Nicotinamide-d4
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Hodoodo CAT#: H464819

CAS#: 347841-88-7

Description: Nicotinamide-d4 is intended for use as an internal standard for the quantification of nicotinamide 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. It is a precursor in the synthesis of the metabolic cofactor NAD+ and an inhibitor of sirtuin 1 (SIRT1; IC50 = <50 µM). 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. 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. Unlike niacin, nicotinamide does not reduce plasma lipid levels or induce flushing.

Chemical Structure

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Nicotinamide-d4
CAS# 347841-88-7
Instruction

Theoretical Analysis

Hodoodo Cat#: H464819
Name: Nicotinamide-d4
CAS#: 347841-88-7
Chemical Formula: C6H2D4N2O
Exact Mass: 126.07
Molecular Weight: 126.151
Elemental Analysis: C, 57.13; H, 7.98; N, 22.21; O, 12.68

Price and Availability

Size Price Availability Quantity
5mg USD 550 2 Weeks
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Synonym: Nicotinamide-d4; Nicotinamide d4; Niacinamide-d4; Niacinamide d4; Nicotinic Acid Amide-d4; Nicotinic Acid Amide d4; Vitamin B3 Amide-d4; Vitamin B3 Amide d4;

IUPAC/Chemical Name: nicotinamide-2,4,5,6-d4

InChi Key: DFPAKSUCGFBDDF-RHQRLBAQSA-N

InChi Code: InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)/i1D,2D,3D,4D

SMILES Code: NC(C1=C(N=C(C([2H])=C1[2H])[2H])[2H])=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 15.0 118.90
DMSO 15.0 118.90
Ethanol 2.5 19.82
PBS (pH 7.2) 10.0 79.27

Preparing Stock Solutions

The following data is based on the product molecular weight 126.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Novak Kujundžić R, Prpić M, Đaković N, Dabelić N, Tomljanović M, Mojzeš A, Fröbe A, Trošelj KG. Nicotinamide N-Methyltransferase in Acquisition of Stem Cell Properties and Therapy Resistance in Cancer. Int J Mol Sci. 2021 May 26;22(11):5681. doi: 10.3390/ijms22115681. PMID: 34073600; PMCID: PMC8197977.

2: Gao Y, Martin NI, van Haren MJ. Nicotinamide N-methyl transferase (NNMT): An emerging therapeutic target. Drug Discov Today. 2021 May 21:S1359-6446(21)00242-7. doi: 10.1016/j.drudis.2021.05.011. Epub ahead of print. PMID: 34029690.

3: Khaidizar FD, Bessho Y, Nakahata Y. Nicotinamide Phosphoribosyltransferase as a Key Molecule of the Aging/Senescence Process. Int J Mol Sci. 2021 Apr 2;22(7):3709. doi: 10.3390/ijms22073709. PMID: 33918226; PMCID: PMC8037941.

4: Hosseini L, Mahmoudi J, Pashazadeh F, Salehi-Pourmehr H, Sadigh-Eteghad S. Protective Effects of Nicotinamide Adenine Dinucleotide and Related Precursors in Alzheimer's Disease: A Systematic Review of Preclinical Studies. J Mol Neurosci. 2021 Apr 28. doi: 10.1007/s12031-021-01842-6. Epub ahead of print. PMID: 33907963.

5: Navarro MN, Gómez de Las Heras MM, Mittelbrunn M. Nicotinamide adenine dinucleotide metabolism in the immune response, autoimmunity and inflammageing. Br J Pharmacol. 2021 Apr 5. doi: 10.1111/bph.15477. Epub ahead of print. PMID: 33817782.

6: Suchard MS, Savulescu DM. Nicotinamide pathways as the root cause of sepsis - an evolutionary perspective on macrophage energetic shifts. FEBS J. 2021 Mar 8. doi: 10.1111/febs.15807. Epub ahead of print. PMID: 33686748.

7: Giacalone S, Spigariolo CB, Bortoluzzi P, Nazzaro G. Oral nicotinamide: The role in skin cancer chemoprevention. Dermatol Ther. 2021 May;34(3):e14892. doi: 10.1111/dth.14892. Epub 2021 Mar 1. PMID: 33595161.

8: Fragoso-Morales LG, Correa-Basurto J, Rosales-Hernández MC. Implication of Nicotinamide Adenine Dinucleotide Phosphate (NADPH) Oxidase and Its Inhibitors in Alzheimer's Disease Murine Models. Antioxidants (Basel). 2021 Feb 2;10(2):218. doi: 10.3390/antiox10020218. PMID: 33540840; PMCID: PMC7912941.

9: Roberti A, Fernández AF, Fraga MF. Nicotinamide N-methyltransferase: At the crossroads between cellular metabolism and epigenetic regulation. Mol Metab. 2021 Mar;45:101165. doi: 10.1016/j.molmet.2021.101165. Epub 2021 Jan 14. PMID: 33453420; PMCID: PMC7868988.

10: Hussain S, Singh A, Alshammari TM, Habib A, Hussain MS, Jha R, Akhtar M, Najmi AK. Nicotinamide Therapy in Dialysis Patients: A Systematic Review of Randomized Controlled Trials. Saudi J Kidney Dis Transpl. 2020 Sep- Oct;31(5):883-897. doi: 10.4103/1319-2442.301195. PMID: 33229753.

11: Maiese K. Nicotinamide: Oversight of Metabolic Dysfunction Through SIRT1, mTOR, and Clock Genes. Curr Neurovasc Res. 2020;17(5):765-783. doi: 10.2174/1567202617999201111195232. PMID: 33183203; PMCID: PMC7914159.

12: Immanuel S, Sivasubramanian R, Gul R, Dar MA. Recent Progress and Perspectives on Electrochemical Regeneration of Reduced Nicotinamide Adenine Dinucleotide (NADH). Chem Asian J. 2020 Dec 14;15(24):4256-4270. doi: 10.1002/asia.202001035. Epub 2020 Nov 19. PMID: 33164351.

13: Badawy AA. Immunotherapy of COVID-19 with poly (ADP-ribose) polymerase inhibitors: starting with nicotinamide. Biosci Rep. 2020 Oct 30;40(10):BSR20202856. doi: 10.1042/BSR20202856. PMID: 33063092; PMCID: PMC7601349.

14: Elamin M, Ruskin DN, Sacchetti P, Masino SA. A unifying mechanism of ketogenic diet action: The multiple roles of nicotinamide adenine dinucleotide. Epilepsy Res. 2020 Nov;167:106469. doi: 10.1016/j.eplepsyres.2020.106469. Epub 2020 Sep 14. PMID: 33038721.

15: King E, Maxel S, Li H. Engineering natural and noncanonical nicotinamide cofactor-dependent enzymes: design principles and technology development. Curr Opin Biotechnol. 2020 Dec;66:217-226. doi: 10.1016/j.copbio.2020.08.005. Epub 2020 Sep 18. PMID: 32956903; PMCID: PMC7744333.

16: Aghelan Z, Kiani S, Nasiri A, Sadeghi M, Farrokhi A, Khodarahmi R. Factors Influencing Mitochondrial Function as a Key Mediator of Glucose-Induced Insulin Release: Highlighting Nicotinamide Nucleotide Transhydrogenase. Int J Mol Cell Med. 2020 Spring;9(2):107-122. doi: 10.22088/IJMCM.BUMS.9.2.107. Epub 2020 Aug 10. PMID: 32934948; PMCID: PMC7489113.

17: Salech F, Ponce DP, Paula-Lima AC, SanMartin CD, Behrens MI. Nicotinamide, a Poly [ADP-Ribose] Polymerase 1 (PARP-1) Inhibitor, as an Adjunctive Therapy for the Treatment of Alzheimer's Disease. Front Aging Neurosci. 2020 Aug 13;12:255. doi: 10.3389/fnagi.2020.00255. PMID: 32903806; PMCID: PMC7438969.

18: Tannous C, Booz GW, Altara R, Muhieddine DH, Mericskay M, Refaat MM, Zouein FA. Nicotinamide adenine dinucleotide: Biosynthesis, consumption and therapeutic role in cardiac diseases. Acta Physiol (Oxf). 2021 Mar;231(3):e13551. doi: 10.1111/apha.13551. Epub 2020 Sep 21. PMID: 32853469.

19: Griffiths HBS, Williams C, King SJ, Allison SJ. Nicotinamide adenine dinucleotide (NAD+): essential redox metabolite, co-substrate and an anti-cancer and anti-ageing therapeutic target. Biochem Soc Trans. 2020 Jun 30;48(3):733-744. doi: 10.1042/BST20190033. PMID: 32573651.

20: Ramsden DB, Waring RH, Parsons RB, Barlow DJ, Williams AC. Nicotinamide N-Methyltransferase: Genomic Connection to Disease. Int J Tryptophan Res. 2020 Jun 4;13:1178646920919770. doi: 10.1177/1178646920919770. PMID: 32547055; PMCID: PMC7273554.