CAS: 1022-79-3; 4-Amino-5-Bromo-1-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)Pyrimidin-2(1H)-One

该化合物是脱氧基丁的一种合成核核素的模拟物,其特征是,在五颗铁环的5个位置上存在溴原子,其分子式为CHBRNO,其分子重量约为327.17克/摩尔,该化合物主要用于分子生物学和生物化学学,作为研究DNA甲基化和子细胞改变的工具,因为可以在复制过程中将其纳入DNA. 5-BdC可以抑制DNA合成,并经常用于与癌症和细胞区别有关的研究,它具有诸如水和有机溶剂溶液溶液溶液的溶液等特性,使其能用于实验室应用.此外,5-Bromo-2 欧元脱氧基锡丁在快速分解的细胞中可产生细胞毒性效应,这是在治疗环境中探讨的一个特征.但是,由于潜在的诱变性效应,而且实验室需要采取适当的安全措施,所以需要谨慎地处理其使用.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

2'-Deoxycytidine 2'-deoxycytidine monohydr°Chloride 5-bromo-2'-deoxy-5'-O-p-toluenesulfonylcytidine 2'-Deoxycytidine 4-N-benzoyl-5-bromodeoxycytidine 4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

合成工艺路线路线简述

  • 合成目标产物 5-Bromo-2'-Deoxycytidine 主要起始原料 2'-Deoxycytidine Monohydrate
  • (文献来源)合成步骤主要原料 2'-Deoxycytidine Monohydrate
2'-脱氧胞苷盐酸盐置于溴体系中,用 水 用作溶剂,化学反应生成5-溴-2'-脱氧胞苷
参考文献:Synthesis And Binding Property Of An Oligonucleotide Containing Tetrafluorophenoxazine
标题:Synthesis And Binding Property Of An Oligonucleotide Containing Tetrafluorophenoxazine
摘要:A Tricyclic Pyrimidine Nucleoside Analog,Termed Tetrafluorophenoxazine,Has Been Synthesized And Incorporated Into An Oligonucleotide. Tm Analyses Demonstrate That This Analog Is Capable Of Enhanced Recognition Of Both A Complementary Adenine And Guanine Within A Dna Helix. (C) 1998 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0040-4039(98)01932-7

海关参考信息

专利信息


专利号:EP-1383732-B1
优先权日:2001-05-04
标题:Labelling reagents, method for synthesis of said reagents and methods for detecting biological molecules
发明人:BOURGET CECILE; LHOMME JEAN; LAAYOUN ALI; KOTERA MITSUHARU; TREVISIOL EMMANUELLE; MENOU LIONEL; BERNAL MENDEZ ELOY
权利人:BIO MERIEUX; UNIV GRENOBLE 1; CENTRE NAT RECH SCIENT
摘要:The invention concerns a temperature-stable labelling reagent of formula (I), wherein: R<1> represents H or an alkyl, aryl or substituted aryl group; R<2> represents a detectable marker or at least two detectable markers linked together by at least a multimeric structure; L is a linking arm comprising a linear catemer concatenation of at least two covalent bonds; and n is an integer equal to 0 or 1; R<3> and R<4> represent, independently of each other: H, NO2, Cl, Br, F, I, R<2>-(L)n-Y-X-, OR, SR, NR2, R, NHCOR, CONHR, COOR with R = alkyl or aryl, A is a linking arm comprising at least a double bond enabling the conjugation of the diazo function with the aromatic cycle; and u is a whole number between 0 and 2, preferably between 0 and 1; and -Y-X- represents -CONH-, -NHCO-, -CH2O-, -CH2S-. The invention also concerns a method for the synthesis of said markers and uses for labelling biological molecules, in particular nucleic acids, with a labelling reagent bearing the diazomethyl function. The invention is particularly applicable in the field of diagnosis.

专利号:US-9605261-B2
优先权日:2008-09-06
标 题:RNA synthesis—phosphoramidites for synthetic RNA in the reverse direction, and application in convenient introduction of ligands, chromophores and modifications of synthetic RNA at the 3′-end
发明人:SRIVASTAVA SURESH C; PANDEY DIVYA; BAJPAI SATYA P; SRIVASTAVA NAVEEN P
权利人:CHEMGENES CORP
摘要:The present invention relates to novel phosphoramidites, A-n-bz, C-n-bz, C-n-ac, G-n-ac and U are produced with an HPLC purity of greater than 98% and 31 P NMR purity greater than 99%. A novel process of reverse 5′→3′ directed synthesis of RNA oligomers has been developed and disclosed. Using that method demonstrated high quality RNA synthesis with coupling efficiency approaching 99%.

专利号:US-8324149-B2
优先权日:2008-11-18
标 题:Encapsidation of heterologous entities into virus-like particles
发明人:BUNDY BRADLEY C; SWARTZ JAMES R; CHAN WEI
权利人:BUNDY BRADLEY C; SWARTZ JAMES R; CHAN WEI; UNIV LELAND STANFORD JUNIOR
摘要:Methods are provided for the utilization of bacterial cell-free extracts in the synthesis of high yields of virus like particles with encapsidated cargo.

专利号:US-2003224420-A1
优先权日:2002-04-05
标题 :Method for isolating and measuring proliferation of long-term label retaining cells and stem cells
发明人:HELLERSTEIN MARC K; KIM SYLVIA JEEWON
摘要:This invention relates to a method for separating long-term label retaining cells or stem cells. In particular, this invention relates to a method for separating long-term label retaining cells and/or stem cells from tissues or individuals and for measuring proliferation rates of long-term label retaining cells and stem cells, as well as determining clonal expansion (proliferative history) of cell lineages from the tissues of the individual. The cells may be double-labeled with a cell-lineage marking label and isotopically labeled DNA synthesis precursor prior to physical separation.

专利号:US-10167523-B2
优先权日:2015-05-05
标题 :Gene impacting biomass formation and recalcitrance and methods of use
发明人:TUSKAN GERALD A; KALLURI UDAYA C
权利人:UT BATTELLE LLC
摘要:The invention provides plants having improved biomass properties of increased biomass quantity and density, increased cellulose content and deceased lignin content and improved sugar release efficiency, methods of generating (genetically modifying) and/or selecting (natural variant collections) plants with such preferred attributes of cellulose, lignin and sugar release, and uses of such plants. The inventors have determined that the expression of the gene, Potri.001G375700 (belonging to IQD signaling protein family containing a canonical calmodulin-binding domain) and/or activity of Potri.001G375700, modulates cellulose, lignin synthesis, sugar release and growth in plants.

专利号:US-9803240-B2
优先权日:2008-04-01
标题 :Stabilized nucleic acid dark quencher-fluorophore probes
发明人:COOK RONALD M; LYTTLE MATT
权利人:BIOSEARCH TECH INC
摘要:The present invention provides a new class of solids supports for synthesis of modified oligomers of nucleic acids, and nucleic acid probes that have a format expediently synthesized on the new supports. Exemplary solid supports include at least one quencher bound through a linker to the solid support. Various exemplary embodiments include a moiety that stabilizes a duplex, triplex or higher order aggregation (e.g., hybridization) of nucleic acids of which the oligomer of the invention is a component. Other components of the solid support include moieties that stabilize aggregations of nucleic acids, e.g., intercalators, minor groove binding moieties, bases modified with a stabilizing moiety (e.g., alkynyl moieties, and fluoroalkyl moieties), and conformational stabilizing moieties, such as those described in commonly owned U.S. Patent Application Publication No. 2007/0059752.
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合成参考文献


参考文献:10.1016/j.bmc.2008.03.007
摘要:Suzuki T, Ida K, Uchibe S, Inukai M. Reaction of 2'-deoxycytidine with peroxynitrite in the presence of ammonium bromide. Bioorg Med Chem. 2008 May 01;16(9):5164–70. doi: 10.1016/j.bmc.2008.03.007.
参考文献:10.1007/s11307-012-0604-9
摘要:Wu CY, Chou LS, Chan PC, Ho CH, Lin MH, Shen CC, Liu RS, Lin WJ, Wang HE. Monitoring tumor response with radiolabeled nucleoside analogs in a hepatoma-bearing mouse model early after doxisome(®) treatment. Mol Imaging Biol. 2013 Jun;15(3):326–35. doi: 10.1007/s11307-012-0604-9.
参考文献:10.1093/infdis/152.6.1206
摘要:Van Dyke RB, Connor JD. Uptake of [125I]Iododeoxycytidine by Cells Infected with Herpes Simplex Virus: A Rapid Screening Test for Resistance to Acyclovir. Journal of Infectious Diseases. 1985 Dec 01;152(6):1206–11. doi: 10.1093/infdis/152.6.1206.
参考文献:10.1128/aac.28.2.181
摘要:Martin JL, Ellis MN, Keller PM, Biron KK, Lehrman SN, Barry DW, Furman PA. Plaque autoradiography assay for the detection and quantitation of thymidine kinase-deficient and thymidine kinase-altered mutants of herpes simplex virus in clinical isolates. Antimicrob Agents Chemother. 1985 Aug;28(2):181–7.
参考文献:10.1021/jm00159a026
摘要:Shealy YF, O'Dell CA, Arnett G, Shannon WM, Thorpe MC, Riordan JM, Coburn WC. Carbocyclic analogues of 5-halocytosine nucleosides. J Med Chem. 1986 Sep;29(9):1720–5. doi: 10.1021/jm00159a026.
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