CAS: 2239-64-7; 2'-Deoxy-6-Thioinosine

该化合物是一种核核素模拟物,其特征是,在净化基(Inosine)的6个位置上存在硫磺原子,这种改变具有独特的生化特性,使其在各种研究应用中,特别是在分子生物学和药用化学领域引起兴趣.该化合物由一种与改良的纯碱基相联系的脱氧核糖糖构成,它能够影响其与核糖酸结构和酶的相互作用. 2 欧元-脱氧-6-硫诺辛,已经研究其潜在的抗病毒和抗癌活动,因为它可能干扰核酸合成和功能.其结构上与天然核酸相似,因此有可能导致生物活动的变化.该化合物通常在标准实验室条件下处理,其稳定性和溶性因环境而不同.

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相似化合物

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6-Chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(6-thioxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 6H-purine-6-thione 2-deoxyinosine 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1,9-dihydro-purine-6-thione (2R,3S,5R)-5-[6-(2,4-Dinitro-phenylsulfanyl)-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-ol S-methylthiodeoxyinosine 3-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-ylsulfanyl)-propionitrile

合成工艺路线路线简述

    📜2'-脱氧肌苷置于sodium Hydroxide,硫代乙酸,2-氯苯基二氯膦体系中,用 1,4-二氧六环,水 用作溶剂,化学反应生成6-巯基嘌呤-2-脱氧核苷
    参考文献:含6-巯基嘌呤的寡脱氧核苷酸的合成及双链稳定性
    标题:含6-巯基嘌呤的寡脱氧核苷酸的合成及双链稳定性
    摘要:描述了将2'-脱氧肌苷转化为6-硫代-2'-脱氧肌苷(III)和制备s-保护的6-巯基嘌呤亚磷酰胺(vi)的简单程序.将单体(vi)掺入dna低聚物中,并转化成含有6-巯基嘌呤和其他在6-位修饰的嘌呤的寡聚物.含有6-巯基嘌呤或6-硫鸟嘌呤的dna双链体的解链温度(tm)的测量结果表明,两者都优先与胱氨酸而不是与胸腺嘧啶配对,但是s的存在通常会使dna双链体不稳定.
    Doi:10.1016/0040-4039(92)89045-E

    海关参考信息

    专利信息


    专利号:US-5780617-A
    优先权日:1990-05-29
    标题 :Synthesis of liponucleotides
    发明人:VAN DEN BOSCH HENK; VAN WIJK GYSBERT M T; KUMAR RAJ; HOSTETLER KARL Y
    权利人:NEXSTAR PHARMACEUTICALS INC
    摘要:A process for the preparation of glycerol di- or triphosphate derivatives comprising coupling the phosphate group of a glycerol monophosphate derivative in which one of the phosphate hydroxyls is replaced by a leaving group, with the terminal phosphate group of a mono- or diphosphate compound or a salt thereof, in the presence of a basic catalyst, under anhydrous conditions.

    专利号:WO-9118914-A1
    优先权日:1990-05-29
    标题:Synthesis of glycerol di- and triphosphate derivatives
    发明人:VEN DEN BOSCH HENK; VAN WIJK BERT; KUMAR RAJ; HOSTETLER KARL Y
    权利人:VICAL INC
    摘要:A process for the preparation of glycerophospholipid derivatives comprising coupling the phosphate group of a glycerol monophosphate derivative in which one of the phosphate hydroxyls is replaced by a leaving group, with the terminal phosphate group of a mono- or diphosphate compound or a salt thereof, in the presence of a basic catalyst, under anhydrous conditions.

    专利号:US-8759034-B2
    优先权日:2009-12-22
    标 题 :Thermostable biocatalyst combination for nucleoside synthesis
    发明人:MONTILLA AREVALO RAFAEL; DERONCELÉTHOMAS VICTOR MANUEL; LÓPEZ GÓMEZ CRISTINA; PASCUAL GILABERT MARTA; ESTEVEZ COMPANY CARLOS; CASTELLS BOLIART JOSEP
    权利人:PLASMIA BIOTECH S L
    摘要:A recombinant expression vector comprising: a) the sequence encoding a purine nucleoside phosphorylase (PNPase, E. C. 2.4.2.1), b) the sequence encoding a uridine phosphorylase (UPase, E. C. 2.4.2.3), c) or both; each of the sequences operably linked to one or more control sequences that direct the production of said phosphorylases in a suitable expression host; said sequences originating from the Archaea Thermoprotei class, characterized in that the PNPase is from Sulfolobus solfataricus (SEQ ID NO. 7) and the UPase is from Aeropyrum pernix (SEQ ID NO. 8). In addition, the present invention relates to A transglycosylation method between a sugar-donating nucleoside and an acceptor base in the presence of phosphate ions, characterized in that said method comprises the use of a uridine phosphorylase (UPase) of Aeropyrum pernix (NC_000854.2), a purine nucleoside phosphorylase (PNpase) of Sulfolobus solfataricus (NC_002754.1), or a combination thereof.

    专利号:WO-0026406-A1
    优先权日:1998-11-04
    标题:METHOD FOR INDEXING AND DETERMINING THE RELATIVE CONCENTRATION OF EXPRESSED MESSENGER RNAs
    发明人:HASEL KARL W; HILBUSH BRIAN S
    权利人:DIGITAL GENE TECH INC
    摘要:An improved method for the simultaneous sequence-specific identification of mRNAs in a mRNA population allows the visualization of nearly every mRNA expressed by a tissue as a distinct band on a gel whose intensity corresponds roughly to the concentration of the mRNA. In general, the method comprises the formation of cDNA using anchor primers to fix a 3'-endpoint, producing cloned inserts from the cDNA in a vector containing a bacteriophage-specific promoter for subsequent RNA synthesis, generating linearized fragments of the cloned inserts, preparing cRNA, transcribing cDNA from the cRNA and performing two sequence specific PCR amplifications of the cDNA. In preferred embodiments, the method comprises comparing the length and at least part of the nucleotide sequence of the PCR products to expected values determined from a database of nucleotide sequences. The method can identify changes in expression of mRNA associated with the administration of drugs or with physiological or pathological conditions. Also provided are vectors and primers useful for the practice of the improved method.

    专利号:EP-0531452-A1
    优先权日:1990-05-29
    标 题 :Synthesis of glycerol di- and triphosphate derivatives

    专利号:RU-2569110-C2
    优先权日:2009-12-22
    标题:Combination of thermo stable biocatalysts for synthesis of nucleosides

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    品牌试剂参考报价(招募中)

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Robak T, Robak P. Purine Nucleoside Analogs In The Treatment Of Rarer Chronic Lymphoid Leukemias. Curr Pharm Des. 2012;18(23):3373-88.
    [参考文献]: M Saneyoshi, Et Al. Synthetic Nucleosides And Nucleotides. Xiv. Facile Synthesis And Antitumor Activities Of 6-Mercaptopurine 2'-Deoxyriboside And Related Compounds. J Pharmacobiodyn. 1980 Feb;3(2):105-10.
    [参考文献]: T A Krenitsky, Et Al. Nucleosides Of Azathioprine And Thiamiprine As Antiarthritics. J Med Chem. 1989 Jul;32(7):1471-5.

    合成参考文献


    摘要:Takeda Kenkyusho Nempo. Annual Report of the Takeda Research Laboratories., 27(1), 1968
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