Nicotinamide Riboside Raw Materials Powder 1341-23-7

CAS:1341-23-7

MF: C11H15N2O5+

MW:255.25

EINECS:1308068-626-2

Specification: 99% min Nicotinamide Riboside Powder

Sample: Nicotinamide Riboside Powder

Packaging:1kg/bag, 25kg/drum

Brand: Henrikang

Appearance: White to Almost white

Storage: Cool Dry Place

Shelf Life: 2 Years

Test Method: HPLC

Nicotinamide Riboside Powder Usage and Synthesis.

Synthesis of nicotinamide ribose: nicotinamide + β-D-ribofuranose-1,2,3,5-tetraacetate → nicotinamide ribose

Nicotinamide ribose is a derivative of vitamin B3, is a white or light yellow crystalline powder, odourless, bitter taste, slightly hygroscopic, mainly used in the field of biochemicals.

Nicotinamide ribose (Nicotinamideriboside, NR) is a derivative of vitamin B3, which can form nicotinamide adenine dinucleotide (NAD, also known as coenzyme I) and nicotinamide adenine dinucleotide phosphate (NADP, also known as coenzyme II) with phosphoric acid and adenine, and it is the precursor of NAD+, an important coenzyme.

Nicotinamide ribose plays an important role in human cellular energy production by participating in the synthesis of intracellular nicotinamide adenine dinucleotide, an important coenzyme for cellular energy conversion.

Uses and functions of Nicotinamide Riboside.

Nicotinamide ribose (NR) is a derivative of vitamin B3 and is the precursor substrate for the Norga factor nicotinamide adenine dinucleotide (NAD+). When ingested, it can increase NAD+ levels. beta-Nicotinamide ribose is used as an ingredient in anti-aging nutraceuticals.

Preparation of Nicotinamide Riboside.

Step I. Preparation of Intermediate 2 The compound 1,2,3,5-tetraacetyl-β-D-ribofuranose was used as the starting material; in a glass reactor, with stirring and thermometer (range 0-100°C) set, 12L of dichloromethane was added with a triangular funnel, stirring was turned on, and the stirring speed was set at 42.5 rpm.

Throw 1,2,3,5-tetraacetyl-β-D-ribofuranose 1.2kg (3.77mol), stirring to dissolve. Turn on the reactor jacket circulating water (set at 12℃), wait until the internal temperature reached 12℃, add 0.84kg (3.78mol) trifluoromethanesulfonic acid trimethylsilylene in the dropping funnel and start to drip slowly, add 0.7kg (5.73mol) nicotinamide after dripping. The circulating water was warmed up to 50°C, the internal temperature reached 48°C, and the holding reflux was started.

After refluxing for 4h, a sample was taken. If the HPLC shows that the remaining raw material is ≤5%, start to lower the temperature; if the HPLC shows that the remaining raw material is >5%, continue the reaction until the remaining raw material is ≤5%, and then lower the temperature. after the HPLC shows that the reaction is complete, directly to the next step of the reaction.

Step 2: Preparation of nicotinamide ribose by intermediate 2 and methanol The thermometer on the glass reactor was changed to a range of -50 to 50 ℃, the circulating water of the reactor was set at 25 ℃ and kept stable, 15L of methanol was added dropwise from the kettle mouth with a triangular funnel, and the stirring speed was set at 30 rpm. After 30 min of reaction, take a sample.

If HPLC showed that the amount of product was ≥70%, the reaction could be stopped; if HPLC showed that the amount of product was <70%, the reaction was continued until the amount of product was ≥70%, then the reaction could be stopped and the crude nicotinamide ribose was obtained. The crude nicotinamide ribose was further separated and purified by C18(ODS) reversed-phase silica gel column chromatography, and the target products were collected and combined by gradient elution using 0%-10% methanol/water solution.

The solvent was evaporated under 0.09 MPa vacuum to obtain a colourless oily liquid. After dissolving the oily liquid with 0.5 times volume of methanol, a recrystallisation operation was performed by adding 5 times volume of ethyl acetate to precipitate 0.71 kg of white solid (74% total yield for the two-step reaction).

The purity analysis of the product by HPLC method showed that the purity of the target product, nicotinamide ribose, was 98.72%, and the number of impurities was 3, and the content of each impurity was not higher than 0.1%.

In vitro studies of  Bulk Nicotinamide Riboside Powder.

Nicotinamide riboside (0.5 nM; 24 hours) reduces the acetylation status of Ndufa9 and SOD2.Nicotinamide riboside increases intracellular and mitochondrial NAD content in C2C12, Hepa1.6, and HEK293 cells in aconcentration-dependent manner at concentrations ranging from 1-1000 μM.Nicotinamide riboside boosts NAD to restore antiviral poly(ADP-ribose) polymerase (PARP) functions to support innateimmunity for coronavirus (CoVs), a cause of COVID-19.