A reduced form of NAD+
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NADH (sodium salt hydrate)

Item No. 16078

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 1,4-dihydro-1-β-D-ribofuranosyl-3-pyridinecarboxamide, disodium salt, hydrate
CAS Number
1949720-50-6
Synonyms
  • Nicotinamide adenine dinucleotide, reduced
Molecular Formula
C21H27N7O14P2 • 2Na [XH2O]
Formula Weight
709.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
206, 260, 336 nm
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)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-])=O)([O-])=O)[C@H]1O.[Na+].[Na+].O
InChi Code
InChI=1S/C21H29N7O14P2.2Na.H2O/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;;;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;;1H2/q;2*+1;/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;;/m1.../s1
InChi Key
FWBNCIFELNNJCX-UHOVGGJYSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $46

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    1 g

    $69

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    5 g

    $207

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    Product Description

    NADH is the reduced form of nicotinamide adenine dinucleotide (NAD) that can donate electrons as part of a reducing reaction. In that process, NADH becomes oxidized to produce NAD+ (Item No. 16077). A variety of enzymes use NADH plus H+ to reduce substrates, generating NAD+ as well as the reduced product.1,2,3 For example, NADH:ubiquinone oxidoreductase accepts two electrons from NADH and passes them to ubiquinone (coenzyme Q) as part of the mitochondrial electron transport chain.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, M.S., and Kim, Y.J. Enzymatic properties of the membrane-bound NADH oxidase system in the aerobic respiratory chain of Bacillus cereus. J. Biochem. Mol. Biol. 37(6), 753-756 (2004).

    2. Godber, B.L.J., Doel, J.J., Sapkota, G.P., et al. Reduction of nitrite to nitric oxide catalyzed by xanthine oxidoreductase. The Journal of Biological Chemisty 275(11), 7757-7763 (2000).

    3. Fato, R., Bergamini, C., Bortolus, M., et al. Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species. Biochim. Biophys. Acta 1787(5), 384-392 (2009).