A signaling molecule and enzyme cofactor
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NAD+ (free acid)

Item No. 16077

Technical Information
Formal Name
adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 3-(aminocarbonyl)-1-β-D-ribofuranosylpyridinium, inner salt
CAS Number
53-84-9
Synonyms
  • Nicotinamide adenine dinucleotide
Molecular Formula
C21H27N7O14P2
Formula Weight
Purity
≥90%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
λmax
207, 260 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]([N+]5=CC(C(N)=O)=CC=C5)O4)([O-])=O)(O)=O)[C@H]1O
InChi Code
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
InChi Key
BAWFJGJZGIEFAR-NNYOXOHSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    NAD+, known more formally as nicotinamide adenine dinucleotide, is a signaling molecule as well as a cofactor or substrate for many enzymes.1 It acts as an oxidizing agent, accepting electrons from other molecules while being converted to its reduced form, NADH (Item No. 16078).1 NAD+ is also essential for the activity of several enzymes, including poly(ADP)-ribose polymerases and cADP-ribose synthases.1 For example, it is used by some sirtuins to mediate protein deacetylation, producing O-acetyl-ADP-ribose and nicotinamide as well as the deacetylated protein.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Houtkooper, R.H., Cantó, C., Wanders, R.J., et alThe secret life of NAD+: An old metabolite controlling new metabolic signaling pathways. Endocr. Rev. 31(2), 194-223 (2010).

    2. Schwer, B., and Verdin, E. Conserved metabolic regulatory functions of sirtuins. Cell Metab. 7(2), 104-112 (2008).

    Product Citations

    Kuhn, M.J., and Sordillo, L.M. Inhibition of 20-hydroxyeicosatetraenoic acid biosynthesis by vitamin E analogs in human and bovine cytochrome P450 microsomes. J. Anim. Physiol. Anim. Nutr. (Berl.) 1-6 (2021).