3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium | 865-05-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （5'->5'）-二核苷酸
• 英文名称: 3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium
• 英文别名: NAD⁺；NAD(+)；NAD+；NAD；NAD=Nicotinamide-adenine dinucleotide；Nicotinamid-adenin-dinucleotid；[3H] Nicotinamide adenine dinucleotide；[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3R,4S,5S)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• CAS: 865-05-4；144300-52-7
• 化学式: C₂₁H₂₈N₇O₁₄P₂
• 分子量: 664.439
• InChiKey: BAWFJGJZGIEFAR-DQQFMEOOSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  318
• 氢给体数：
  8
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium 在 Rh(bpy)2⁽¹⁺⁾ 作用下， 以50%的产率得到NAD
  参考文献：
  名称：

  Wienkamp, Rainer; Steckhan, Eberhard, Angewandte Chemie, 1982, vol. 94, # 10, p. 786

  摘要：

  DOI：
• 作为产物：
  描述：

  、 adenosine 5'-phosphoromorpholidate 在 N,N'-二环己基-4-吗啉脒 、 manganese chloride 、 magnesium sulfate 、 formamide 作用下， 反应 21.0h， 生成 3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium
  参考文献：
  名称：

  NEURITE OUTGROWTH AGENT

  摘要：

  本发明的目的是提供一种非肽类神经轴突和/或神经元突出生剂，以使神经轴突和神经元突得以延长。使用3-（氨基羰基）-1- [5-O- [[1-（6-氨基-9H-嘌呤-9-基）-1-脱氧-β-D-核糖呋喃-5-O-基]磷酸酯（氧酸）磷酸酯]-β-L-核糖呋喃基]吡啶铵，它是尼克酰胺腺嘌呤二核苷酸（NAD）的类似物，包括β-L-核糖糖作为糖成分，作为神经轴突和/或神经元突出生剂或组合物，癌细胞生长抑制和/或诱导细胞凋亡剂，或癌细胞生长抑制和/或诱导细胞凋亡组合物。

  公开号：

  US20130102771A1
• 作为试剂：
  描述：

  苯丙酮酸 在 glucose-6-phosphate dehydrogenase 、 phenylalanine dehydrogenase 、 glucose 、 ATP 、 3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium 、 氯化铵 、 magnesium chloride 、 hexokinase 作用下， 以 aq. buffer 为溶剂， 反应 0.75h， 生成 [2-3H]-L-Phe
  参考文献：
  名称：

  [EN] HIV-1 PROTEASE TRANSITION STATE AND USES THEREOF
  [FR] ÉTAT DE TRANSITION DE LA PROTÉASE DU VIH-1 ET SON UTILISATION

  摘要：

  揭示了获取人类免疫缺陷病毒-1（HIV-1）蛋白酶抑制剂的方法和系统，其中方法涉及设计类似于HIV-1蛋白酶过渡态的化合物。

  公开号：

  WO2013126370A1

文献信息

• Deuterium isotope effects for the nonenzymic and glutamate dehydrogenase catalyzed reduction of an .alpha.-imino acid by NADH
  作者：R. Srinivasan、Harvey F. Fisher

  DOI：10.1021/ja00300a038

  日期：1985.7
• Factors influencing the operational stability of NADPH-dependent alcohol dehydrogenase and an NADH-dependent variant thereof in gas/solid reactors
  作者：Liliya Kulishova、Kerasina Dimoula、Max Jordan、Astrid Wirtz、Diana Hofmann、Beatrix Santiago-Schübel、Jörg Fitter、Martina Pohl、Antje C. Spiess

  DOI：10.1016/j.molcatb.2010.09.005

  日期：2010.12

  The continuous enzymatic gas/solid bio-reactor serves both for the production of volatile fine chemicals and flavors on an industrial scale and for thermodynamically controlled investigation of substrate and water effects on enzyme preparations for research purposes. Here, we comparatively investigated the molecular effects on the operational stability of NADPH-dependent Lactobacillus brevis alcohol dehydrogenase and an NADH-dependent variant thereof, LbADH G37D, in the gas/solid bioreactor. The reference reaction is the reduction of acetophenone to (R)-1-phenylethanol with concomitant oxidation of 2-propanol to acetone for the purpose of regeneration of the redox cofactor.It could be clearly shown that not the thermostability of the cofactor, but the thermostability of the proteins in the solid dry state govern the order of magnitude of the operational stability of both purified enzymes in the gas/solid reactor at low thermodynamic activity of water and substrate. However, at higher thermodynamic activity the operational stability in the gas/solid reactor is overlaid by stabilizing and destabilizing effects of the substrates that require further investigation. We demonstrated first evidence that the substrate affinity of the two variants in the gas/solid reactor is similar to the affinity in aqueous medium. We could also show that partial unfolding of the proteins with subsequent aggregation are the factors governing protein thermo-in-stability both in the dissolved and in the dry state. Thus. stability investigations of enzymes in the dry state are suggested to predict their basal level of operational stability in gas/solid reactions. (C) 2010 Elsevier B.V. All rights reserved.
• Martens, F. M.; Verhoeven, J. W., Recueil des Travaux Chimiques des Pays-Bas, 1981, vol. 100, # 6, p. 228 - 236
  作者：Martens, F. M.、Verhoeven, J. W.

  DOI：——

  日期：——
• Wienkamp, Rainer; Steckhan, Eberhard, Angewandte Chemie, 1982, vol. 94, # 10, p. 786
  作者：Wienkamp, Rainer、Steckhan, Eberhard

  DOI：——

  日期：——
• NEURITE OUTGROWTH AGENT
  申请人：Kaminishi Hidenori

  公开号：US20130102771A1

  公开（公告）日：2013-04-25

  An object of the present invention is to provide a non-peptidic nerve axon and/or neurite outgrowth agent for allowing a nerve axon and a neurite to elongate. 3-(Aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium that is an analogue of nicotinamide adenine dinucleotide (NAD) comprising β-L-ribose as the sugar component is used as a nerve axon and/or neurite outgrowth agent or composition, a cancer cell growth suppressing and/or apoptosis inducing agent, or a cancer cell growth suppressing and/or apoptosis inducing composition.

  本发明的目的是提供一种非肽类神经轴突和/或神经元突出生剂，以使神经轴突和神经元突得以延长。使用3-（氨基羰基）-1- [5-O- [[1-（6-氨基-9H-嘌呤-9-基）-1-脱氧-β-D-核糖呋喃-5-O-基]磷酸酯（氧酸）磷酸酯]-β-L-核糖呋喃基]吡啶铵，它是尼克酰胺腺嘌呤二核苷酸（NAD）的类似物，包括β-L-核糖糖作为糖成分，作为神经轴突和/或神经元突出生剂或组合物，癌细胞生长抑制和/或诱导细胞凋亡剂，或癌细胞生长抑制和/或诱导细胞凋亡组合物。