2-氨基-1-beta-D-呋喃核糖基-4(1H)-嘧啶酮 | 489-59-8

• 物质功能分类: 生物化工 - 核苷类药物
• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 中文名称: 2-氨基-1-beta-D-呋喃核糖基-4(1H)-嘧啶酮
• 中文别名: 1-[3-(3-氯-10H-苯并噻嗪-10-基)丙基]-4-(4-氯苯基)哌啶-4-醇盐酸(1:1)；异胞苷
• 英文名称: 2-amino-1-(β-D-ribofuranosyl)pyrimidin-4(1H)-one
• 英文别名: 2-amino-1-β-D-ribofuranosyl-pyrimidine-4-one；2-amino-1-β-D-ribofuranosyl-1H-pyrimidin-4-one；2-Amino-1-β-D-ribofuranosyl-1H-pyrimidin-4-on；Isocytidine；2-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-4-one
• CAS: 489-59-8
• 化学式: C₉H₁₃N₃O₅
• 分子量: 243.219
• InChiKey: RGNOTKMIMZMNRX-XVFCMESISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  5

制备方法与用途

应用

异胞苷是一种嘌呤核苷类似物。这类物质具有广泛的抗肿瘤活性，特别针对惰性淋巴系统恶性肿瘤。

反应信息

• 作为反应物：
  描述：

  2-氨基-1-beta-D-呋喃核糖基-4(1H)-嘧啶酮 在 silver nitrate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Theoretical and Experimental Study of Isoguanine and Isocytosine:  Base Pairing in an Expanded Genetic System

  摘要：

  The stabilities of all possible purine/pyrimidine pairings between the isomeric nucleobases isocytosine (iso-C) and isoguanine (iso-G) and standard genomic bases are reported for two independent oligonucleotide duplexes. Additionally, results are given from ab initio calculations performed on iso-C and iso-G. The calculations are used as an aid in the interpretation of thermodynamic data obtained from duplex denaturation studies. The unnatural iso-C/iso-G pair is found to be as stable as a C/G Watson-Crick pair in both duplex systems. The next most stable unnatural pair is that formed by C/iso-G and is observed to be isoenergetic with a U/A Watson-Crick Fair. Ab initio data suggest iso-G may adopt an unprecedented imino oxo tautomer which could explain the unusual stability of the C/iso-G pair. The stability of the other possible unnatural pairs are reported and similarly interpreted in terms of ab initio and other available experimental data. Finally, the fitness is discussed of a six-component genetic system that includes iso-C, iso-G, and four standard genomic bases.

  DOI：

  10.1021/ja970123s
• 作为产物：
  描述：

  2,5'-脱水尿苷 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 2-氨基-1-beta-D-呋喃核糖基-4(1H)-嘧啶酮
  参考文献：
  名称：

  [EN] CYCLIC DI-NUCLEOTIDE COMPOUNDS AS STING AGONISTS
  [FR] COMPOSÉS DINUCLÉOTIDIQUES CYCLIQUES UTILISÉS COMME AGONISTES STING

  摘要：

  一类具有通用公式（I）的多环化合物的类别，其中Base1，Base2，Y，Za，Xa，Xa1，Xb，Xb1，Xc，Xc1，Xd，Xd1，R1，R1a，R2，R2a，R3，R4，R4a，R5，R6，R6a，R7，R7a，R8，R8a和R9按本说明书中定义，可能对作为I型干扰素产生的诱导剂特别有用，具体作为STING激活剂。还提供了合成和使用化合物的过程。

  公开号：

  WO2019125974A1

文献信息

• DYE CONJUGATES AND METHODS OF USE
  申请人：Dehghani Ali

  公开号：US20100291706A1

  公开（公告）日：2010-11-18

  The present invention relates to cyanine compounds, compositions comprising them, articles of manufacture, and methods of making and using them. The cyanines usefully comprise one or more carboxyl groups or derivatives thereof that are indirectly attached to an aryl ring on an alkylaryl cyanine substituent. Also provided are conjugates of the disclosed cyanines and one or more other substances. Solvates, solutions, and derivatized forms of the cyanines are also provided. The cyanines find use in a variety of bioassays, both in direct single-label applications and in energy transfer formats. Methods utilizing the disclosed cyanines for analyzing a sample for a target are provided. Also disclosed are detection complexes comprising the disclosed cyanines, as well as compositions and articles comprising the cyanines in an excited state, for example formed by direct excitation or by energy transfer. The cyanines may be used as alternatives to other known optically active species in a variety of settings. Other embodiments are described further herein.

  本发明涉及青色素化合物、包含它们的组合物、制造品以及它们的制造和使用方法。有用的青色素包含一个或多个羧基或其衍生物，这些羧基或其衍生物间接连接到烷基芳基青色素取代基上的芳环上。还提供了所披露的青色素与一个或多个其他物质的结合物。还提供了青色素的溶剂化物、溶液和衍生化形式。青色素在多种生物检测中找到了用途，既适用于直接单标记应用，也适用于能量转移格式。提供了利用所披露的青色素分析样品中目标物的方法。还披露了包含所披露青色素的检测复合物，以及包含处于激发态的青色素的组成和物品，例如通过直接激发或能量转移形成的。青色素可以用作各种场合中其他已知光活性物种的替代品。其他实施方式在本发明中进一步描述。
• Studies on Nucleosides and Nucleotides. VIII. Preparation and Reactions of Triphenylphosphoranediylnucleosides
  作者：Junji Kimura、Kentaro Yagi、Hideyuki Suzuki、Oyo Mitsunobu

  DOI：10.1246/bcsj.53.3670

  日期：1980.12

  The reaction of uridine, N4-benzoylcytidine, guanosine, and N6-p-toluoyladenosine with diethyl azodicarboxylate and triphenylphosphine resulted in the formation of the corresponding 2′,3′-O-(triphenylphosphoranediyl)-cyclonucleosides. On the other hand, adenosine afforded, under similar conditions, 3′,5′-O-(triphenylphosphoranediyl)adenosine (19). The difference can be explained in terms of the acidity

  尿苷、N4-苯甲酰胞苷、鸟苷和 N6-对甲苯酰腺苷与偶氮二羧酸二乙酯和三苯基膦的反应导致形成相应的 2',3'-O-（三苯基正膦二基）-环核苷。另一方面，在类似条件下，腺苷可提供 3',5'-O-（三苯基正膦二基）腺苷 (19)。这种差异可以用核苷碱基部分的酸度来解释。2',3'-O-(三苯基正膦二基)-O2,5'-环尿苷，N4-苯甲酰基-2',3'-O-(三苯基正膦二基)-O2,5'-环胞苷，2',3'的反应-O-(三苯基正膦二基)-N3,5'-环鸟苷或N6-p-toluoyl-2',3'-O-(三苯基正膦二基)-N3,5'-环腺苷与亲核试剂和亲电试剂添加相应的核苷衍生物游离的 2'-和 3'-羟基。因此 2', 3'-O-三苯基正膦二基作为保护基团，在反应产物的后处理过程中很容易去除。19与异氰酸苯酯反应制...
• POLYNUCLEOTIDES ENCODING COAGULATION FACTOR VIII
  申请人：ModernaTX, Inc.

  公开号：US20200268666A1

  公开（公告）日：2020-08-27

  The invention relates to mRNA therapy for the treatment of Hemophilia A. mRNAs for use in the invention, when administered in vivo, encode Factor VIII, isoforms thereof, functional fragments thereof, and fusion proteins comprising Factor VIII. mRNAs of the invention are preferably encapsulated in lipid nanoparticles (LNPs) to effect efficient delivery to cells and/or tissues in subjects, when administered thereto. mRNA therapies of the invention increase and/or restore deficient levels of Factor VIII expression and/or activity in subjects. mRNA therapies of the invention further decrease levels of toxic metabolites associated with deficient Factor VII I activity in subjects.

  该发明涉及用于治疗血友病A的mRNA疗法。该发明中使用的mRNA，在体内给予时，编码因子VIII，其异构体，其功能性片段，以及包含因子VIII的融合蛋白。该发明中的mRNA最好封装在脂质纳米粒子（LNPs）中，以实现有效地输送到受试者的细胞和/或组织中，当向其给予时。该发明中的mRNA疗法增加和/或恢复受试者中因子VIII表达和/或活性不足的水平。该发明中的mRNA疗法进一步降低与受试者中因子VIII活性不足相关的有毒代谢物的水平。
• Synthesis of oligonucleotides bearing the non-standard bases iso-C and iso-G. Comparison of iso-C-iso-G, C-G and U-A base-pair stabilities in RNA/DNA duplexes
  作者：Christopher Roberts、Rajanikanth Bandaru、Christopher Switzer

  DOI：10.1016/0040-4039(95)00603-a

  日期：1995.5

  The synthesis of iso-cytidine and 2′-deoxy-iso-guanosine phosphoramidites in protected form is described. The synthesis of complementary dodecanucleotides containing a central iso-C-iso-G base-pair was achieved. It is found that the iso-C-iso-G base-pair has comparable stability to a C-G base-pair.

  描述了保护形式的异胞苷和2'-脱氧-异鸟苷亚磷酰胺的合成。实现了包含中心异-C-异-G碱基对的互补十二核苷酸的合成。发现iso -C- iso -G碱基对具有与CG碱基对相当的稳定性。
• Conformationally flexible cationic conjugated polymers
  申请人：Bazan C. Guillermo

  公开号：US20050059168A1

  公开（公告）日：2005-03-17

  Methods, compositions and articles of manufacture involving cationic conjugated conformationally flexible polymers are provided. A method for the synthesis of cationic water-soluble polymers with linkages along the polymer main chain structure which disrupt the ability of the polymers to form extended-rod structures is provided. Such polymers may serve in the fabrication of novel optoelectronic devices and in the development of highly efficient biosensors. The invention further relates to the application of these polymers in assay methods.

  本发明提供了涉及阳离子共轭构象柔性聚合物的方法、组合物和制品。提供了一种合成带有沿聚合物主链结构的连接的阳离子水溶性聚合物的方法，这些连接破坏了聚合物形成延伸棒状结构的能力。这些聚合物可以用于制造新型光电器件和高效生物传感器的开发。本发明还涉及将这些聚合物应用于测定方法中。