CasNo： 1094-61-7
Molecular Formula： C11H15 N2 O8 P
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β-Nicotinamide mononucleotide (NMN) is used to study binding motifs within RNA aptamers and ribozyme activation processes involving β-nicotinamide mononucleotide (β-NMN)-activated RNA fragments. NMN is a nucleotide derived from ribose and nicotinamide. Niacinamide (nicotinamide,) is a derivative of vitamin B3, also known as niacin.) As a biochemical precursor of NAD+, it may be useful in the prevention of pellagra.β-Nicotinamide mononucleotide is an intermediate in the biosynthesis of nicotinamide adenine dinucleotide (NAD+). Nicotinamide phosphoribosyltransferase (Nampt) catalyzes the condensation of nicotinamide with 5-phosphoribosyl-1-pyrophosphate to generate β-NMN, which is subsequently converted to NAD+ by β-NMN adenyltransferase.At 50-100 μM, β-NMN has been used to enhance NAD biosynthesis and glucose-stimulated insulin secretion in a Nampt+/- mouse model of metabolic disease, demonstrating a role for Nampt in β cell function.Furthermore, at 500 mg/kg/day, it has been shown to ameliorate glucose intolerance in high-fat diet-induced type 2 diabetes mice by restoring NAD+ levels.
NAD
nicotinamide mononucleotide
adenosine 5'-diphosphate
adenosine
| Conditions | Yield |
|---|---|
|
With
water; zirconium(IV) oxide;
at 80 ℃;
for 48h;
|
3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside)
nicotinamide mononucleotide
| Conditions | Yield |
|---|---|
|
With
trimethyl phosphite; trichlorophosphate;
at 0 ℃;
for 12h;
Inert atmosphere;
|
88.27% |
|
3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside);
With
Sodium trimetaphosphate; sodium hydroxide;
In
water;
at 30 ℃;
for 4h;
pH=9;
With
hydrogenchloride;
In
water;
at 10 ℃;
Reagent/catalyst;
|
68% |
|
With
nitromethane; water; trichlorophosphate;
|
|
|
With
trichlorophosphate;
|
|
|
With
trimethyl phosphite; trichlorophosphate;
at -10 - -7 ℃;
for 24h;
Temperature;
|
10 g |
|
Multi-step reaction with 2 steps
1: pyridine / acetonitrile / 12 h / 0 - 5 °C
2: platinum(IV) oxide; hydrogen / deuteromethanol / 12 h
With
pyridine; platinum(IV) oxide; hydrogen;
In
deuteromethanol; acetonitrile;
|
The CAS number of BETA-NICOTINAMIDE MONONUCLEOTIDE is 1094-61-7.
More information of BETA-NICOTINAMIDE MONONUCLEOTIDE 1094-61-7 are:
|
CAS Number |
1094-61-7 |
|
Density |
g/cm3 |
|
Melting Point |
166 °C(dec.) |
|
Boiling Point |
°Cat760mmHg |
|
Flash Point |
°C |
|
HS CODE |
2934999090 |
|
PSA |
176.06000 |
|
LogP |
-1.06000 |
Synonyms for BETA-NICOTINAMIDE MONONUCLEOTIDE 1094-61-7:3-Carbamoyl-1-b-D-ribofuranosylpyridiniumhydroxide, 5'-phosphate, inner salt (6CI,7CI); Pyridinium,3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-, hydroxide, inner salt; Pyridinium, 3-carbamoyl-1-b-D-ribofuranosyl-, hydroxide,5'-(dihydrogen phosphate), inner salt (8CI); NMN; NMN (mononucleotide);Nicotinamide mononucleotide; Nicotinamide ribonucleoside 5'-phosphate;Nicotinamide ribonucleotide; Nicotinamide ribotide; b-D-NMN; b-NMN
The chemical formula of BETA-NICOTINAMIDE MONONUCLEOTIDE is C11H15 N2 O8 P which containing 11 Carbon atoms,15 Hydrogen atoms,2 Nitrogen atoms,8 Oxygen atoms and 1 Phosphorus atoms,and the molecular weight of BETA-NICOTINAMIDE MONONUCLEOTIDE is 334.222.
Nicotinamide mononucleotide (NMN), a product of the NAMPT reaction and a key NAD+ intermediate, ameliorates glucose intolerance by restoring NAD+ levels in HFD-induced T2D mice. NMN also enhances hepatic insulin sensitivity and restores gene expression related to oxidative stress, inflammatory response, and circadian rhythm, partly through SIRT1 activation. NMN is used for studying binding motifs within RNA aptamers and ribozyme activation processes involving β-nicotinamide mononucleotide (β-NMN)-activated RNA fragments.β-Nicotinamide mononucleotide (β-NMN) is an intermediate in the nicotinamide phosphoribosyltransferase (NAMPT)-catalyzed biosynthesis of nicotinamide adenine dinucleotide (NAD+). NAMPT mediates the condensation of nicotinamide with 5-phosphoribosyl-1-pyrophosphate to produce β-NMN. β-NMN adenyltransferase subsequently converts β-NMN to NAD+.
InChI:InChI=1/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(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-/m1/s1
Relevant articles related to BETA-NICOTINAMIDE MONONUCLEOTIDE:
|
Article |
Source |
|
A novel preparation of nicotinamide mononucleotide |
Liu,Visscher , p. 1215 - 1216 (1994) |
|
Nicotinamide-Containing Di- and Trinucleotides as Chemical Tools for Studies of NAD-Capped RNAs |
Mlynarska-Cieslak, Agnieszka,Depaix, Anais,Grudzien-Nogalska, Ewa,Sikorski, Pawel J.,Warminski, Marcin,Kiledjian, Megerditch,Jemielity, Jacek,Kowalska, Joanna , p. 7650 - 7655 (2018) |
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