CAS: 3416-05-5; 1-((2R,5S)-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-5-Methylpyrimidine-2,4(1H,3H)-Dione

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上下游产品

CAS号3056-17-5 司他夫定 | CAS号50-89-5 beta-胸苷 | CAS号121687-74-9 1-[5-O-(tert-bu... | CAS号123884-08-2 3'-deoxy-5'-O-(... | CAS号107036-54-4 3'-deoxy-5'-O-t... | CAS号320-98-9 2-硝基-5-氟苯甲酸 | CAS号18107-18-1 (三甲硅烷)重氮甲烷 | CAS号7481-89-2 2',3'-二脱氧胞苷 | CAS号1463-10-1 5-甲基尿甙 | CAS号132820-97-4 5-(Hydroxymethy... | CAS号120966-81-6 ddU-2,5'-anhydr...

合成工艺路线路线简述

  • 合成目标产物 2',3'-Dideoxythymidine 主要起始原料 Stavudine
  • (文献来源)合成步骤主要原料 Stavudine
胸腺嘧啶置于硫酸氢铵,四丁基氟化铵,二氯乙基铝体系中,用 四氢呋喃,1,2-二氯乙烷,甲苯 用作溶剂,化学反应 18.0H,反应生成2',3'-二脱氧胸苷
参考文献:哺乳动物line-1逆转座子的特定逆转录酶抑制剂的合成与表征
标题:哺乳动物line-1逆转座子的特定逆转录酶抑制剂的合成与表征
摘要:逆转座子是在哺乳动物基因组中扩增到惊人数量的一种可转座元件(te),包括超过三分之一的人类和小鼠基因组.长时间散布的1类元素(line-1或l1)反转录转座子丰富,目前在人类和小鼠基因组中具有活跃的反转录元件.同样,两个基因组中都含有长末端重复序列(ltr)的逆转座子,尽管仅在小鼠中有活性.Ltr和line-1-逆转录元件使用不同的逆转座子机制,尽管两者都涉及中间逆向元件衍生的rna的逆转录.反转录转座子的活性继续影响种系和体细胞基因组,在进化过程中产生个体差异,并分别影响癌症和脑部生理.然而,关于逆转座的功能后果知之甚少.在这项研究中,我们已经合成和表征了针对哺乳动物line-1逆转座子的逆转录酶抑制剂,这可能有助于破译体内逆转座子的功能.
Doi:10.1016/j.Chembiol.2019.04.010

海关参考信息

专利信息


专利号:US-8138330-B2
优先权日:2006-09-11
标 题 :Process for the synthesis of oligonucleotides
发明人:LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED
权利人:LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED; SIGMA ALDRICH CO LLC
摘要:The present invention discloses novel methods for the synthesis of oligonucleotides with nucleoside phosphoramidites on solid supports. The methods comprise the stepwise chain assembly of oligonucleotides on supports with 5′-acyl phosphoramidites. The synthesis cycles consist of a front end deprotection step which is conducted with a solution of a primary amine or a phenolate, a phosphoramidite coupling step with a 5′-acyl nucleoside phosphoramidite in the presence of an activator, a phosphite oxidation step and an optional capping step. The novel methods improve the quality of synthetic oligonucleotides due to the irreversibility of the front end deprotection step, which prevents the formation of deletion sequences, and due to the avoidance of acidic reagents in the synthesis cycles, which prevent the formation of depurination side products. The invention further discloses novel nucleoside phosphoramidite compositions wherein the phosphoramidites carry acyl front end protective groups which are cleavable with primary amines or phenolates. The invention is applicable to the synthesis of oligodeoxyribonucleotides, oligoribonucleotides and oligonucleotides with modifications in their sugar or phosphate groups.

专利号:US-2023313255-A1
优先权日:2020-07-15
标题:Massively Parallel Enzymatic Synthesis of Polynucleotides
发明人:HORGAN ADRIAN; LACHAIZE HENRI; VERARDO DOMIANO; GODRON XAVIER
权利人:DNA SCRIPT
摘要:The invention is directed to methods and compositions for inkjet assisted synthesis of a plurality of polynucleotides at reaction sites on a substrate using template-free polymerases, such as, terminal deoxynucleotidyl transferases (TdTs). Compositions of the invention include formulations of synthesis reagents for inkjet delivery including, but not limited to, TdT coupling reaction buffers and 3′-O-protected dNTP monomers.

专利号:US-7344863-B2
优先权日:1998-03-13
标题:Methods for producing polypeptides through enhanced synthesis of encoding nucleic acid molecules
发明人:LI WU-BO; JESSEE JOEL A; SCHUSTER DAVID; XIA JIULIN; GEBEYEHU GULILAT
权利人:INVITROGEN CORP
摘要:The present invention is directed to compositions and methods for enhancing synthesis of nucleic acid molecules, particularly GC-rich nucleic acid molecules. Specifically, the invention provides compositions comprising one or more nitrogen-containing organic compounds having a formula selected from the group consisting of formula I and formula II (or salts or derivatives thereof), preferably 4-methylmorpholine N-oxide or betaine (carboxymethyltrimethylammonium), and further comprising one or more compounds selected from the group consisting of proline and an N-alkylimidazole compound, and more preferably proline, 1-methylimidazole or 4-methylimidazole. The invention further relates to methods for enhanced, high-fidelity synthesis of nucleic acid molecules, including via amplification (particularly PCR), reverse transcription, and sequencing methods. The invention also relates to nucleic acid molecules synthesized by these methods, to fragments or derivatives thereof, and to vectors and host cells comprising such nucleic acid molecules, fragments, or derivatives. The invention also relates to kits for synthesizing, amplifying, reverse transcribing or sequencing nucleic acid molecules comprising one or more of the compositions of the invention.

专利号:US-12421628-B2
优先权日:2018-07-23
标题:Massively parallel enzymatic synthesis of nucleic acid strands
发明人:HORGAN ADRIAN; GODRON XAVIER; YBERT THOMAS; NICOL ROBERT
权利人:DNA SCRIPT
摘要:The invention is directed to methods for massively parallel template-free enzymatic synthesis of a plurality of different polynucleotides of predetermined sequences. In one aspect, methods of the invention employ large scale arrays of reaction sites each associated with at least one working electrode for controlling deprotection and deblocking steps at predetermined user selected sites. In another aspect, the invention provides template-free enzymatic synthesis with proofreading, wherein completed polynucleotides at predetermined reaction sites are sequenced using a sequencing by synthesis technique, particularly employing electrochemically labile blocking groups.

专利号:WO-2024213852-A1
优先权日:2023-04-12
标题:Electrochemical device for enzymatic synthesis of polynucleotides
发明人:HORGAN ADRIAN; FOURNIER MAXIME; GODRON XAVIER; BOUL MANON; CHEN SUYUE
权利人:DNA SCRIPT
摘要:The present invention relates to an electrochemical device (1) for enzymatic synthesis of polynucleotides, comprising at least one circulation duct (4) configured to receive an electrolytic solution, the circulation duct (4) being delimited by a first wall (6) and a second wall (7) opposite each other, the first wall (6) forming a support plate (8) of at least one reaction site configured for the enzymatic synthesis and able to carry a polynucleotide initiator fragment, the circulation duct (4) being equipped with a set of electrodes (2), the set of electrodes comprising at least one electrode of an array of electrodes (10) formed on the support plate (8) and operatively associated with the reaction sites, the set of electrodes (2) also comprising at least one additional electrode (16) arranged on the second wall (7) opposite the support plate (8).

专利号:US-5571677-A
优先权日:1993-07-02
标题:Convergent synthesis of branched and multiply connected macromomolecular structures
发明人:GRYAZNOV SERGEI M
权利人:LYNX THERAPEUTICS INC
摘要:The invention provides methods and compositons for convergent synthesis of branched polymers useful as molecular probes. The invention also includes several novel branched polymeric structures particularly useful for detecting target polynucleotides. Branched polymers of the invention comprise at least two branches: at least one branch is a target binding moiety capable of specifically binding to a target molecule of interest and one or more branches are signal generation moities capable of directly or indirectly generating a detectable signal. In accordance with the method of the invention branched polymers are assembled from components having phosphorothioate groups and/or haloacyl- or haloalkylamino groups. The phosphorothioate and haloacyl- or haloalkylamino groups react rapidly and efficiently when brought into contact to form thiophosphorylacyl- or thiophosphorylalkylamino bridges which.complete the assembly of a branched polymer. The method of the invention permits thorough purification and isolation of the components prior to final assembly. Incomplete branched polymers are readily separated from the desired product by standard means. The method of the invention permits the synthesis of several novel branched polymer configurations.
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主要参考文献


1: Dilmore CR, DeStefano JJ. HIV Reverse Transcriptase Pre-Steady-State Kinetic Analysis of Chain Terminators and Translocation Inhibitors Reveals Interactions between Magnesium and Nucleotide 3'-OH. ACS Omega. 2021 May 25;6(22):14621-14628. doi: 10.1021/acsomega.1c01742.
2: Khorsandgolchin G, Sanche L, Cloutier P, Wagner JR. Strand Breaks Induced by Very Low Energy Electrons: Product Analysis and Mechanistic Insight into the Reaction with TpT. J Am Chem Soc. 2019 Jul 3;141(26):10315-10323. doi: 10.1021/jacs.9b03295. Epub 2019 Jun 22. 30(5):832-845. doi: 10.1007/s13361-019-02155-0. Epub 2019 Mar 8. 76(1):e73. doi: 10.1002/cpnc.73. Epub 2019 Jan 28.
5: Martinez SE, Bauman JD, Das K, Arnold E. Structure of HIV-1 reverse transcriptase/d4TTP complex: Novel DNA cross-linking site and pH-dependent conformational changes. Protein Sci. 2019 Mar;28(3):587-597. doi: 10.1002/pro.3559. Epub 2018 Dec 22.

合成参考文献


参考文献:10.1016/s0168-1702(01)00285-4
摘要:Zhang J, Balestrieri E, Grelli S, Matteucci C, Pagnini V, D'Agostini C, Mastino A, Macchi B. Efficacy of 3'-azido 3'deoxythymidine (AZT) in preventing HTLV-1 transmission to human cord blood mononuclear cells. Virus Res. 2001 Oct 30;78(1-2):67–78. doi: 10.1016/s0168-1702(01)00285-4.
参考文献:10.1073/pnas.83.6.1911
摘要:Mitsuya H, Broder S. Inhibition of the in vitro infectivity and cytopathic effect of human T-lymphotrophic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV) by 2',3'-dideoxynucleosides. Proc. Natl. Acad. Sci. U.S.A. 1986 Mar;83(6):1911–5. doi: 10.1073/pnas.83.6.1911.
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