An internal standard for the quantification of nicotinamide
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Unlabeled Version(s)
11127Nicotinamide
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Nicotinamide-d4

Item No. 34446

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-pyridine-2,4,5,6-d4-carboxamide
CAS Number
347841-88-7
Synonyms
  • Niacinamide-d4
  • Nicotinic Acid Amide-d4
  • Vitamin B3 Amide-d4
Molecular Formula
C6H2D4N2O
Formula Weight
126.2
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 15 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
NC(C1=C([2H])N=C([2H])C([2H])=C1[2H])=O
InChi Code
InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)/i1D,2D,3D,4D
InChi Key
DFPAKSUCGFBDDF-RHQRLBAQSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $76

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    5 mg

    $323

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    10 mg

    $570

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    25 mg

    $1,139

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    Product Description

    Nicotinamide-d4 is intended for use as an internal standard for the quantification of nicotinamide (Item No. 11127) by GC- or LC-MS. Nicotinamide is an amide form of niacin, which is also known as vitamin B3, that can be biosynthesized in vivo or obtained through the diet.1 It is a precursor in the synthesis of the metabolic cofactor NAD+ and an inhibitor of sirtuin 1 (SIRT1; IC50 = <50 µM).2 Nicotinamide (10 µM) increases the activity of serine palmitoyltransferase (SPT) and the biosynthesis of ceramide, glucosylceramide, sphingomyelin, free fatty acids, and cholesterol in primary human keratinocytes.3 Nicotinamide (40 µM) induces apoptosis in SNU-398, SNU-739, and HepG2 hepatocellular carcinoma (HCC) cells, and it prevents the formation of neoplastic lesions in a diethylnitrosamine-induced mouse model of HCC.4 Unlike niacin, nicotinamide does not reduce plasma lipid levels or induce flushing.5,6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, F., Chong, Z.Z., and Maiese, K. Cell life versus cell longevity: The mysteries surrounding the NAD+ precursor nicotinamide. Curr. Med. Chem. 13(8), 883-895 (2006).

    2. Bitterman, K.J., Anderson, R.M., Cohen, H.Y., et al. Inhibition of silencing and accelerated aging by nicotinamide, a putative negative regulator of yeast sir2 and human SIRT1. The Journal of Biological Chemisty 277(47), 45099-45107 (2002).

    3. Tanno, O., Ota, Y., Kitamura, N., et al. Nicotinamide increases biosynthesis of ceramides as well as other stratum corneum lipids to improve the epidermal permeability barrier. Br. J. Dermatol. 143(3), 524-531 (2000).

    4. Park, S.Y., Lee, K.B., Lee, M.-J., et al. Nicotinamide inhibits the early stage of carcinogen-induced hepatocarcinogenesis in mice and suppresses human hepatocellular carcinoma cell growth. J. Cell. Physiol. 227(3), 899-908 (2012).

    5. Lukasova, M., Hanson, J., Tunaru, S., et al. Nicotinic acid (niacin): New lipid-independent mechanisms of action and therapeutic potentials. Trends Pharmacol. Sci. 32(12), 700-707 (2011).

    6. Bodor, E.T., and Offermanns, S. Nicotinic acid: An old drug with a promising future. Br. J. Pharmacol. 153(Suppl 1), S68-S75 (2008).

    7. Haining, C.G. Effects of anti-rheumatic compounds and pyridine derivatives on the cutaneous response to thurfyl nicotinate in the guinea-pig. Br. J. Pharmacol. Chemother. 21(1), 104-112 (1963).