CAS: 29984-33-6; ((2R,3S,4S,5R)-5-(6-Amino-9H-Purin-9-yl)-3,4-Dihydroxytetrahydrofuran-2-yl)Methyl Dihydrogen Phosphate

该化合物是一种核酸(Ara-A)的核酸单磷衍生物,其产物为β-D-A,其成分为β-D-Arabin-Raynousylusine 糖,其成分为乙酸盐酸的溶解性和生物利用率,该成分与生化化学和药物研究有关,因为它与天然核糖酸研究结构相似,使其在酶研究中成为潜在的子基质或抑制剂.甘酸类酸类类类在调核酸合成中起着关键作用.

结构式图片

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CAS号5536-17-4 阿糖腺苷 | CAS号78-40-0 磷酸三乙酯

合成工艺路线路线简述

    阿糖腺苷置于磷酸三乙酯,三氯氧磷体系中,用58%的收率获得单磷酸阿糖腺苷
    参考文献:Synthesis Of Cyclic Adenosine 5'-Diphosphate Ribose Analogues: A C2' Endo/syn "southern" Ribose Conformation Underlies Activity At The Sea Urchin Cadpr Receptor
    标题:Synthesis Of Cyclic Adenosine 5'-Diphosphate Ribose Analogues: A C2' Endo/syn "southern" Ribose Conformation Underlies Activity At The Sea Urchin Cadpr Receptor
    摘要:采用化学酶法合成了新型 8 取代碱基和糖修饰的 Ca2+ 调动第二信使环腺苷-5â²-二磷酸核糖(cadpr)类似物,并对其在海胆卵匀浆(suh)和 Jurkat T 淋巴细胞中的活性进行了评估;通过 1H NMR 光谱进行的构象分析发现,C2â² 内/同步构象是 Cadpr 在海胆蛋匀浆(suh)受体(而不是在 T 细胞-Cadpr 受体)中发挥激动剂或拮抗剂活性的关键.
    Doi:10.1039/c0Ob00396D

    海关参考信息

    专利信息


    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-12037623-B2
    优先权日:2018-07-09
    标 题 :Enzymatic synthesis of 4′-ethynyl nucleoside analogs
    发明人:HUFFMAN MARK A; FRYSZKOWSKA ANNA; KOLEV JOSHUA N; DEVINE PAUL N; CAMPOS KEVIN R; TRUPPO MATTHEW; NAWRAT CHRISTOPHER C
    权利人:MERCK SHARP & DOHME; MERCK SHARP & DOHME LLC
    摘要:The present invention relates to an enzymatic synthesis of 4′-ethynyl-2′-deoxy nucleosides and analogs thereof, for example EFdA, that eliminates the use of protecting groups on the intermediates, improves the stereoselectivity of glycosylation and reduces the number of process steps needed to make said compounds. It also relates to the novel intermediates employed in the process.

    专利号:WO-2004113530-A1
    优先权日:2003-06-18
    标题:Polynucleotide for synthesis of labeled protein
    发明人:NAKA DAIJI; NAKANO HIROSHI; SHIRATORI MIWA; KOBAYASHI TERUAKI; SUZUKI KATSUHIKO; HASHIMOTO HIDEMI; SASAKI TOORU
    权利人:MITSUBISHI CHEM CORP; NAKA DAIJI; NAKANO HIROSHI; SHIRATORI MIWA; KOBAYASHI TERUAKI; SUZUKI KATSUHIKO; HASHIMOTO HIDEMI; SASAKI TOORU
    摘要:A process for producing a labeled protein, comprising translating a gene template in the presence of a labeled compound having a label portion consisting of a labeled substance and an acceptor portion consisting of a compound capable of binding to the C-terminus of protein synthesized by a translation system. In particular, there are provided a polynucleotide for use in synthesis of labeled protein characterized by having the capability of enhancing labeling efficiency through addition to the 3’ end of a base sequence coding for target protein within the gene template and provided a process for producing a labeled protein that is carried out with the use of the polynucleotide.

    专利号:US-5514569-A
    优先权日:1992-12-23
    标 题:Method for enzymatic synthesis of oligonucleotides using phosphate precipitation
    发明人:HYMAN EDWARD D
    摘要:Enzymatic synthesis of a portion of an oligonucleotide is performed by a cycle of synthetic steps: (a) combining an oligonucleotide primer and a blocked nucleotide in a reaction mixture in the presence of a chain extending enzyme, such that a primer-blocked nucleotide product is formed, wherein the blocked nucleotide substrate comprises (i) a nucleotide to be added to form part of the defined sequence and (ii) a blocking group attached to the nucleotide effective to prevent the addition of more than one blocked nucleotide to the primer; and (b) removing the blocking group from the 3' end of the primer-blocked nucleotide product to form a primer-nucleotide product. Phosphate is generated in at least one synthetic step. A precipitate is formed in the cycle comprising phosphate and at least one precipitation cation. The precipitation of phosphate reduces its unfavorable effect on the method. Preferably, cycles of the method are repeated without intermediate purification of primer-nucleotide product or precursor. The precipitation cation may be a polyvalent elemental cation, spermine, or a cation which forms a poorly soluble salt with phosphate. Preferably, the chain extending enzyme is RNA Ligase, the blocked nucleotide is AppNp, and the blocking group is removed using a phosphatase. There is also provided a method for reducing the inhibitory effect of nucleoside 5'-monophosphate and of 3',5'-nucleoside diphosphate on phosphodiesterase I. This is accomplished by enzymatically converting these inhibitors to less inhibitory products.

    专利号:US-5436143-A
    优先权日:1992-12-23
    标题:Method for enzymatic synthesis of oligonucleotides
    发明人:HYMAN EDWARD D
    摘要:Enzymatic synthesis of oligonucleotides may be performed in a single vessel without intermediate purification, by the steps of: n (a) combining a nucleotide primer sequence and a blocked nucleotide in the presence of a chain extending enzyme whereby a reaction mixture is formed containing the blocked nucleotide coupled to the nucleotide primer sequence at its 3' end; n (b) inactivating the chain extending enzyme; n (c) removing the blocking group from the primer-blocked nucleotide to form a primer-nucleotide product; and converting any unreacted blocked nucleotide to an unreactive form which is substantially less active as a substrate for the chain extending enzyme than the blocked nucleotide.

    专利号:US-11311505-B2
    优先权日:2017-02-24
    标 题:Synergistic compositions to stimulate the synthesis of human lung and sinus surfactants to decrease coughing, increase FEV-1/FVC ratios, decrease lung fibrosis, by increasing apoptosis of myofibroblasts
    发明人:MARTIN ALAIN
    权利人:MARTIN ALAIN; CELLULAR SCIENCES INC
    摘要:Methods for the treatment of patients with both Chronic Obstructive Pulmonary Disease (COPD) and pulmonary fibrosis, and of patients with idiopathic pulmonary fibrosis without COPD, by stimulating the synthesis of human and animal patient lung and sinus surfactants to increase lung functions, inhibiting fibrosis and reducing coughing and nasal erythema, include the following steps: A) analyzing and diagnosing a patient with a lung ailment selected from the group consisting of i) both COPD and pulmonary fibrosis; and ii) idiopathic pulmonary fibrosis without COPD; and, B) treating the patient to raise the patient's lung functions including FEV1/FVC ratio by contacting mammalian cells with a [therapeutically effective amount of a treatment] composition that includes: a) a pyruvate salt; b) a phosphate; c) a salt of calcium; and d) a salt of magnesium, in an aqueous carrier, containing no more than 2.2 grams of said pyruvate salt per liter.
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    主要参考文献


    1: Song S, Hao Y, Yang X, Patra P, Chen J. Using Gold Nanoparticles as Delivery Vehicles for Targeted Delivery of Chemotherapy Drug Fludarabine Phosphate to Treat Hematological Cancers. J Nanosci Nanotechnol. 2016 Mar;16(3):2582-6. doi: 10.1002/ajmg.a.37563. Epub 2016 Jan 20. doi: 10.1016/j.jconrel.2015.11.030. Epub 2015 Dec 2. doi: 10.1016/j.bmc.2015.04.059. Epub 2015 Apr 25. doi: 10.1007/s00280-014-2618-2. Epub 2014 Nov 6.
    6: Pessetto ZY, Ma Y, Hirst JJ, von Mehren M, Weir SJ, Godwin AK. Drug repurposing identifies a synergistic combination therapy with imatinib mesylate for gastrointestinal stromal tumor. Mol Cancer Ther. 2014 Oct;13(10):2276-87. doi: 10.1158/1535-7163.MCT-14-0043. Epub 2014 Aug 13.
    7: Sharma A, Janocha AJ, Hill BT, Smith MR, Erzurum SC, Almasan A. Targeting mTORC1-mediated metabolic addiction overcomes fludarabine resistance in malignant B cells. Mol Cancer Res. 2014 Sep;12(9):1205-15. doi: 10.1158/1541-7786.MCR-14-0124. Epub 2014 Jul 24.

    合成参考文献


    参考文献:10.3109/10428194.2011.589547
    摘要:Marti GE, Stetler-Stevenson M, Grant ND, White T, Figg WD, Tohnya T, Jaffe ES, Dunleavy K, Janik JE, Steinberg SM, Wilson WH. Phase I trial of 7-hydroxystaurosporine and fludararbine phosphate:in vivoevidence of 7-hydroxystaurosporine induced apoptosis in chronic lymphocytic leukemia. Leukemia & Lymphoma. 2011 Jul 12;52(12):2284–92. doi: 10.3109/10428194.2011.589547.
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