal Partition Chromatography facilitates the enzyme reaction. The monovalent salt is preferably an ammonium/sodium mixed salt.
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    主要参考文献

    [参考文献]: Ferreira Tm, Et Al. Cholesterol And Popc Segmental Order Parameters In Lipid Membranes: Solid State 1H-13C Nmr And Md Simulation Studies. Phys Chem Chem Phys. 2013 Feb 14;15(6):1976-89.
    [参考文献]: Moreno Mj, Et Al. Translocation Of Phospholipids And Dithionite Permeability In Liquid-Ordered And Liquid-Disordered Membranes. Biophys J. 2006 Aug 1;91(3):873-81.
    [参考文献]: Fabiana Rached, Et Al. Defective Functionality Of Hdl Particles In Familial Apoa-I Deficiency: Relevance Of Alterations In Hdl Lipidome And Proteome. J Lipid Res. 2014 Dec;55(12):2509-20.
    [参考文献]: Jesper S Bahnsen, Et Al. Cell-Penetrating Antimicrobial Peptides - Prospectives For Targeting Intracellular Infections. Pharm Res. 2015 May;32(5):1546-56.
    [参考文献]: Joo Mello-Vieira, Et Al. Cytotoxic Bile Acids, But Not Cytoprotective Species, Inhibit The Ordering Effect Of Cholesterol In Model Membranes At Physiologically Active Concentrations. Biochim Biophys Acta. 2013 Sep;1828(9):2152-63.

    合成参考文献


    参考文献:10.1194/jlr.m084012
    摘要:Hinkovska-Galcheva V, Kelly R, Manthei KA, Bouley R, Yuan W, Schwendeman A, Tesmer JG, Shayman JA. Determinants of pH profile and acyl chain selectivity in lysosomal phospholipase A2 [S]. Journal of Lipid Research. 2018;59(7):1205–18. doi: 10.1194/jlr.m084012.
    参考文献:10.1074/jbc.m305801200
    摘要:Chiba H, Michibata H, Wakimoto K, Seishima M, Kawasaki S, Okubo K, Mitsui H, Torii H, Imai Y. Cloning of a gene for a novel epithelium-specific cytosolic phospholipase A2, cPLA2delta, induced in psoriatic skin. J Biol Chem. 2004 Mar 26;279(13):12890–7. doi: 10.1074/jbc.m305801200.
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