CAS: 123-78-4; (2S,3R,E)-2-Aminooctadec-4-Ene-1,3-Diol

该化合物是一种生物活性素中间体,在细胞信号路径中发挥着关键作用,特别是在调节孔虫病,扩散和分化方面.该对映体由2S,3R配置的结构定义,确保生物化学研究具有高度的特殊性.其主要优势包括高纯度(>98%),受控条件下的稳定性以及与体外和体外研究应用的兼容性.D-ERYTHRO-SphINGINEINE作为环状合成的前身,被广泛用于脂质代谢研究,...

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CAS号116467-63-1 (4E,2S,3R)-1,3-... | CAS号572922-39-5 2-phenyl-4-(S)-... | CAS号105308-75-6 (2'E,4S,1'R)-4-... | CAS号103348-49-8 (2S,3R,4E)-2-叠氮... | CAS号115464-03-4 tert-butyl (4S)... | CAS号1094213-80-5 (2S,3R)-(4E)-1-... | CAS号511542-07-7 (2S,3R,4E)-2-am... | CAS号10575-28-7 1-hydroxy°Ctade... | CAS号3102-57-6 N-乙酰基神经鞘氨醇 | CAS号123-78-4 D-鞘氨醇 | CAS号26993-30-6 D-苏式-鞘胺醇-1-磷酸 | CAS号544-63-8 肉豆蔻酸 | CAS号638-53-9 十三烷酸 | CAS号54164-50-0 C24:1 神经酰胺 (d18... | CAS号764-22-7 D-赤式-二氢鞘氨醇 | CAS号74713-60-3 N-月桂酰-D-鞘胺醇 | CAS号74713-59-0 N-辛酰基-D-神经鞘氨醇

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    📜N-乙酰基神经鞘氨醇置于一水合肼体系中,化学反应 20.0H,以60%的收率获得d-鞘氨醇
    参考文献:Sphingolipids And Glycerolipids. Part Ii. Syntheses Of Two Pairs Of Enantiomeric C18-Sphingosines And A Palmitoyl Analogue Of Gaucher Spleen Glucocerebroside.
    标题:Sphingolipids And Glycerolipids. Part Ii. Syntheses Of Two Pairs Of Enantiomeric C18-Sphingosines And A Palmitoyl Analogue Of Gaucher Spleen Glucocerebroside.
    摘要:已合成十六种手性c4-环氧化物 [(-)-10A-D,(+)-10A-D,(-)-11A-D,(+)-11A-D],这些化合物是我们合成复杂脂质策略中的合成子,通过使用sharpless不对称环氧化反应,从(2Z)-2-丁烯-1,4-二醇(6)制备而成.利用手性c4-环氧化物 [(+)-10A,(-)-10A,(-)-11A,(+)-11A] 作为起始化合物,通过环氧环的区域选择性开环反应与叠氮阴离子结合,随后将叠氮基团还原为氨基,并进行wittig反应,合成了两对对映异构体(d-赤藓糖,L-赤藓糖,D-反式,L-反式)c18-鞘氨醇(1,2,3,4).此外,D-赤藓糖-C18-鞘氨醇(1)通过与棕榈酸和d-葡萄糖的连续缩合反应途径转化为高雪氏脾脏葡萄糖苷脂(5)的棕榈酰类似物(5A).
    Doi:10.1248/cpb.40.1154

    海关参考信息

    专利信息


    专利号:US-2024110196-A1
    优先权日:2022-08-29
    标题 :Use of multigene stacking method in synthesis of nervonic acid in brassica napus
    发明人:LIU FANG; WANG PANDI; WU GANG; XIONG XIAOJUAN
    权利人:OIL CROPS RES INSTITUTE CAAS
    摘要:The present disclosure relates to use of a multigene stacking method in synthesis of nervonic acid in Brassica napus. The present disclosure provides a multigene co-expression plant vector, including an initial backbone of pBWA(V)BII and multiple exogenous gene expression cassettes. The present disclosure further provides two plant vectors applicable to genetic transformation, including a three-gene co-expression plant vector and a five-gene co-expression plant vector. In the present disclosure, after the three-gene co-expression plant vector and the five-gene co-expression plant vector are separately transferred into the Brassica napus, the nervonic acid (NA) with a high content is synthesized in the Brassica napus through multigene co-expression. An NA ratio can be significantly increased combined with a higher seed oil content and a greater field seed yield. The plant vector realizes efficient synthesis of NA in oil crops, obtains NA-rich seed oil, and increases an added value of edible oil.

    专利号:US-6440703-B1
    优先权日:1997-12-01
    标 题 :Enzymatic synthesis of gangliosides
    发明人:DEFREES SHAWN
    权利人:NEOSE TECHNOLOGIES INC
    摘要:This invention provides methods for practical in vitro synthesis of gangliosides and other glycolipids. The synthetic methods typically involve enzymatic synthesis, or a combination of enzymatic and chemical synthesis. One or more of the enzymatic steps is preferably carried out in the presence of an organic solvent.

    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-6451543-B1
    优先权日:1998-08-31
    标题:Lipid matrix-assisted chemical ligation and synthesis of membrane polypeptides
    发明人:KOCHENDOERFER GERD G; HUNTER CHRISTIE L; KENT STEPHEN B H; BOTTI PAOLO
    权利人:GRYPHON SCIENCES
    摘要:The present invention relates to methods and compositions for lipid matrix-assisted chemical ligation and synthesis of membrane polypeptides that are incorporated in a lipid matrix. The invention is exemplified in production of a prefolded membrane polypeptide embedded within a lipid matrix via stepwise chemoselective chemical ligation of unprotected peptide segments, where at least one peptide segment is embedded in a lipid matrix. Any chemoselective reaction chemistry amenable for ligation of unprotected peptide segments can be employed. Suitable lipid matrices include liposomes, micelles, cell membrane patches and optically isotropic cubic lipidic phase matrices. Prefolded synthetic and semi-synthetic membrane polypeptides synthesized according to the methods and compositions of the invention also permit site-specific incorporation of one or more detectable moieties, such as a chromophore, which can be conveniently introduced during synthesis. The methods and compositions of the invention have multiple uses. For example, they can be used to assay ligand binding to membrane polypeptides and domains comprising a receptor, and thus are extremely useful for structure/function studies, drug screening/selection/design, and diagnostics and the like, including high-throughput applications. The methods and compositions of the invention are particularly suited for FRET analyses of previously inaccessible membrane polypeptides.

    专利号:US-2006211083-A1
    优先权日:2005-01-21
    标题:Products and processes for in vitro synthesis of biomolecules
    发明人:KATZEN FEDERICO; KUDLICKI WIESLAW; FLETCHER JULIA
    权利人:KATZEN FEDERICO; KUDLICKI WIESLAW; FLETCHER JULIA
    摘要:Provided herein are products and processes for efficiently synthesizing biomolecules in vitro using cell-free extracts derived from mammalian cells and insect cells. In an embodiment, provided is a process for preparing a cell-free extract from insect cells and mammalian cells that efficiently synthesizes post-translationally modified target proteins (e.g., glycosylated target proteins). In some embodiments, a ribonucleic acid is synthesized in vitro that comprises a cap, a 5′ untranslated region comprising an 18S rRNA binding ribonucleotide sequence, and a target ribonucleotide sequence. It has been determined that such ribonucleic acids result in efficient in vitro synthesis of a target protein using cell-free extracts derived from non-rabbit mammalian cells and insect cells.

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    主要参考文献


    1: Ban Y, Dong W, Zhang L, Zhou T, Altiti AS, Ali K, Mootoo DR, Blaho VA, Hla T, Ren Y, Ma X. Abrogation of Endogenous Glycolipid Antigen Presentation on Myelin- Laden Macrophages by D-Sphingosine Ameliorates the Pathogenesis of Experimental Autoimmune Encephalomyelitis. Front Immunol. 2019 Mar 19;10:404. doi: 10.3389/fimmu.2019.00404.
    2: Resuello DL, Lirio SB, Porto AE, Macabeo APG, Huang HY, Corpuz MJT, Villaflores OB. β-secretase 1 inhibitory activity and AMP-activated protein kinase activation of Callyspongia samarensis extracts. Nat Prod Res. 2020 Feb;34(4):525-529. doi: 10.1080/14786419.2018.1488699. Epub 2018 Nov 14. 15(141):20170848. doi: 10.1098/rsif.2017.0848.
    4: Qi M, Wu C, Wang Z, Zhou L, Men C, Du Y, Huang S, Chen L, Chen L. Transient Receptor Potential Vanilloid 4 Activation-Induced Increase in Glycine-Activated Current in Mouse Hippocampal Pyramidal Neurons. Cell Physiol Biochem. 2018;45(3):1084-1096. doi: 10.1159/000487350. Epub 2018 Feb 7. 35(1):77-86. doi: 10.1007/s10719-017-9802-7. Epub 2017 Oct 16. 31(10):4482-4491. doi: 10.1096/fj.201700161R. Epub 2017 Jun 23.

    合成参考文献


    参考文献:10.1194/jlr.m001396
    摘要:Podbielska M, Dasgupta S, Levery SB, Tourtellotte WW, Annuk H, Moran AP, Hogan EL. Novel myelin penta- and hexa-acetyl-galactosyl-ceramides: structural characterization and immunoreactivity in cerebrospinal fluid. Journal of Lipid Research. 2010 Jun;51(6):1394–406. doi: 10.1194/jlr.m001396.
    参考文献:10.1007/s00280-009-1233-0
    摘要:Antoon JW, Liu J, Ponnapakkam AP, Gestaut MM, Foroozesh M, Beckman BS. Novel D: -erythro N-octanoyl sphingosine analogs as chemo- and endocrine-resistant breast cancer therapeutics. Cancer Chemother Pharmacol. 2010 May;65(6):1191–5. doi: 10.1007/s00280-009-1233-0.
    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/s11481-011-9289-0
    摘要:Bandaru VVR, Patel N, Ewaleifoh O, Haughey NJ. A Failure to Normalize Biochemical and Metabolic Insults During Morphine Withdrawal Disrupts Synaptic Repair in Mice Transgenic for HIV-gp120. Journal of Neuroimmune Pharmacology. 2011 Jul 12;6(4):640. doi: 10.1007/s11481-011-9289-0.
    参考文献:10.1042/cs20110236
    摘要:Selim S, Sunkara M, Salous AK, Leung SW, Berdyshev EV, Bailey A, Campbell CL, Charnigo R, Morris AJ, Smyth SS. Plasma levels of sphingosine 1-phosphate are strongly correlated with haematocrit, but variably restored by red blood cell transfusions. Clin Sci (Lond). 2011 Dec;121(12):565–72.
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