CAS: 146-80-5; 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-9H-Purine-2,6-Diol

该化合物是一种稳定的同位素标签标签的Xanthosine类比,其中5个碳原子被13C同位素取代,该化合物主要用作数量质量光谱测量和NMR研究的内部标准,确保代谢路径分析和核糖酸研究的高度准确性.13C标签将自然同位素分布的干扰降到最低程度,提高信号分辨率和数据可靠性. Xanthosine-13C5在跟踪纯代谢,研究RNA的更替和调查核核酸相关生物化学过程方面特别宝贵.其高同位素纯度和化学稳定性使得它成为精密研究酶学,药理学和系统生物学的关键工具.

结构式图片

相似化合物

25899-70-1 1078140-86-9 29885-96-9

上下游产品

CAS号118-00-3 鸟苷 | CAS号5383-06-2 N1-hydroxyinosine | CAS号50-69-1 核糖 | CAS号69-89-6 黄嘌呤 | CAS号58-63-9 肌苷 | CAS号132194-28-6 2’,3’-二脱氧黄嘌呤核苷 | CAS号58-08-2 咖啡因 | CAS号88010-99-5 2-[1-(2,6-dioxo... | CAS号61444-45-9 Xanthosine,2',3...

合成工艺路线路线简述

    鸟苷置于磷酸,Sodium Hydroxide,Sodium Nitrite体系中,用 水 用作溶剂,化学反应 21.5H,反应生成黄嘌呤核苷
    参考文献:在假定的 Rna 肽世界中将氨基酸加载到 Rna 上
    标题:在假定的 Rna 肽世界中将氨基酸加载到 Rna 上
    摘要:在假定的生命起源前 Rna 肽世界中,用氨基酸装载 Rna 是朝着基于 Rna 的肽合成迈出的第一步.报道了结合n-甲基氨基甲酰基核苷酸和一系列氨基酸的rna 链的有效加载.加载的 Rna 链也经历了基于 Rna 的氨基酸转移反应.
    Doi:10.1002/anie.202302360

    海关参考信息

    专利信息


    专利号:US-6048975-A
    优先权日:1991-09-12
    标 题:Process for the chemical synthesis of oligonucleotides
    发明人:PFLEIDERER WOLFGANG; BERGMANN FRANK
    权利人:HOECHST AG
    摘要:A process for the chemical synthesis of oligonucleotides n Use of a dansylethoxycarbonyl group as base-labile 5'-hydroxyl protective group in the chemical synthesis of DNA and RNA and suitable synthetic processes. n The ease of detection of the dansyl protective group and the ease of elimination from the sugar residue of the nucleotide without side reactions make oligonucleotide synthesis possible with high yields in very small quantities.

    专利号:US-5945524-A
    优先权日:1990-09-14
    标 题 :Process for the chemical synthesis of oligonucleotides
    发明人:PFLEIDERER WOLFGANG; BERGMANN FRANK
    权利人:HOECHST AG
    摘要:Use of a dansylethoxycarbonyl group as base-labile 5'-hydroxyl protective group in the chemical synthesis of DNA and RNA and suitable synthetic processes. n The ease of detection of the dansyl protective group and the ease of elimination from the sugar residue of the nucleotide without side reactions make oligonucleotide synthesis possible with high yields in very small quantities.

    专利号:US-7491520-B2
    优先权日:2004-01-19
    标题 :Biochemical synthesis of 6-amino caproic acid
    发明人:RAEMAKERS-FRANKEN PETRONELLA C; NOSSIN PETRUS M M; BRANDTS PAUL M; WUBBOLTS MARCEL G; PEETERS WIJNAND P H; ERNSTE SANDRA; WILDEMAN DE STEFAAN M A; SCHUERMANN MARTIN
    权利人:DSM IP ASSETS BV
    摘要:The invention relates to biochemical synthesis of 6-amino caproic acid from 6-aminohex-2-enoic acid compound or from 6-amino-2-hydroxyhexanoic acid, by treatment with an enzyme having α,β-enoate reductase activity towards molecules containing an α,β-enoate group and a primary amino group. The invention also relates to processes for obtaining suitable genetically engineered cells for being used in such biotransformation process, and to precursor fermentation of 6-amino caproic acid from intermediates leading to 6-amino caproic acid. Finally, the invention relates to certain novel biochemically produced compounds, namely 6-aminohex-2-enoic acid, 6-aminohexanoic acid, as well as to caprolactam produced therefrom and to nylon-6 and other derivatives produced from such biochemically produced compounds or caprolactam.

    专利号:US-8759508-B2
    优先权日:2007-05-18
    标 题 :Chromophoric silyl protecting groups and their use in the chemical synthesis of oligonucleotides
    发明人:DELANEY MICHAEL OREN
    权利人:DELANEY MICHAEL OREN; GE HEALTHCARE DHARMACON INC
    摘要:The compounds are of class of chromophoric 1,2,3-triazolyl equipped silyl linking groups that are useful in the chemical synthesis of RNA. An example of a nucleoside comprising this group is

    专利号:US-2002161219-A1
    优先权日:2001-02-21
    标 题:Non-enzymatic large scale synthesis of RNA
    发明人:KANAVARIOTI ANASTASSIA; DEAMER DAVID W; MONNARD PIERRE-ALAIN M; BERNASCONI CLAUDE F
    摘要:This invention pertains to the development of methods that accomplish efficient, non-enzymatic, nucleic acid-directed (e.g. RNA-directed) nucleic acid (e.g. RNA) synthesis. In certain embodiments the methods provide conditions that favor oligouridylate synthesis with excellent yield and, at least, up to 30% regioselectivity favoring the RNA linkage. The methods preferably involve contacting, in the presence of lead ions (Pb 2+ ) and/or tin ions (Sn 2+ ) and, optionally, magnesium ions (Mg 2+ ), a template nucleic acid with a nucleotide derivatized with an imidazolide.

    专利号:US-9303056-B2
    优先权日:2012-07-25
    标题 :Monomer for synthesis of RNA, method for producing same, and method for producing RNA
    发明人:KATAOKA MASANORI
    权利人:UNIV KOCHI
    摘要:The objective of the present invention is to provide a monomer for RNA synthesis which can be efficiently produced and therefore by which the producing cost of RNA can be remarkably decreased, and a method for efficiently producing the monomer in a small number of steps. In addition, the objective of the present invention is also to provide a method by which RNA can be efficiently produced even when a approximately stoichiometry amount of the monomer for RNA synthesis is used. The monomer for RNA synthesis according to the present invention is represented by the following formula (I) or (I′): n nwherein R 1 is a protective group of the hydroxy group and R 2 is an alkyl group or the like.
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    主要参考文献


    1: Westarp S, Brandt F, Neumair L, Betz C, Dagane A, Kemper S, Jacob CR, Neubauer P, Kurreck A, Kaspar F. Nucleoside Phosphorylases make N7-xanthosine. Nat Commun. 2024 Apr 29;15(1):3625. doi: 10.1038/s41467-024-47287-4.
    2: Doshi M, Natori Y, Ishii A, Saigusa D, Watanabe S, Hosoyamada M, Hirashima- Akae Y. Hypothermia increases adenosine monophosphate and xanthosine monophosphate levels in the mouse hippocampus, preventing their reduction by global cerebral ischemia. Sci Rep. 2024 Feb 7;14(1):3187. doi: 10.1038/s41598-024-53530-1.
    3: Ahmed SA, Sarma P, Barge SR, Swargiary D, Devi GS, Borah JC. Xanthosine, a purine glycoside mediates hepatic glucose homeostasis through inhibition of gluconeogenesis and activation of glycogenesis via regulating the AMPK/ FoxO1/AKT/GSK3β signaling cascade. Chem Biol Interact. 2023 Feb 1;371:110347. doi: 10.1016/j.cbi.2023.110347. Epub 2023 Jan 7. 50(11):6038-6051. doi: 10.1093/nar/gkac477.

    合成参考文献


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    参考文献:10.1007/s00223-004-0175-0
    摘要:Moreira RO, Balduíno A, Martins HSLH, Reis JSN, Duarte MEL, Farias MLF, Borojevic R. Ribavirin, but Not Interferon α-2b, is Associated with Impaired Osteoblast Proliferation and Differentiation In Vitro. Calcified Tissue International. 2004 May 13;75(2):160–8. doi: 10.1007/s00223-004-0175-0.
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