1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1$l^{5}-pyridin-1-ylium

• ChemBase编号: 73262
• 分子式: C21H27N7O14P2
• 平均质量: 663.425102
• 单一同位素质量: 663.10912184
• SMILES: n1cnc2c(c1N)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(OP(=O)(OC[C@@H]1[C@H]([C@H]([C@@H](O1)[n+]1cc(ccc1)C(=O)N)O)O)[O-])O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)O)[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)N
• InChI: InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
• InChIKey: BAWFJGJZGIEFAR-NNYOXOHSSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1$l^{5}-pyridin-1-ylium; 1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ^5-pyridin-1-ylium
• IUPAC传统名: β-nad; nad zwitterion
• 别名: 氧化型辅酶 I; β-烟酰胺腺嘌呤二核苷酸; 二磷酸吡啶核苷酸; 辅酶 1; 辅酶 A; 辅酶; NAD+; β-Nicotinamide adenine dinucleotide; β-DPN; β-NAD; DPN; Diphosphopyridinnucleotid; NAD; β-Nicotinamide adenine dinucleotide hydrate; Diphosphopyridine nucleotide (DPN^+); Coenzyme I; Nicotinamide adenine dinucleotide; β-NAD; β-NICOTINAMIDE ADENINE DINUCLEOTIDE; Coenzyme 1; Cozymase; Diphosphopyridine nucleotide; Nadide

登记号

• CAS号: 53-84-9
• EC号: 200-184-4
• MDL号: MFCD00036253
• Beilstein号: 3584133
• PubChem SID: 24897862; 24897510; 24867172; 24867168; 24897803; 24897823; 24897685; 162038182; 24897613; 24897495; 24897783
• PubChem CID: 5892; 925
• CHEBI ID: 13389
• CHEMBL: 1628272
• Chemspider ID: 5681
• DrugBank ID: DB00157
• IUPHAR配体索引: 2451
• KEGG ID: C00003
• 美国药典/FDA物质标识码: 0U46U6E8UK
• 维基百科标题: Nicotinamide_adenine_dinucleotide

理论计算性质

• Acid pKa: 1.8569882
• 质子受体: 15
• 质子供体: 7
• LogD (pH = 5.5): -11.140584
• LogD (pH = 7.4): -11.40719
• Log P: -10.609851
• 摩尔折射率: 140.8752 cm^3
• 极化性: 56.19417 Å^3
• 极化表面积: 321.09 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL at 20 °C, clear; H2O: soluble0.1 g/mL, clear, faintly yellow; H2O: soluble0.1 M, clear, colorless to faintly yellow; H2O: soluble50 mg/mL; H2O: soluble50 mg/mL, clear, colorless
• 外观: White powder
• 熔点: 160°C; 160 °C

安全信息

• 保存条件: 0°C, Desiccate; -20°C
• RTECS编号: UU3450000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 1; 3
• 危险公开号: 20/21/22-68/20/21/22; R:36/37/38
• 安全公开号: 36; S:20-25-26-37/39
• 主要危害: Not hazardous
• NFPA704:
  

  1

  1

  0
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... ESR1(2099), ESR2(2100)

产品相关信息

• 纯度: ≥99%; ~99%; ≥94% (HPLC); ≥95% (HPLC); ≥96.5% (enzymatic); ≥96.5% (HPLC); ≥96.5% (spectrophotometric assay); ≥98%; ≥99%; ≥99.0% (HPLC); 98%; 99%
• 包装: pkg of 10 mg (per vial); pkg of 20 mg (per vial); pkg of 50 mg (per vial); preweighed vial of 50 mg
• 适用性: cell culture tested; in accordance for determination of ADH
• 杂质: ≤0.1% Insoluble matter; ≤0.1% solvent; ≤10% water; ≤3% Acetone; ≤4% methanol; ≤4% solvent (methanol); ≤4% water
• 痕量阳离子: Al: ≤0.0005%; Ca: ≤0.005%; Ca: ≤200 mg/kg; Cd: ≤50 mg/kg; Co: ≤50 mg/kg; Cr: ≤50 mg/kg; Cu: ≤0.001%; Cu: ≤50 mg/kg; Fe: ≤0.001%; Fe: ≤50 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤100 mg/kg; Mn: ≤50 mg/kg; Na: ≤0.005%; Na: ≤1000 mg/kg; NH4+: ≤0.05%; Ni: ≤50 mg/kg; Pb: ≤0.001%; Pb: ≤50 mg/kg; Zn: ≤0.0005%; Zn: ≤50 mg/kg
• 痕量阴离子: chloride (Cl-): ≤0.2%; sulfate (SO42-): ≤0.05%
• 生物来源: from yeast
• 临床用途: for in vitro diagnostic use; not for in vitro diagnostic use
• 产品类型: Grade AA-1
• 产品质量级别: PREMIUM
• Absorbance ratio: A250/260 nm 0.83 ±0.03; A280/260 nm 0.22 ±0.02
• Empirical Formula (Hill Notation): C21H27N7O14P2; C21H27N7O14P2 · xH2O

详细说明

Sigma Aldrich - 43410

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N3014

Biochem/physiol Actions
电子受体
Other Notes
达到或超过 NRC 规范。
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - 43405

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。
Application
Nicotinamide adenine dinucleotide (NAD) and NADH form a redox pair. NAD/NADH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications. NAD is also involved in post-translational (Poly(ADP-ribose) polymerization) modifications of proteins.

Sigma Aldrich - N8410

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
根据由紫外可见分光光度计测定的 NAD 含量包装。
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

Sigma Aldrich - N8285

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
根据由紫外可见分光光度计测定的 NAD 含量包装。
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

Sigma Aldrich - 43407

Application
适合用作乙醇脱氢酶的辅助因子
Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N6522

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N1636

Biochem/physiol Actions
电子受体
Other Notes
晶体 NAD 中残留的有机溶剂少于 0.1% (w/w)，不易吸湿，不易产生静电，在室温下比无定形 NAD 更稳定。
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N7004

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N1511

Biochem/physiol Actions
电子受体
Other Notes
晶体 NAD 中残留的有机溶剂少于 0.1% (w/w)，不易吸湿，不易产生静电，在室温下比无定形 NAD 更稳定。
本品是普通型 NAD。
包装
根据固体质量包装。

Sigma Aldrich - N7381

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
包装
根据固体质量包装。
Preparation Note
通过发酵制备。

Sigma Aldrich - 260150

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
根据由紫外可见分光光度计测定的 NAD 含量包装。

Sigma Aldrich - N8535

Biochem/physiol Actions
电子受体
Other Notes
本品是普通型 NAD。
根据由紫外可见分光光度计测定的 NAD 含量包装。
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

Selleck Chemicals - S2518

Biological Activity:
NAD+ is a coenzyme composed of ribosylnicotinamide 5’-diphosphate coupled to adenosine 5’-phosphate by pyrophosphate linkage. NAD+ is the oxidized form of Nadide (Coenzyme I; Cozymase I; DPN; Enzopride; NAD; NAD+; NSC 20272). NAD+ is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (Nadide). Oral NAD+ supplementation has been used to combat simple fatigue as well as such mysterious and energy-sapping disorders as chronic fatigue syndrome and fibromyalgia. [1][2]References on NAD+[1] Curr Med Chem., 2011 Apr 26, [2] Curr Med Chem., 2011 Apr 26,

MP Biomedicals - 02194714

Cell Culture Reagent
Oxidized Form
Free Acid
Lyophilized
Purity: 98%
A high purity preparation enzymatically assayed using ADH and LDH.
Available in bulk quantities.

MP Biomedicals - 02160047

Oxidized
Free Acid
lyophilized
Purity: 99%
This is an ultrapure
NAD, chromatographically purified to remove trace inhibitors.

MP Biomedicals - 02194778

Free Acid
Lyophilized
Purity: 99+%
This is an ultrapure NAD, chromatographically purified to remove trace inhibitors.

MP Biomedicals - 02194026

Molecular Biology Reagent
Lyophilized
Purity: ~99%
For use as a culture media component for molecular genetics. Chromatographically purified to remove trace inhibitors.

参考文献

• Pankiewicz KW et al. Curr Med Chem. 2011 Apr 26.