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disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate

dihydronicotinamide-adenine dinucleotide, disodium salt

CAS: 606-68-8

Molecular Formula: C21H30N7NaO14P2

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  5. disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate

disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate - Names and Identifiers

Name dihydronicotinamide-adenine dinucleotide, disodium salt
Synonyms NADH
beta-Nicotinamide adenine dinucleotide disodium salt
BETA-NICOTINAMIDE-ADENINE DINUCLEOTIDE, REDUCED, 2NA
BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, DISODIUM SALT
eta-d-ribofuranosyl-3-pyridinecarboxamide,disodiumsalt
dihydronicotinamide-adenine dinucleotide, disodium salt
beta-Nicotinamide adenine dinucleotidedisodium salthydrate
BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE REDUCED DISODIUM SALT
BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, REDUCED FORM DISODIUM SALT
NICOTINAMIDE ADENINE DINUCLEOTIDE (REDUCED) DISODIUM SALT extrapure
eta-d-ribofuranosyl-3-pyridinecarboxamide, disodium salt beta-nicotinamide adenine dinucleotide, disodium salt, hydrate beta-nicotinamide adenine dinucleotide disodium salt,trihydrate
disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate
CAS 606-68-8
EINECS 210-123-3
InChI InChI=1/C21H27N7O14P2.2Na/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);;/q;2*+1/p-1/t10-,11-,13-,14-,15-,16-,20-,21-;;/m1../s1
InChIKey QRGNQKGQENGQSE-WUEGHLCSSA-L

disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate - Physico-chemical Properties

Molecular FormulaC21H30N7NaO14P2
Molar Mass689.44
Density1.955 at 20℃
Melting Point140-142°C
Water Solubilitysoluble
Solubility Dissolve in water.
Vapor Presure0.73Pa at 20-50℃
AppearanceOdor-free light yellow powder
ColorYellow
BRN5230241
PH7.5 (100mg/mL in water, ±0.5)
Storage ConditionInert atmosphere,Store in freezer, under -20°C
StabilityStable. Incompatible with strong oxidizing agents.
Sensitive`sensitive` to light and easy to absorb moisture
MDLMFCD00036200

disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R36/37/38 - Irritating to eyes, respiratory system and skin.
R39/23/24/25 -
R40 - Limited evidence of a carcinogenic effect
R22 - Harmful if swallowed
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24/25 - Avoid contact with skin and eyes.
S36/37 - Wear suitable protective clothing and gloves.
WGK Germany3
FLUKA BRAND F CODES3-10-23
TSCAYes
HS Code29349990

disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate - Reference

Reference
Show more
1. Wei Hao Hua Zhang Hongling Li Xingtai. Protective Effect of crude polysaccharides from sea cucumber Apostichopus japonicus on mitochondria and its mechanism [J]. Science and Technology of Food Industry 2018 039(020):280-285.
2. Ji Shujuan, Shen Yixiao, Zhang Liping, bu Qingcheng. Effects of 1-methylcyclopropene treatment (1-MCP) on Esters, amino acids and related metabolic enzymes of Nanguo pear [J]. Food Science, 2012, 33(18):286-289.
3. Ma Cheng, Liang, Qi, Wen, Pengcheng, et al. Effect of modified atmosphere packaging on color stability of yak meat [J]. Food and Fermentation Industries 2016 42(009):130-136.
4. Zhou Xin, Dong Ling, Ji Shujuan. Changes of Ester aroma and related gene expression induced by intermittent heating during cold storage and normal temperature transformation of Nanguo pear [J]. Food Science, 2015, 29 (14):206-211.
5. Shao Jingxuan, Gao Xiaoge, Wang Yanan, etc. Changes of antioxidant peptide activity during processing of Xuanwei ham [J]. Science and Technology of food industry, 2019, 040(001):101-104,208.
6. Zhang Yubin, Li Pingzi, Lei Yun, etc. Study on NADH mitochondria-mediated regeneration of yak meat based on lactate-LDH [J]. Journal of Agricultural Machinery, 2020, v.51(06):360-366.
7. Zhang Liping, Ji Shujuan. Effects of ethephon on aroma and key enzyme activities during aroma synthesis of Nanguo pear treated with 1-MCP during cold storage [J]. Food Science, 2013, 34(10):294-298.
8. Duan, Yajie, et al. "Antifungal mechanism of Streptomyces ma. FS‐4 on fusarium wilt of banana." Journal of Applied Microbiology 130.1 (2021): 196-207.
9. Zheng, S., Zhang, Q., Yin, D. et al. NADPH-guided synthesis of iodide-responsive nanozyme: synergistic effects in nanocluster growth and peroxidase-like activity. J Mater Sci 56, 4909-4921 (2021). https://doi.org/10.1007/s10853-020-05589-0
10. [IF=3.757] Die Hu et al."Characterization of a robust glucose 1-dehydrogenase, SyGDH, and its application in NADPH regeneration for the asymmetric reduction of haloketone by a carbonyl reductase in organic solvent/buffer system."Process Biochem. 2020 Feb;89:55

disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate - Reference Information

Update Date:2022/11/12 10:05:38
LogP-1.96 at 21℃ and pH7
surface tension 69.22mN/m at 1.022g/L and 20 ℃
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Introduction nicotinamide adenine dinucleotide is a coenzyme that transmits protons, more precisely hydrogen ions, it occurs in many metabolic reactions in cells. NADH or more precisely NADH H is its reduced form. It can be reduced to carry up to two protons (written as NADH H).
Use beta-nicotinamide adenine dinucleotide disodium is a biologically active form of nicotinic acid. Used as a coenzyme for hydrogenase and dehydrogenase. NAD typically acts as a hydrogen acceptor, forming NADH, which then acts as a hydrogen donor in the respiratory chain. It is present primarily in the reduced form (NADPH) in living cells and participates in synthetic reactions. Two forms occur, α-NAD and β-NAD, which are characterized by the configuration of the ribonicotinamide bond. Only the β-anomaly has biological activity.
β-nicotinamide adenine dinucleotide (NAD) and reduced β-nicotinamide adenine dinucleotide (NADH), composed of a coenzyme redox pair (NAD :NADH) involved in a wide range of enzyme-catalyzed redox reactions; And its redox function, in ADP-ribosylation (ADP-ribosyltransferase, polymerization (ADP-ribose polymerase) reaction) is a ADP-ribose donor unit; and a periodic ADP-ribose (ADP-ribose cyclase) precursor
Electron donor
biological activity NADH is a coenzyme in catabolic processes such as glycolysis, the beta oxidation and the tricarboxylic acid cycle are regenerative electron donors.
Last Update：2024-04-29 13:12:03
disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate
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disodium [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl] phosphate
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