D-(+)生物素2-硝基苯基酯 | 131303-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 中文名称: D-(+)生物素2-硝基苯基酯
• 英文名称: D-(+)-biotin 2-nitrophenyl ester
• 英文别名: D-(+)Biotin 2-nitrophenyl ester；(2-nitrophenyl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate
• CAS: 131303-71-4
• 化学式: C₁₆H₁₉N₃O₅S
• 分子量: 365.41
• InChiKey: ALDYXYRBHNYQRB-XEGUGMAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-(+)生物素2-硝基苯基酯 在 盐酸 、 水 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 17.0h， 生成 N-(2-oxoethyl)biotinamide
  参考文献：
  名称：

  [EN] 2'-O-AMINOOXYMETHYL NUCLEOSIDE DERIVATIVES FOR USE IN THE SYNTHESIS AND MODIFICATION OF NUCLEOSIDES, NUCLEOTIDES AND OLIGONUCLEOTIDES
  [FR] DÉRIVÉS DE 2'-O-AMINOOXYMÉTHYL NUCLÉOSIDE POUR L'UTILISATION DANS LA SYNTHÈSE ET LA MODIFICATION DE NUCLÉOSIDES, NUCLÉOTIDES ET OLIGONUCLÉOTIDES

  摘要：

  揭示了公式（I）中的O-保护化合物：其中B是可选择保护的核碱基，R1-R3如本文所述，一种制备这种化合物的方法，以及一种从这种化合物开始制备寡核苷酸（如RNA）的方法。这些O-保护化合物具有一个或多个优点，例如，2'-O-保护化合物在寡核苷酸合成中涉及的各种反应步骤中是稳定的；保护基在寡核苷酸合成后可以轻松去除，例如，通过与四丁基氟化铵反应；和/或O-保护基在类似条件下去除2'-O-(2-氰乙基)氧甲基或2'-O-[2-(4-甲苯磺酰基)乙氧甲基基团时不会产生已报道的DNA/RNA烷基化副产物。

  公开号：

  WO2012138530A1

文献信息

• 2'-O-AMINOOXYMETHYL NUCLEOSIDE DERIVATIVES FOR USE IN THE SYNTHESIS AND MODIFICATION OF NUCLEOSIDES, NUCLEOTIDES AND OLIGONUCLEOTIDES
  申请人：Beaucage Serge L.

  公开号：US20140051846A1

  公开（公告）日：2014-02-20

  Disclosed are O-protected compounds of the formula (I): wherein B is an optionally protected nucleobase, and R 1 -R 3 are as described herein, a method of preparing such compounds, and a method of preparing oligonucleotides such as RNA starting from such compounds. The O-protected compounds have one or more advantages, for example, the 2′-O-protected compound is stable during the various reaction steps involved in oligonucleotide synthesis; the protecting group can be easily removed after the synthesis of the oligonucleotide, for example, by reaction with tetrabutylammonium fluoride; and/or the O-protected groups do not generate DNA/RNA alkylating side products, which have been reported during removal of 2′-O-(2-cyanoethyl)oxymethyl or 2′-O-[2-(4-tolylsulfonyl)ethoxymethyl groups under similar conditions.

  本发明公开了式(I)的O-保护化合物，其中B是可选的保护核苷碱，R1-R3如本文所述，一种制备这种化合物的方法，以及一种从这种化合物开始制备寡核苷酸如RNA的方法。O-保护化合物具有一个或多个优点，例如，2'-O-保护化合物在寡核苷酸合成中涉及的各种反应步骤中是稳定的；保护基可以在寡核苷酸合成之后很容易地去除，例如通过与四丁基铵氟化物反应；和/或O-保护基不会产生DNA/RNA烷基化的副产物，这在类似条件下去除2'-O-(2-氰基乙基)氧甲基或2'-O-[2-(4-甲苯磺酰基)乙氧甲基基团时已经报道过。
• 2′-O-aminooxymethyl nucleoside derivatives for use in the synthesis and modification of nucleosides, nucleotides and oligonucleotides
  申请人：Beaucage Serge L.

  公开号：US09284343B2

  公开（公告）日：2016-03-15

  Disclosed are O-protected compounds of the formula (I): wherein B is an optionally protected nucleobase, and R1-R3 are as described herein, wherein at least one of R1-R3 is —CH2—O—N═CHR. The compounds are useful as intermediates in oligonucleotide synthesis. Also disclosed is a method of preparing the compounds from nucleosides via a process comprising conversion of a hydroxyl group to a methylthiomethoxy group, and a method of preparing oligonucleotides such as RNA starting from the compounds. The —CH2—O—N═CHR group is stable during oligonucleotide synthesis and can be easily removed after synthesis via, for example, treatment with a base.

  本发明公开了式（I）的O-保护化合物： 其中B是可选择保护的核苷碱，R1-R3如本文所述，其中至少一个R1-R3为—CH2—O—N═CHR。该化合物在寡核苷酸合成中作为中间体有用。本发明还公开了一种从核苷通过将羟基转化为甲硫甲氧基基团制备该化合物的方法，以及一种从该化合物开始制备RNA等寡核苷酸的方法。—CH2—O—N═CHR基团在寡核苷酸合成过程中是稳定的，可以通过例如碱处理等方法在合成后轻松去除。
• Labelled nucleic acid probes and adducts for their preparation
  申请人：MOLECULAR DIAGNOSTICS, INC.

  公开号：EP0131830A1

  公开（公告）日：1985-01-23

  A labeled nucleic acid probe comprising (a) a nucleic acid component, (b) a nucleic acid-binding ligand photochemically linked to the nucleic acid component, and (c) a label chemically linkedto the nucleic acid-binding ligand. The label can be a specifically bindable ligand such as a hapten or biotin, an enzyme such as a ß-galactosidase or horse radish peroxidase, a fluorescent radical, a phycobiliprotein, a luminescent radical, or a radioisotope. The probe can be used in assays of nucleic acids, taking advantage of the ability of the nucleic acid component to hybridize.

  一种标记核酸探针，包括：(a) 核酸成分；(b) 与核酸成分光化学连接的核酸结合配体；(c) 与核酸结合配体化学连接的标记。标签可以是特异性可结合配体，如合蛋白或生物素；也可以是酶（如ß-半乳糖苷酶或马萝卜过氧化物酶）、荧光基、藻脂蛋白、发光基或放射性同位素。探针可用于核酸检测，利用核酸成分的杂交能力。
• Methods and compositions related to immunogenic fibrils
  申请人：The University of Chicago

  公开号：US10596238B2

  公开（公告）日：2020-03-24

  Embodiments of the invention are directed to fibrillar adjuvants. Epitopes assembled into nanofibers by a short synthetic fibrillization domain elicited high antibody titers in the absence of any adjuvant.

  本发明的实施方案涉及纤维状佐剂。在没有任何佐剂的情况下，由短合成纤维化结构域组装成纳米纤维的表位可激发高抗体滴度。
• Materials and methods for detection of nucleic acids
  申请人：——

  公开号：US20020150900A1

  公开（公告）日：2002-10-17

  Assays using non-natural bases are described. In one embodiment, the method involves contacting a sample suspected of containing the target nucleic acid with a polymerase and first and second primers; amplifying the target nucleic acid, if present in the sample, by PCR using the first and second primers to generate an amplification product having a double-stranded region and a single-stranded region that comprises the non-natural base; contacting the sample with a reporter comprising a label and a non-natural base that is complementary to the non-natural base of the single-stranded region; annealing at least a portion of the reporter to the single-stranded region of the amplification product; cleaving, after annealing, at least a portion of the reporter to release at least one reporter fragment; and correlating the release of the at least one reporter fragment with the presence of the target nucleic acid in the sample. The invention also provides corresponding kits for use in detecting target nucleic acids in a sample. Alternatively, the reporter can be incorporated into the amplification product rather than annealing and then cleaving.

  描述了使用非天然碱基的检测方法。在一个实施方案中，该方法包括用聚合酶及第一和第二引物接触疑似含有目标核酸的样品；使用第一和第二引物通过 PCR 扩增样品中存在的目标核酸，以产生具有双链区和包含非天然碱基的单链区的扩增产物；将样品与包含标记和与单链区非天然碱基互补的非天然碱基的报告物接触；将报告物的至少一部分退火到扩增产物的单链区；退火后裂解报告物的至少一部分，以释放至少一个报告物片段；以及将至少一个报告物片段的释放与样品中靶核酸的存在相关联。本发明还提供了用于检测样品中靶核酸的相应试剂盒。另外，也可以将报告片段加入扩增产物中，而不是退火后再裂解。