6-N,3'-O-Dibenzoyl-5'-O-<(4-Methoxyphenyl)diphenylmethyl>adenosin | 72121-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 6-N,3'-O-Dibenzoyl-5'-O-<(4-Methoxyphenyl)diphenylmethyl>adenosin
• 英文别名: N⁶,O^3'-dibenzoyl-5'-O-(p-monomethoxy)trityladenosine；N⁶,3'-O-Dibenzoyl-5'-O-(monomethoxytrityl)adenosine；N⁶-3'-Dibenzoyl-5'-monomethoxytrityladenosine；6-N,3'-O-Dibenzoyl-5'-O-[(4-Methoxyphenyl)diphenylmethyl]adenosin；[(2R,3S,4R,5R)-5-(6-benzamidopurin-9-yl)-4-hydroxy-2-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-3-yl] benzoate
• CAS: 72121-22-3
• 化学式: C₄₄H₃₇N₅O₇
• 分子量: 747.807
• InChiKey: DOQIHMWWQPTERQ-GNECSJIWSA-N

物化性质

• 熔点：
  119-121 °C
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-N,3'-O-Dibenzoyl-5'-O-<(4-Methoxyphenyl)diphenylmethyl>adenosin 在 吡啶 、 4-硝基苯甲醛肟 作用下， 以 水 为溶剂， 反应 0.67h， 生成 N6,O3'-dibenzoyl-5'-O-(4-monomethoxytrityl)-2'-O-[2-(4-nitrophenylethyl)-phosphato]adenosine triethylammonium salt
  参考文献：
  名称：

  Kvasyuk, Evgeny I.; Kulak, Tamara I.; Khripach, Natalya B., Synthesis, 1987, # 6, p. 535 - 541

  摘要：

  DOI：
• 作为产物：
  描述：

  原苯甲酸三乙酯 在 三氯乙酸 作用下， 以 吡啶 为溶剂， 反应 61.0h， 生成 6-N,3'-O-Dibenzoyl-5'-O-<(4-Methoxyphenyl)diphenylmethyl>adenosin
  参考文献：
  名称：

  Engels, Joachim; Krahmer, Ute; Zsolnai, Laszlo, Liebigs Annalen der Chemie, 1982, # 4, p. 745 - 753

  摘要：

  DOI：

文献信息

• Role of the stereochemistry of 3′-fluoro-3′-deoxy analogues of 2-5A in binding to and activation of mouse RNase L
  作者：Elena N. Kalinichenko、Tatjana L. Podkopaeva、Nicolai E. Poopeiko、Merike Kelve、Mart Saarma、Igor A. Mikhailopulo、Jacquelien E. van den Boogaart、Cornelis Altona

  DOI：10.1002/recl.19951140202

  日期：——

  with p3(A2′p)3A3′[32P]pC3′p for binding to RNase L in L929 cell extracts, and (ii) to activate the partially purified RNase L from L929 cell extracts to hydrolyze poly(U)[3H], was compared to that of the related 3′-deoxy analogue [Torrence et al., J. Biol. Chem. 263, 1131 (1988)] and the parent trimer, p3A3, using radiobinding and RNase L-(2′,5′)pentaadenylate(core)-agarose assays, respectively. Evidence

  两套2-5A类似物的三聚体的含9-（3-氟-3-脱氧β-d木-呋喃糖基）腺嘌呤（A合成˚F）或3'-氟-3'-脱氧腺苷（A ˚F）描述了在链的不同位置上的）以及相应的5'-单磷酸盐和5'-二磷酸化（核心）三聚体的制备。2-5A（i）的每个核糖和木糖异构体对的氟脱氧类似物与p 3（A2'p）3 A3'[ 32 P] pC3'p竞争结合L 929细胞提取物中RNase L的能力，和（ii）从L 929激活部分纯化的RNase L将用于水解聚（U）[ 3 H]的细胞提取物与相关的3'-脱氧类似物[ Torrence等人，J。化学 263，1131（1988）]和三聚体母体，第3阿3，分别使用radiobinding和RNase L-（2'，5'）pentaadenylate（芯） -琼脂糖测定，。证据表明三聚体的立体化学起着重要作用，特别是在第二步过程中。最惊人的发现是，与2-5A相比，p 3 A（A
• Synthesis of a modified 2′, 5′-Adenylate trimer with a 2′,3′-Di-O-(2-Carboxyethyl)-ethylidene terminal group
  作者：Evgeny I. Kvasyuk、Tamara I. Kulak、Galina T. Zaitseva、Igor A. Mikhailopulo、Ramamurthy Charubala、Wolfgang Pfleiderer

  DOI：10.1016/0040-4039(84)80104-5

  日期：1984.1

  The trimer of 2′, 5′-oligoadenylic acid with a (2-carboxyethyl)ethylidene group (=1}=6}) at the 2′-terminal adenosine moiety and its 3′-deoxyadenosine analog (=1}=7}) have been synthesized by the phosphotriester method.

  在2'-末端腺苷部分带有（2-羧乙基）亚乙基（= 1} = 6}）的2'，5'-低聚腺苷酸的三聚体及其3'-脱氧腺苷类似物（= 1} ＝ 7}）已经通过磷酸三酯法合成。
• Striking Ability of Adenosine-2′(3′)-deoxy-3′(2′)-triphosphates and Related Analogues to Replace ATP as Phosphate Donor for All Four Human, and the<i>Drosophila Melanogaster</i>, Deoxyribonucleoside Kinases
  作者：Krzysztof Krawiec、Borys Kierdaszuk、Elena N. Kalinichenko、Elena B. Rubinova、Igor A. Mikhailopulo、Staffan Eriksson、Birgitte Munch-Petersen、David Shugar

  DOI：10.1081/ncn-120019510

  日期：2003.5

  In extension of an earlier report, six non-conventional analogues of ATP, three adenosine-2'-triphosphates (3'-deoxy, 3'-deoxy-3'-fluoro- and 3'-deoxy-3'-fluoroxylo-), and three adenosine-3'-triphosphates (2'-deoxy-, 2'-deoxy-2'-fluoro- and 2'-deoxy-2'-fluoroara-), were compared with ATP as potential phosphate donors for human deoxycytidine kinase (dCK), cytosolic thymidine kinase (TK1), mitochondrial TK2, deoxyguanosine kinase (dGK), and the deoxyribonucleoside kinase (dNK) from Drosophila melanogaster. With one group of enzymes, comprising TK1, TK2, dNK and dCK (with dAdo as acceptor), only 3'-deoxyadenosine-2'-triphosphate was an effective donor (5-60% that for ATP), and the other five analogues much less so, or inactive. With a second set, including dCK (dCyd, but not dAdo, as acceptor) and dGK (dGuo as acceptor), known to share high sequence similarity (approximate to 45% sequence identity), all six analogues were good to excellent donors (13-119% that for ATP). With dCK and ATP1, products were shown to be 5'-phosphates. With dCK, donor properties of the analogues were dependent on the nature of the acceptor, as with natural 5'-triphosphate donors. With dCK (dCyd as acceptor), K-m and V-max for the two 2'(3)deoxyadenosine-3'(2')-triphosphates are similar to those for ATP. With dGK, K-m values are higher than for ATP, while V-max values are comparable. Kinetic studies further demonstrated Michaelis-Menten (non-cooperative) or cooperative kinetics, dependent on the enzyme employed and the nature of the donor. The physiological significance, if any, of the foregoing remains to be elucidated. The overall results are, on the other hand, highly relevant to studies on the modes of interaction of nucleoside kinases with donors and acceptors; and, in particular, to interpretations of the recently reported crystal structures of dGK with bound ATP, of dNK with bound dCyd, and associated modeling studies.
• PODKOPAEVA, T. L.;KALINICHENKO, E. N.;MIXAJLOPULO, I. A.
  作者：PODKOPAEVA, T. L.、KALINICHENKO, E. N.、MIXAJLOPULO, I. A.

  DOI：——

  日期：——
• ROZNERS, EH. Z.;REKIS, A. X.;KUMPINSH, V. X.;BIZDENA, EH. O., BIOORGAN. XIMIYA, 16,(1990) N1, S. 1531-1536
  作者：ROZNERS, EH. Z.、REKIS, A. X.、KUMPINSH, V. X.、BIZDENA, EH. O.

  DOI：——

  日期：——