N-[9-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N-[9-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• 化学式: C₁₄H₁₉N₅O₅
• 分子量: 337.33
• InChiKey: SIDXEQFMTMICKG-CFCGPWAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  6

文献信息

• Method for purifying 5' -protected 2' -deoxypurine nucleosides
  申请人：——

  公开号：US20030009028A1

  公开（公告）日：2003-01-09

  A method for efficiently purifying 5′ protected 2′-deoxypurine nucleosides, efficient production of which has previously been difficult. Impurities can be separated by obtaining the 5′ protected 2′-deoxypurine nucleoside as an inclusion crystal including a solvent such as that having a nitrile structure in order to purify the 5′ protected 2′-deoxypurine nucleoside at a high purity. This invention enables synthesis of highly purified protected deoxypurine nucleosides easily on a large scale, which has previously been performed by column chromatography method.

  一种用于高效纯化5′保护的2′-去氧嘌呤核苷的方法，先前其高效生产曾经困难。通过获得含有类似腈结构的溶剂的包含晶体，可将杂质分离以纯化5′保护的2′-去氧嘌呤核苷。该发明使得在大规模上轻松合成高纯度的保护去氧嘌呤核苷成为可能，而此前通常通过柱层析法进行。
• [EN] CHEMICALLY MODIFIED NUCLEOSIDE 5'-TRIPHOSPHATES FOR THERMALLY INITIATED AMPLIFICATION OF NUCLEIC ACID<br/>[FR] NUCLÉOSIDES 5'-TRIPHOSPHATES MODIFIÉS CHIMIQUEMENT POUR L'AMPLIFICATION INITIÉE THERMIQUEMENT D'UN ACIDE NUCLÉIQUE
  申请人：TRILINK BIOTECHNOLOGIES

  公开号：WO2009151921A1

  公开（公告）日：2009-12-17

  Provided herein are methods and compositions for nucleic acid amplification. These methods involve the use of 3'-substituted nucleoside 5'-triphosphates or 3'-substituted terminated primers in nucleic acid amplification reactions. In certain aspects, the methods are accomplished by use of 3'-substituted NTPs and/or 3'-substituted terminated primers which provide utility in nucleic acid amplification. In preferred embodiments, the NTPs and/or primers are substituted at the 3'-position with particular heat labile chemical groups such as ethers, esters or carbonate esters.

  本文提供了用于核酸扩增的方法和组合物。这些方法涉及在核酸扩增反应中使用3'-取代核苷酸5'-三磷酸盐或3'-取代终止引物。在某些方面，这些方法通过使用3'-取代核苷酸三磷酸盐和/或3'-取代终止引物来实现，这在核酸扩增中具有实用性。在优选实施例中，核苷酸三磷酸盐和/或引物在3'-位置被特定的热不稳定化学基团（如醚、酯或碳酸酯）取代。
• METHOD FOR PREPARING DNA FRAGMENT HAVING STICKY END
  申请人：Komiyama Makoto

  公开号：US20110009607A1

  公开（公告）日：2011-01-13

  The present invention provides a method for preparing a DNA fragment, in which a desired double-stranded DNA fragment having a sticky end is directly and easily obtained from an amplification product (an amplified fragment) after PCR without a restriction enzyme digestion. The method for preparing a DNA fragment having a sticky end of the present invention comprises: (i) a step of performing a PCR reaction using a template DNA and specific primers to obtain an amplified DNA fragment; and (ii) a step of performing a prescribed treatment on the amplified DNA fragment to dissociate a protecting group from the fragment. Herein, the above-mentioned specific primers are composed of a complementary DNA portion consisting of a nucleotide sequence complementarily binding to an amplification target region in a template DNA and a non-complementary DNA portion consisting of a nucleotide sequence that links to the 5′ end of the complementary DNA portion but does not complementarily bind to the amplification target sequence, and at least a base corresponding to the 3′ end in the nucleotide sequence of the non-complementary DNA portion is modified with a protecting group capable of terminating the progression of DNA replication catalyzed by a DNA polymerase.

  本发明提供了一种制备DNA片段的方法，其中在PCR后，无需限制性内切酶消化，即可直接轻松地从扩增产物（扩增片段）中获得具有粘性末端的所需双链DNA片段。本发明的制备具有粘性末端的DNA片段的方法包括：（i）使用模板DNA和特异性引物进行PCR反应，以获得扩增的DNA片段；（ii）对扩增的DNA片段进行规定的处理，以使保护基从片段中解离。此处，上述特异性引物由互补DNA部分和非互补DNA部分组成。互补DNA部分包括与模板DNA中扩增目标区域互补配对的核苷酸序列，而非互补DNA部分包括连接到互补DNA部分5'端的核苷酸序列，但不与扩增目标序列互补配对，而且至少有一个与非互补DNA部分核苷酸序列中3'端相对应的碱基被保护基修饰，该保护基能够终止由DNA聚合酶催化的DNA复制的进展。
• Processes for the preparation of oligonucleotides
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20040198972A1

  公开（公告）日：2004-10-07

  The present invention discloses methods for synthesizing oligomeric compounds. The methods include a modified phosphoramidite protocol wherein the oxidation and capping steps are combined into a single step. The methods result in increased efficiency and are especially amenable to the large scale synthesis of oligomeric compounds.

  本发明揭示了合成寡聚化合物的方法。这些方法包括一种改良的磷酰胺酯协议，其中氧化和盖帽步骤合并为单个步骤。这些方法导致效率提高，特别适用于大规模合成寡聚化合物。
• Photocleavable protecting groups and methods for their use
  申请人：McGall H. Glenn

  公开号：US20050266148A1

  公开（公告）日：2005-12-01

  Novel compounds are provided which are useful as linking groups in chemical synthesis, preferably in the solid phase synthesis of oligonucleotides and polypeptides. These compounds are generally photolabile and comprise protecting groups which can be removed by photolysis to unmask a reactive group. The protecting group has the general formula Ar—C(R 1 )(R 2 )—O—C(O)— wherein: Ar is an optionally substituted fused polycyclic aryl or heteroaromatic group or a vinylogous derivative thereof; R 1 and R2 are independently H, optionally substituted alkyl, alkenyl or alkynyl, optionally substituted aryl or optionally substituted heteroaromatic, or a vinylogous derivative of the foregoing; and X is a leaving group, a chemical fragment linked to Ar—C(R 1 )(R 2 )—O—C(O)— via a heteroatom, or a solid support; provided that when Ar is 1 -pyrenyl and R 1 and R 2 are H, X is not linked to Ar—C(R 1 )(R 2 )—O—C(O)— via a nitrogen atom. Preferred embodiments are those in which Ar is a fused polycyclic aromatic hydrocarbon and in which the substituents on Ar, R 1 and R 2 are electron donating groups. A particularly preferred protecting group is the “PYMOC” protecting group, pyrenylmethyloxycarbonyl, where Ar is pyrenyl and R 1 and R 2 are H. Also provided is a method of forming, from component molecules, a plurality of compounds on a support, each compound occupying a separate predefined region of the support, using the protected compounds described above.

  提供了一种新型化合物，可用作化学合成中的连接基团，特别是在寡核苷酸和多肽的固相合成中使用。这些化合物通常是光致的，并包含可通过光解除保护基的保护基团，以暴露出反应性基团。保护基团的一般公式为Ar—C（R1）（R2）—O—C（O）—，其中：Ar是可选择的融合多环芳香族或杂芳族基团，或其乙烯衍生物；R1和R2是独立的H、可选择的取代烷基、烯基或炔基、可选择的取代芳基或可选择的取代杂芳基，或其乙烯衍生物；X是离去基团、通过杂原子与Ar—C（R1）（R2）—O—C（O）—连接的化学片段或固体支持物；但当Ar为1-芘基且R1和R2为H时，X不通过氮原子与Ar—C（R1）（R2）—O—C（O）—连接。首选实施例是Ar为融合多环芳香族烃，且Ar、R1和R2上的取代基为电子供体基团。一种特别优选的保护基团是“PYMOC”保护基团，即芘基甲氧羰基，其中Ar为芘且R1和R2为H。还提供了一种方法，使用上述保护化合物，从组分分子在支持物上形成多个化合物，每个化合物占据支持物上的单独预定义区域。