cyanoethyl(diisopropylamino)methoxyphosphine | 102690-90-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cyanoethyl(diisopropylamino)methoxyphosphine
• 英文别名: 2-Cyanoethylmethyldiisopropylphosphoramidite；3-[[di(propan-2-yl)amino]-methoxyphosphanyl]oxypropanenitrile
• CAS: 102690-90-4
• 化学式: C₁₀H₂₁N₂O₂P
• 分子量: 232.263
• InChiKey: YRIKXXRRIMERLI-UHFFFAOYSA-N

物化性质

• 沸点：
  242.6±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cyanoethyl(diisopropylamino)methoxyphosphine 、 (Z)-3,4,5,4',-四甲氧基-3'-羟基二苯乙烯 在 四氮唑 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 33.5h， 生成
  参考文献：
  名称：

  Synthesis, in vitro, and in vivo evaluation of phosphate ester derivatives of combretastatin A-4

  摘要：

  Combretastatin A-4 disodiumphosphate (CA4P), a prodrug formulation of the natural product combretastatin A-4 (CA4), is currently in clinical investigation for the treatment of cancer. In vivo, CA4P is rapidly enzymatically converted to CA4, a potent inhibitor of tubulin polymerization (IC50 = 1-2 muM), and rapidly causes bloodflow shutdown in tumor tissues. A variety of alkyl and aryl di- and triesters of CA4P have been synthesized and evaluated as potential CA4 prodrugs and/or stable CAV analogues. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00206-3
• 作为产物：
  描述：

  氯(二异丙基氨基)甲氧基膦 、 3-羟基丙腈 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 cyanoethyl(diisopropylamino)methoxyphosphine
  参考文献：
  名称：

  化学寡核苷酸的5'-磷酸化可在自动化DNA合成中发挥作用

  摘要：

  已经开发了一种新的化学寡核苷酸5'-磷酸化的新方法，该方法使用易于通过β-消除作用裂解的磷酸酯保护基，从易于获得的III族磷化合物开始。磷酸二酯水平的疏水性2-（对硝基苯基）-乙基可以用作反相HPLC中的纯化操作。此外，该程序已适应于自动DNA合成。

  DOI：

  10.1016/s0040-4039(86)80038-7

文献信息

• Novel Fluoride-Labile Nucleobase-Protecting Groups for the Synthesis of 3′(2′)-O-Aminoacylated RNA Sequences
  作者：Alfred Stutz、Claudia Höbartner、Stefan Pitsch

  DOI：10.1002/1522-2675(20000906)83:9<2477::aid-hlca2477>3.0.co;2-9

  日期：2000.9.6

  a general approach to a total synthesis of amino-acylated t-RNAs and analogs, we describe the synthesis of stabilized, amino-acylated RNA fragments, which, upon ligation, could lead to amino-acylated t-RNA structures. Novel RNA phosphoramidites with fluoride-labile 2'-O-[(triisopropylsilyl)-oxy]methyl (=tom) sugar-protecting and N-2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl (=tboc) base-protecting

  为了开发一种全合成氨酰化 t-RNA 和类似物的通用方法，我们描述了稳定的氨酰化 RNA 片段的合成，这些片段在连接后可能导致氨酰化 t-RNA 结构. 具有氟化物不稳定的 2'-O-[(三异丙基甲硅烷基)-氧基]甲基 (=tom) 糖保护和 N-2-[(三异丙基甲硅烷基)氧基]苄基}氧基}羰基 (=tboc) 碱基的新型 RNA 亚磷酰胺制备了-保护基团，以及固体支持物。具有正交（光不稳定）2'-O-[(S)-1-(2-硝基苯基)乙氧基]甲基 (=(S)-npeom) 基团的固定化 N6-tboc 保护腺苷。从这些构件中，制备了六聚体寡核糖核苷酸。通过标准下的自动合成。条件。脱离固体支撑物后，得到的完全受保护的序列用 L-苯丙氨酸衍生物氨基酰化。携带光不稳定的N-保护基团。在去除氟化物不稳定的糖和核碱基保护基团后，获得了仍然稳定的、部分用光不稳定基团保护的氨基酰化RNA序列的前体。温和条件下的光解导致
• MARKER DYES FOR UV AND SHORT WAVE EXCITATION WITH HIGH STOKES SHIFT BASED ON BENZOXAZOLES
  申请人：Dyomics GmbH

  公开号：US20150175591A1

  公开（公告）日：2015-06-25

  The invention concerns compounds based on benzoxazoles wherein selected substituents are each a reactive group A bound via a linker L and adapted to covalently bond a compound of the invention to a to-be-marked molecule K, wherein A is an amine, hydroxy or phosphoramidite function, a carboxylic acid, an alkyl or active ester derived therefrom; a carboxylic acid hydrazide; or a carboxylic acid amide where K is a covalently bound component selected from the group haptenes−, proteins (antibodies), low molecular weight drug compounds, peptides, nucleotides, nucleosides, DNA oligomers, polymers, and t is from 1 to 10, and L is a linker selected from a group featuring —(CH 2 ) s —, —[(CH 2 ) m —O] p —(CH 2 ) m —, —NR10-(CH 2 ) s —, —O—(CH 2 ) s —, —S—(CH 2 ) s —, —NR10-C(O)—(CH 2 ) s —, —NR10-C(O)—O—(CH 2 ) s —, —NR10-C(O)—NR11-(CH 2 ) s — or —SO 2 —NR10-(CH 2 ) s —, wherein R10 and R11 are each independently hydrogen, alkyl and alkoxy-alkyl (—[(CH 2 ) m —O] p —CH 3 ), ω-sulfoalkyl (—(CH 2 ) r —SO 3 ), m represents the numbers of 2-5, p, r and s each independently represent the number of 1-10.

  该发明涉及基于苯并噁唑的化合物，其中所选取的取代基分别是通过连接基L结合的反应性基团A，并适用于以共价键将该发明的化合物结合到待标记的分子K，其中A是胺基、羟基或磷酰胺基、羧酸、由此衍生的烷基或活性酯；羧酸肼；或羧酸酰胺，其中K是从半抗原、蛋白质（抗体）、低分子量药物化合物、肽、核苷酸、核苷、DNA寡聚物、聚合物中选择的共价结合组分，t为1至10，L是从特征为—(CH2)s—、—[(CH2)m—O]p—(CH2)m—、—NR10-(CH2)s—、—O—(CH2)s—、—S—(CH2)s—、—NR10-C(O)—(CH2)s—、—NR10-C(O)—O—(CH2)s—、—NR10-C(O)—NR11-(CH2)s—或—SO2—NR10-(CH2)s—的一组中选择的连接基，其中R10和R11各自独立地是氢、烷基和烷氧基烷基（—[(CH2)m—O]p—CH3）、ω-磺酰基烷基（—(CH2)r—SO3），m代表2-5的数字，p、r和s各自独立地代表1-10的数字。
• COMPOSITIONS AND METHODS FOR CHEMICAL CLEAVAGE AND DEPROTECTION OF SURFACE-BOUND OLIGONUCLEOTIDES
  申请人：Illumina, Inc.

  公开号：US20190352327A1

  公开（公告）日：2019-11-21

  Embodiments of the present disclosure relate to methods of preparation of templates for polynucleotide sequencing. In particular, the disclosure relates to linearization of clustered polynucleotides in preparation for sequencing by cleavage of one or more first strands of double-stranded polynucleotides immobilized on a solid support by a transition metal complex, for example, a palladium complex or a nickel complex. Further disclosure relate to linearization of clustered polynucleotides by cleaving one or more second strands of double double-stranded polynucleotides immobilized on a solid support comprising azobenzene linker by Na 2 S 2 O 4 . Nucleotides and oligonucleotides comprising a 3′ phosphate moiety blocking group, and methods of removing the same using a fluoride reagent are also disclosed.

  本公开的实施例涉及用于多核苷酸测序模板制备的方法。具体而言，本公开涉及通过过渡金属络合物（例如钯络合物或镍络合物）裂解固定在固体支持物上的双链多核苷酸的一条或多条第一链，以便为测序做准备。进一步公开涉及通过Na2S2O4裂解固定在含有偶氮苯联结剂的固体支持物上的双链多核苷酸的一条或多条第二链来线性化团簇化的多核苷酸。还公开了含有3'磷酸酯基团阻断基团的核苷酸和寡核苷酸，以及使用氟化试剂去除这些基团的方法。
• Biomolecular labeling
  申请人：University of Arkansas

  公开号：US06657052B1

  公开（公告）日：2003-12-02

  A method for using an organic compound to label polynucleotides is described. The method utilizes an organic compound including an oligonucleotide, and electrophilic active site, an active complex, and a phosphate binding site. The oligonucleotide has a sequence that is complimentary to a specific region of a polynucleotide. This facilitates labeling of DNA or RNA at a specific site in its sequence. The active site consists of a stable precursor, and only becomes reactive upon activation. Leaving and protecting functional groups may be attached to the active site in order to facilitate the formation of a stable precursor and subsequent activation. The active complex may be a drug, polypeptide or a reporter molecule such as an isotope or fluorescing compound. The phosphate binding sites may be any functional group capable of forming ionic bonds with phosphate oxygens. Nucleotide labeling using this compound does not interfere with a polynucleotide sequence. The described method for utilizing this compound may be performed in situ. Latent reactivity is utilized to make the reaction chemically specific, alkylating only phosphodiester groups on the polynucleotide. A lactonization reaction traps the trialkylphosphate in a stable form.

  描述了一种使用有机化合物标记多聚核苷酸的方法。该方法利用包括寡核苷酸、亲电活性位点、活性复合物和磷酸结合位点的有机化合物。寡核苷酸具有与多聚核苷酸特定区域互补的序列。这有助于在其序列中特定位置标记DNA或RNA。活性位点由稳定的前体组成，在激活后才变得活性。为了促进稳定前体的形成和随后的激活，可以连接离去和保护性功能基团到活性位点。活性复合物可以是药物、多肽或报告分子，如同位素或荧光化合物。磷酸结合位点可以是任何能够与磷酸氧形成离子键的功能基团。使用这种化合物进行核苷酸标记不会干扰多聚核苷酸序列。描述的利用该化合物的方法可以在原位进行。潜在的反应性用于使反应在化学上具有特异性，仅烷化多聚核苷酸上的磷酸二酯基团。内酯化反应将三烷基磷酸酯固定在稳定形式中。
• [EN] METAL CHELATORS FOR IMAGING, THERAPEUTICS, AND BIOANALYSIS<br/>[FR] CHÉLATEURS MÉTALLIQUES POUR L'IMAGERIE, LA THÉRAPIE, ET LA BIOANALYSE
  申请人：UNIV ILLINOIS

  公开号：WO2018048879A1

  公开（公告）日：2018-03-15

  A variety of compounds are provided capable of chelating a metal, in particular a lanthanide such as Eu(III) and Tb(III). Luminescent complexes of the compound and a metal ion are also provided, in particular luminescent metal complexes are provided containing a lanthanide such as Eu(III) or Tb(III) and a compound described herein. In some aspects, the luminescent complexes are capable of exhibiting bright emissions with high quantum yields. Methods of making the compound are provided. Methods of using the compounds and luminescent complexes are also provided, for example for imaging and therapeutic applications.

  提供了一系列化合物，能够螯合金属，特别是镧系金属如Eu(III)和Tb(III)。还提供了该化合物与金属离子形成的发光配合物，特别是提供了含有镧系金属如Eu(III)或Tb(III)和本文所述化合物的发光金属配合物。在某些方面，这些发光配合物能够展现出具有高量子产率的明亮发射。提供了制备该化合物的方法。还提供了使用这些化合物和发光配合物的方法，例如用于成像和治疗应用。