4-amino-6-phenyl-8-(2-deoxy-β-D-ribofuranosyl)-pteridine-7-one | 174522-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 4-amino-6-phenyl-8-(2-deoxy-β-D-ribofuranosyl)-pteridine-7-one
• 英文别名: 4-amino-8-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-phenylpteridin-7-one
• CAS: 174522-76-0
• 化学式: C₁₇H₁₇N₅O₄
• 分子量: 355.353
• InChiKey: RECYPUQPRMPZBA-QJPTWQEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-amino-6-phenyl-8-(2-deoxy-β-D-ribofuranosyl)-pteridine-7-one 在 吡啶 、 四氮唑 作用下， 以 二氯甲烷 为溶剂， 生成 Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(4-amino-7-oxo-6-phenyl-7H-pteridin-8-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  Pteridine Nucleosides Analogs of 2′-Deoxyadenosine as Building Blocks for Oligonucleotide Synthesis

  摘要：

  The synthesis, configuration and conformation of adenosine analogous pteridine nucleosides and their conversion into the monomeric building blocks for the automated application in an DNA synthesizer is described.

  DOI：

  10.1080/07328319708002964
• 作为产物：
  描述：

  [(2R,3S,5R)-5-(4-amino-7-oxo-6-phenylpteridin-8-yl)-3-(4-chlorobenzoyl)oxyoxolan-2-yl]methyl 4-chlorobenzoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 4-amino-6-phenyl-8-(2-deoxy-β-D-ribofuranosyl)-pteridine-7-one
  参考文献：
  名称：

  Pteridine Nucleosides Analogs of 2′-Deoxyadenosine as Building Blocks for Oligonucleotide Synthesis

  摘要：

  The synthesis, configuration and conformation of adenosine analogous pteridine nucleosides and their conversion into the monomeric building blocks for the automated application in an DNA synthesizer is described.

  DOI：

  10.1080/07328319708002964

文献信息

• PTERIDINE NUCLEOTIDE ANALOGS AS FLUORESCENT DNA PROBES
  申请人：THE GOVERNMENT OF THE UNITED STATES OF AMERICA as represented by the SECRETARY OF THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：EP0759927A1

  公开（公告）日：1997-03-05
• US5525711A
  申请人：——

  公开号：US5525711A

  公开（公告）日：1996-06-11
• US5612468A
  申请人：——

  公开号：US5612468A

  公开（公告）日：1997-03-18
• US6451530B1
  申请人：——

  公开号：US6451530B1

  公开（公告）日：2002-09-17
• [EN] PTERIDINE NUCLEOTIDE ANALOGS AS FLUORESCENT DNA PROBES<br/>[FR] ANALOGUES DE NUCLEOTIDES DE PTERIDINE SOUS FORME D'ECHANTILLONS D'ADN FLUORESCENTS
  申请人：THE GOVERNMENT OF THE UNITED STATES OF AMERICA, represented by THE SECRETARY OF THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：WO1995031469A1

  公开（公告）日：1995-11-23

  (EN) The invention provides novel pteridine nucleotide which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotides. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.(FR) L'invention concerne de nouveaux nucléotides de ptéridine fortement fluorescents dans des conditions physiologiques et pouvant être utilisés dans la synthèse chimique d'oligonucléotides fluorescents. L'invention concerne également des oligonucléotides fluorescents comprenant un ou plusieurs nucléotides de ptéridine. L'invention concerne en outre des triphosphates de nucléotide de ptéridine pouvant être utilisés en tant que monomères constitutifs dans les procédés d'amplification d'ADN.