NADPH | 53-57-6

• 物质功能分类: 生物化工 - 酶及辅酶类
• 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: NADPH
• 英文别名: β-NADPH+；O^5'-{2-[1-(3-carbamoyl-4H-pyridin-1-yl)-β-D-1-deoxy-ribofuranos-5-yloxy]-1,2-dihydroxy-diphosphoryl}-O^2'-phosphono-adenosine；Triphosphopyridinnucleotid；[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3R,4S,5S)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• CAS: 53-57-6；27751-34-4；80658-03-3
• 化学式: C₂₁H₃₀N₇O₁₇P₃
• 分子量: 745.427
• InChiKey: ACFIXJIJDZMPPO-DQQFMEOOSA-N

物化性质

• 沸点：
  1175.1±75.0 °C(Predicted)
• 密度：
  2.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -6.8
• 重原子数：
  48
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  364
• 氢给体数：
  9
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  NADPH 以 水 为溶剂， 反应 16.0h， 生成 5'-二磷酰腺苷 2'-磷酸酯 、 、 烟酰胺 、 nicotinamide adenine dinucleotide 、 [(2R,3R,4R,5R)-2-(6-氨基嘌呤-9-基)-4-羟基-5-(膦酰氧基甲基)四氢呋喃-3-基]磷酸二氢酯
  参考文献：
  名称：

  Factors influencing the operational stability of NADPH-dependent alcohol dehydrogenase and an NADH-dependent variant thereof in gas/solid reactors

  摘要：

  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.

  DOI：

  10.1016/j.molcatb.2010.09.005
• 作为试剂：
  描述：

  环癸烷 在 NADPH 、 P₄₅₀ BM₃ mutation of F₈₇A/A₃₂₈I enzyme 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成 环癸醇
  参考文献：
  名称：

  Screening of a minimal enriched P450 BM3 mutant library for hydroxylation of cyclic and acyclic alkanes

  摘要：

  筛选了一个最小化的富集P450 BM3文库，以评估其氧化惰性环状和非环状烷烃的能力。结果发现F87A/A328V突变体能够有效羟化环辛烷、环癸烷和环十二烷。同时，具有高活性向环辛烷羟化的F87V/A328F突变体，能够将非环状的正辛烷高区域选择性地（92%）羟化成2-(R)-辛醇（具有46%的对映体过量）。

  DOI：

  10.1039/c0cc02924f