(3'-5')-TpTpTpTpTpT | 123852-38-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: (3'-5')-TpTpTpTpTpT
• 英文别名: dT6；5′-d(TTTTTT)-3′；5'-dT6；hexathymidylate；thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidine；TTTTTT；[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
• CAS: 123852-38-0；2642-44-6
• 化学式: C₆₀H₇₉N₁₂O₄₀P₅
• 分子量: 1763.21
• InChiKey: SPTYHKZRPFATHJ-HYZXJONISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.5
• 重原子数：
  117
• 可旋转键数：
  32
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  671
• 氢给体数：
  13
• 氢受体数：
  40

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 作用下， 生成 (3'-5')-TpTpTpTpTpT
  参考文献：
  名称：

  A NEW METHOD FOR OLIGONUCLEOTIDE DERIVATIZATION OF THE 3′ OR 5′- TERMINI WITH A CPG-SUPPORT CARRYING THE NATURAL PRODUCT ISOARGENTATIN-D

  摘要：

  Oligonucleotides were modified at their 5' or 3'-termini using a CPG-support carrying isoargentatin-D, taking advantage of suitable commercial phosphoramidites to perform automated oligonucleotide synthesis in the 3'-->5' or 5'-->3' direction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01388-9

文献信息

• Some developments in the phosphitetriester method for synthesis of oligonucleotides
  作者：R.L. Letsinger、E.P. Groody、N. Lander、T. Tanaka

  DOI：10.1016/0040-4020(84)85112-1

  日期：1984.1

  phosphite-triester synthesis of oligonucleotides. Use of this group enables one to simplify procedures for preparing active nucleoside phosphorochloridite reagents, to remove oligonucleotide phosphotriester intermediates intact from a solid support, and to conduct block syntheses in solution or on a silica support viaphosphite chemistry. Deprotection can be achieved by warming the trihaloethyl phosphotriesters with

  在寡核苷酸的亚磷酸酯-三酯合成中，1，1-二甲基-2，2，2-三氯乙基具有作为PO保护基的优点。使用该基团使人们能够简化制备活性核苷磷酰氯试剂的程序，从固体载体上完整地除去寡核苷酸磷酸三酯中间体，并通过亚磷酸酯化学方法在溶液中或在二氧化硅载体上进行嵌段合成。脱保护可以通过用三丁基膦加热三卤代乙基磷酸三酯来实现。与不溶性载体结合的低聚物的偶联和脱保护反应的高效率使该化学方法特别有吸引力。
• Synthesis of oligodeoxynucleotides using the oxidatively cleavable 4-methoxytritylthio (MMTrS) group for protection of the 5′-hydroxyl group
  作者：Kohji Seio、Miyuki Shiraishi、Eri Utagawa、Akihiro Ohkubo、Mitsuo Sekine

  DOI：10.1039/b9nj00678h

  日期：——

  We examined the synthesis of oligodeoxynucleotides containing all four nucleobases using the 4-methoxytritylthio (MMTrS) group for protection of the 5′-hydroxyl group. The MMTrS group could be introduced into 3′-O-TBDMS-deoxycytidine, -deoxyadenosine and -deoxyguanosine with the appropriate base protecting groups using strong bases such as n-butyl lithium and lithium hexamethyldisilazide. Because the

  我们使用4-甲氧基三苯甲基硫基（MMTrS）基团来保护5'-羟基，研究了包含所有四个核碱基的寡脱氧核苷酸的合成。MMTrS组可以引入3'- O -TBDMS-脱氧胞苷， -脱氧腺苷 和 -脱氧鸟苷 带有适当的碱保护基团，并使用强碱，例如 正丁基锂 和 六甲基二硅叠氮化锂。因为MMTrS基团可通过用I 2水溶液氧化而除去，所以核苷酸间的氧化亚磷酸酯中间体可以同时进行。因此，核苷酸链可以以包括偶联，加帽和氧化/脱保护的三步方案进行延伸。可以使用此协议合成具有10和20个混合碱基序列的寡脱氧核苷酸。
• A novel method for the introduction of an aliphatic primary amino group at the 5′ terminus of synthetic oligonucleotides
  作者：James M. Coull、H.Lee Weith、Rainer Bischoff

  DOI：10.1016/s0040-4039(00)84892-3

  日期：1986.1
• A NEW METHOD FOR OLIGONUCLEOTIDE DERIVATIZATION OF THE 3′ OR 5′- TERMINI WITH A CPG-SUPPORT CARRYING THE NATURAL PRODUCT ISOARGENTATIN-D
  作者：Paul Gaytán、Jorge Yañez、Xavier Soberón、Roberto Martínez

  DOI：10.1016/s0040-4039(97)01388-9

  日期：1997.9

  Oligonucleotides were modified at their 5' or 3'-termini using a CPG-support carrying isoargentatin-D, taking advantage of suitable commercial phosphoramidites to perform automated oligonucleotide synthesis in the 3'-->5' or 5'-->3' direction. (C) 1997 Elsevier Science Ltd.