NADP, Disodium Salt - ≥95% , CAS No.24292-60-2

CAS: 24292-60-2 Cat. No.: N1526305 Molecular Weight: 787.37 EC Number: 246-129-8 PubChem CID: 2734411

GRADE & PURITY ≥95%

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

A participant coenzyme in aerobic and anaerobic oxidation

Nicotinamide adenine dinucleotide phosphate (NADP) and NADPH form a redox pair. NADP/NADPH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications, especially anaerobic reactions such as lipid and nucleic acid synthesis. NADP/NADPH is a coenzyme couple in various cytochrome P450 systems and oxidase/reductase reaction systems, such as the thioredoxin reductase/thioredoxin system.

Specifications

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

NADP and NADPH form a redox pair. NADP is the oxidised form of NADPH. NADP/NADPH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)OP(=O)([O-])[O-])O)O)O)C(=O)N.[Na+].[Na+]
• IUPAC Name: disodium;[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-[[[[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-hydroxyphosphoryl]oxymethyl]-4-hydroxyoxolan-3-yl] phosphate
• InChIKey: WSDDJLMGYRLUKR-WUEGHLCSSA-L
• INCHI: 1S/C21H28N7O17P3.2Na/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32;;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);;/q;2*+1/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;/m1../s1
• Isomeric SMILES: C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)([O-])[O-])O)O)O)C(=O)N.[Na+].[Na+]
• WGK Germany: 3
• PubChem CID: 2734411
• Molecular Weight: 787.37

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class (5'->5')-dinucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: (5'->5')-dinucleotides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: (5'->5')-dinucleotides
• Alternative Parents: Purine nucleotide sugars Purine ribonucleoside diphosphates Purine ribonucleoside 2',5'-bisphosphates Nicotinamide nucleotides Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Organic pyrophosphates Nicotinamides Aminopyrimidines and derivatives Monoalkyl phosphates Imidolactams Pyridinium derivatives N-substituted imidazoles Tetrahydrofurans Vinylogous amides Heteroaromatic compounds Primary carboxylic acid amides Amino acids and derivatives Secondary alcohols Oxacyclic compounds Azacyclic compounds Organic oxides Primary amines Hydrocarbon derivatives Organopnictogen compounds Organic sodium salts Organic zwitterions
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: (5'->5')-dinucleotide - Purine nucleotide sugar - Purine ribonucleoside diphosphate - Purine ribonucleoside bisphosphate - Purine ribonucleoside 2',5'-bisphosphate - Nicotinamide-nucleotide - Pyridine nucleotide - Pentose-5-phosphate - Pentose phosphate - N-glycosyl compound - Glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Organic pyrophosphate - Pyridine carboxylic acid or derivatives - Imidazopyrimidine - Purine - Nicotinamide - Monoalkyl phosphate - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Imidolactam - Alkyl phosphate - Pyridine - Pyridinium - Pyrimidine - Vinylogous amide - Azole - Tetrahydrofuran - Imidazole - Heteroaromatic compound - Primary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Secondary alcohol - Carboxylic acid derivative - Organoheterocyclic compound - Organic alkali metal salt - Azacycle - Oxacycle - Primary amine - Organic nitrogen compound - Hydrocarbon derivative - Alcohol - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic salt - Organic zwitterion - Amine - Organonitrogen compound - Organooxygen compound - Organic sodium salt - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (50 mg/ml), 0.001% aqueous buffer, pH 7.0, methanol, and ethanol (less soluble). Insoluble in ether, and ethyl acetate.
• Sensitivity: Heat sensitive ;Moisture sensitive
• Molecular Weight: 787.400 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 21
• Rotatable Bond Count: 12
• Exact Mass: 787.039 Da
• Monoisotopic Mass: 787.039 Da
• Topological Polar Surface Area: 373.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 1280.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Fei Qiu, Yijun Yan, Junlan Zeng, Jian-Ping Huang, Lingjiang Zeng, Wei Zhong, Xiaozhong Lan, Min Chen, Sheng-Xiong Huang, Zhihua Liao.  (2021)  Biochemical and Metabolic Insights into Hyoscyamine Dehydrogenase.  ACS Catalysis,      [PMID:] [10.1021/acscatal.0c04667]

2. Lijun Geng, Xudong Yu, Yajuan Li, Yanqiu Wang, Yongquan Wu, Jujie Ren, Fengfeng Xue, Tao Yi.  (2019)  Instant hydrogel formation of terpyridine-based complexes triggered by DNA via non-covalent interaction.  Nanoscale,  11  (9): (4044-4052).  [PMID:30768104] [10.1039/C8NR08532C]

3. Yunkai Sun, Xiaoxia Wu, Pei Zuo, Zhao Liu, Xuepei Miao, Jian Liu, Hairuo Wen.  (2024)  Synthesis and mutagenic risk of avanafil's potential genotoxic impurities.  RSC Advances,  14  (30): (21432-21438).  [PMID:38979469] [10.1039/D4RA02345E]