β-Nicotinamide Adenine Dinucleotide Phosphate Tetrasodium Salt 还原型-β-烟酰胺腺嘌呤二核苷酸 2′-磷酸四钠盐

CAS 2646-71-1 MFCD00036263

化学结构图

2646-71-1
SMILES: NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)([O-])[O-])[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1.[Na+].[Na+].[Na+].[Na+]

化学属性

Mol. FormulaC21H26N7Na4O17P3
Mol. Weight833.35 g/mol
Density2.28
Solubility易溶于水(50 mg/ml).
Stability对热和空气敏感

别名和识别编码

Chemical Nameβ-Nicotinamide Adenine Dinucleotide Phosphate Tetrasodium Salt
Synonym 2'-NADPH 2′-NADPH 水合物 Coenzyme II reduced 四钠盐 Dihydronicotinamide adenine dinucleotide phosphate 四钠盐 NADPH (tetrasodium salt) TPNH2 Na4 Triphosphopyridine nucleotide reduced 四钠盐 beta-Nicotinamide Adenine Dinucleotide Phosphate Tetrasodium Salt reduced form [for Biochemical Research] {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00036263
PubChem Substance ID87576448
CAS Number2646-71-1
EC Number220-163-3
Merck Number6348
Beilstein Registry Number2384789
Chemical Name Translation还原型-β-烟酰胺腺嘌呤二核苷酸 2′-磷酸四钠盐
InChIKeyWYWWVJHQDVCHKF-ITGWJZMWSA-J
LabNetwork Molecule IDLN00196844
Canonical SMILESNC1=C2C(N([C@H]3[C@H](OP(O[Na])(O[Na])=O)[C@H](O)[C@@H](COP(OP(OC[C@@H]4[C@@H](O)[C@@H](O)[C@H](N5C=C(C(N)=O)CC=C5)O4)(O[Na])=O)(O[Na])=O)O3)C=N2)=NC=N1
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分类

  • {SNA} Application Index, Biochemicals and Reagents, Bulk vials, Cell Biology, Cell Signaling Enzymes, Cofactors, Core Bioreagents, Dihydrofolate reductase, Enzymes, Inhibitors, and Substrates, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, NAD(P)(H) and Analogs, NADPH, Nucleosides and Nucleotides, Nucleosides, Nucleotides, Oligonucleotides, Oxidation-Reduction, Research Essentials, Substrate/Cofactor, TCA
  • {SNA} Biochemicals and Reagents, Bulk vials, NAD(P)(H) and Analogs, NADPH, Nucleosides, Nucleotides, Oligonucleotides
  • {SNA} Bioche

产品应用

  • 通常作为电子供体，是很多氧化还原酶(包括一氧化氮合成酶)的辅酶(cofactor)。

相关文献及参考

  • [2]. Ng CY, F et al. Rational design of a synthetic Entner-Doudoroff pathway for improved and controllable NADPH regeneration. Metab Eng. 2015;29:86-96.
  • [3]. Ju HQ, Lin JF, et al. NADPH homeostasis in cancer: functions, mechanisms and therapeutic implications. Signal Transduct Target Ther. 2020;5(1):231. Published 2020 Oct 7.
  • [4]. Stockwell BR, et al. Ferroptosis: A Regulated Cell Death Nexus Linking Metabolism, Redox Biology, and Disease. Cell. 2017;171(2):273-285.
  • Beil. 26 ,IV,3672
  • Brann D, Raz L, Wang R, et al., Estrogen signaling and neuroprotection in cerebral ischemia. J. Neuroendocrinol. 24(1) , 34-47, (2011)
  • Canevari L, Clark JB., Alzheimer's disease and cholesterol: the fat connection. Neurochem. Res. 32 , 739-750, (2007) 摘要
  • Drummond GR, Selemidis S, et al., Combating oxidative stress in vascular disease: NADPH oxidases as therapeutic targets. Nat. Rev. Drug Discov. 10 , 453-471, (2011) 摘要
  • Fraser PA., The

安全信息

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany3
Storage condition -20°C, stored under nitrogen -20℃保存 <0°C <;0 储存温度-20℃
Signal word Warning
GHS Symbol
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
Hazard Codes F

系列性分类

  1. Research Essentials 基础科研
  2. Core Bioreagents - Research Essentials
  3. Nucleosides and Nucleotides - Core Bioreagents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. NAD and Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Cofactors - Enzymes, Inhibitors, and Substrates
  5. Oxidation-Reduction - Cofactors
  1. Chemical Synthesis 化学合成
  2. Catalysis and Inorganic Chemistry 催化剂和无机化学
  3. Phosphorus Compounds Catalysis 磷化合物催化剂
  4. Phosphine Ligands 膦配体
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Application Index - Enzymes, Inhibitors, and Substrates
  5. Cell Signaling Enzymes - Application Index
  6. Dihydrofolate reductase - Cell Signaling Enzymes
  7. Substrate/Cofactor - Dihydrofolate reductase
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Heterocyclic Building Blocks - Chiral Building Blocks
  5. Purines - Heterocyclic Building Blocks
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. NAD and Analogs - Nucleosides, Nucleotides, Oligonucleotides
  5. NADPH - NAD(P)(H) and Analogs
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nucleic Acid Electrophoresis
  4. Nucleic Acid Gel Stains
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Cell Signaling Enzymes
  5. Dihydrofolate reductase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Cofactors
  5. Other Cofactors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Metabolomics
  4. Metabolic Pathways
  5. Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Porphyrin
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Metabolomics
  5. Metabolic Pathways
  6. Metabolites and Cofactors on the Metabolic Pathways Chart
  7. Porphyrin
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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