β-Nicotinamide Mononucleotide NMN

BETA-NMN;BETA-NICOTINAMIDEMONONUCLEOTIDE;BETA-NICOTINAMIDERIBOSEMONOPHOSPHATE;3-(aminocarbonyl)-1-(5-O-phosphonato-beta-D-ribofuranosyl)pyridinium;B-NICOChemicalbookTINAMIDEMONONUCLEOTIDE;NMN;NICOTINAMIDE-1-IUM-1-BETA-D-RIBOFURANOSIDE5'-PHOSPHATE;NICOTINAMIDERIBOTIDE

CAS number: 1094-61-7

Molecular formula: C11H15N2O8P

Molecular weight: 334.22

EINECS No.: 214-136-5

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Properties of β-nicotinamide mononucleotide

Melting point: 166°C (dec.)

Storage conditions: -20°C

Solubility: DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)

Form: Solid

Color: WhitetoYellowMerck13,6697BRN3570187

Stability: VeryHygroscopic

InChI: InChI=1/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8Chemicalbook(14)7(21-11)5-20-22( 17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/s3

InChIKeyDAYLJWODMCOQEW-TURQNECASA-N

SMILES:O[C@@H]1[C@@H]([C@@H](COP(O)([O-])=O)O[C@H]1[N+]1=CC =CC(C(=O)N)=C1)O|&1:1,2,3,11,r|

traits:

The appearance of β-nicotinamide mononucleotide is white to slightly yellow, and it is a crystalline powder with no obvious odor. Introduction:

Nicotinamide mononucleotide, also known as β-nicotinamide mononucleotide (NMN), is the synthetic substrate of coenzyme I, and NMN is also used in anti-aging research. Studies have shown that β-NMN can also regulate the secretion of insulin and affect the expression level of mRNA. β-NMN has broad application prospects in the field of medical treatment. β-nicotinamide mononucleotide is the product and key NAD+ intermediate of the extracellular nicotinamide phosphoribosyltransferase (eNAMPT) reaction. It improves glucose tolerance by restoring NAD+ levels in HFD-induced T2D mice. It also enhanced hepatic insulin sensitivity and restored gene expression related to oxidative stress, inflammatory responses, and circadian rhythms, in part through SIRT1 activation.

source:

Nicotinamide mononucleotide (Nicotinamidemononucleotide), referred to as NMN, is an inherent substance in the human body, and is also rich in some fruits and vegetables, including broccoli, cabbage, etc.

use:

In mammals, β-nicotinamide mononucleotide is generated by nicotinamide (Nicotinamide, Nam) under the catalysis of Nampt (a protease in vivo), and then nicotinamide mononucleotide is synthesized in nicotinamide mononucleotide adenosine NAD+ is generated under the catalysis of transferase. Nicotinamide mononucleotide is the direct way to replenish NAD+. Niacinamide mononucleotide finally achieves the effect of reversing aging by significantly improving the repair ability of DNA damage in cells. Nicotinamide mononucleotide is converted into "nicotinamide adenine dinucleotide (NAD)" which is essential for energy metabolism in the body. In mouse experiments, it was confirmed that nicotinamide mononucleotide can activate a gene called acetylase in the body, so as to prolong life and treat diabetes. NAD is a substance that can be produced by the human body. Studies have confirmed that the NAD content in the body will decrease with age.

application:

β-nicotinamide mononucleotide is the precursor of the cofactor NAD+ of the Chemicalbook longevity protein in the human body. NAD+ is an important coenzyme of the tricarboxylic acid cycle, which promotes the metabolism of sugar, fat, and amino acids, and participates in the synthesis of energy; NAD+ is the only substrate for coenzyme I-consuming enzymes (the only substrate for DNA repair enzyme PARP and the only long-lived protein Sirtuins substrate, the only substrate of the cyclic ADP ribose synthase CD38/157). NAD+ participates in all aspects of human metabolism and is a key coenzyme. Without NAD+, metabolism will not work. The elderly lack NAD+, so various problems, large and small, will come. By supplementing NAD+ additionally, it can comprehensively anti-aging. Preclinical studies have shown that NMN has multiple pharmacological activities in heart and brain ischemia, Alzheimer's disease, type 2 diabetes and obesity caused by diet and age. NMN, as a prodrug of NAD+, mainly plays a role in the synthesis of NAD+ in vivo Pharmacological effects, all of which are related to the deficiency of NAD+.

preparation:

Add 150ml of phosphate buffer solution into a 500ml four-necked bottle. Add 2g of magnesium chloride, 10g of ATP, 7g of ribose, and 10g of nicotinamide at one time, and keep stirring at 35°C. Detect the pH value of the reaction system, adjust the pH to 8.0 with 10% Na2CO3 solution, then add 1 g of RK enzyme powder and 2 g of NAMPT enzyme powder, and stir to dissolve. Stir the reaction at 200 rpm at 37° C., and monitor the conversion rate of the reaction by liquid chromatography-mass spectrometry. After 6 hours of reaction, it is detected that ATP has been consumed, and the reaction is stopped. Through further filtration, HZ-818 type macroporous resin adsorption, freeze-drying, ethanol and water recrystallization, β-nicotinamide mononucleotide-nicotinamide mononucleotide NMN can be obtained with a yield of 70%.

Biological activity:

Nicotinamidemononucleotide (β-NM, NMN) is one of the key precursors of NAD+ and the product of NAMPT reaction, which is converted into NAD+ by nicotinamide mononucleotide adenylyltransferase.

Target:

HumanEndogenousMetabolite

In vitro studies:

Nicotinamidemononucleotidehasseveralbeneficialpharmacologicalactivities.MostlymediatedbyitsinvolvementinNAD+biosynthesis,thepharmacologicalactivitiesofNMNincludeitsroleincellularbiochemicalfunctions,cardioprotection,diabetes,Alzheimer'sdisease,andcomplicationsassociatedwithobesity.TheintracellularNAD+levelsaresignificantlydecreasedbyknockdownorknockoutofNampt(NamptKDorNamptKO)ortreatmentwithNamptinhibitorFK866,whereasNAD+levelsaredramaticallyincreasedbysupplementofNAD+precursorsNAMorNMN(0.5–1mM).NAD+precursorNMNtreatmentinhibitedCD8+Tcellsactivationandfunction.

In vivo studies:

Nicotinamidemononucleotide(500mg/kg;i.p.;3timesperweekfor7-10week)preventsmtDNAdamageandDox-inducedcardiacdysfunction.NamptKOmarkedlyinhibitstumorprogression,whereasNamptmetaboliteβ-NicotinamidemononucleotiChemicalbookde(300mg/kgbodyweight;i.p.;onceeverytwodaysfor2weeks)significantlypromotestumorgrowthinC57BL/6mice(bearingwildtypeHepa1-6cells).ThereductionandincreaseinNAD+levelofrespectiveNamptKOandβ-Nicotinamidemononucleotide-treatedtumorsareconfirmed.β-nicotinamidemononucleotideamelioratesglucoseintolerancebyrestoringNAD(+)levelsinHFD-inducedT2Dmice.β-nicotinamidemononucleotidealsoenhanceshepaticinsulinsensitivityandrestoresgeneexpressionrelatedtooxidativestress,inflammatoryresponse,andcircadianrhythm,partlythroughSIRT1activation.

AnimalModel:C57BL6mice(p53−/−mice)

Dosage:500mg/kgAdministration:I.p.;3timesperweekfor7-10week

Result:PreventedthesignificantdeclineincardiacfunctionofDox-treatedp53−/−mice(studyweek7versus10)alongwithrescuingthedecreasedmitochondrialrespirationandtissueATPdepletioncausedbyDoxorubicin(Dox).

Tel: 8615628852771

Whatsapp: 8615628852771

Email: sales09@pharmachemm.com

Web:

www.pharmachemm.com

www.jianfengchemical.com

FAX:0086-531-88113608

 

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