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N3501

Sigma-Aldrich

β-Nicotinamide mononucleotide

≥95% (HPLC)

Synonym(s):

β-NMN, β-Nicotinamide ribose monophosphate, NMN, Nicotinamide ribotide, Nicotinamide-1-ium-1-β-D-ribofuranoside 5′-phosphate

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About This Item

Empirical Formula (Hill Notation):
C11H15N2O8P
CAS Number:
1094-61-7
Molecular Weight:
334.22
Beilstein:
3570187
EC Number:
214-136-5
MDL number:
MFCD00038748
UNSPSC Code:
41106305
PubChem Substance ID:
24897645
NACRES:
NA.51

Quality Level

200

Assay

≥95% (HPLC)
≥95% (spectrophotometric assay)

form

powder

storage temp.

−20°C

SMILES string

C[C@H]1[C@@H](C)[C@@H](O[C@@H]1COP(O)([O-])=O)[n+]2cccc(c2)C(N)=O

InChI

1S/C13H19N2O6P/c1-8-9(2)13(21-11(8)7-20-22(17,18)19)15-5-3-4-10(6-15)12(14)16/h3-6,8-9,11,13H,7H2,1-2H3,(H3-,14,16,17,18,19)/t8-,9+,11+,13+/m0/s1

InChI key

YYNOOWWEYJELSF-SEMCEJNYSA-N

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General description

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+.

Application

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.

Other Notes

Note: This is the common form of NMN. Do not confuse it with α-NMN.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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C T Lauhon et al.
Journal of the American Chemical Society, 117(4), 1246-1257 (1995-02-01)
RNA molecules that specifically bind riboflavin (Rb) and beta-nicotinamide mononucleotide (NMN) have been isolated by in vitro selection. A simple structural motif containing intramolecular G-quartets was found to bind tightly to oxidized riboflavin (Kd = 1-5 micromolar). DNA versions of
João Meireles Ribeiro et al.
Scientific reports, 8(1), 1036-1036 (2018-01-20)
Cyclic ADP-ribose (cADPR) is a messenger for Ca
Jun Yoshino et al.
Cell metabolism, 14(4), 528-536 (2011-10-11)
Type 2 diabetes (T2D) has become epidemic in our modern lifestyle, likely due to calorie-rich diets overwhelming our adaptive metabolic pathways. One such pathway is mediated by nicotinamide phosphoribosyltransferase (NAMPT), the rate-limiting enzyme in mammalian NAD(+) biosynthesis, and the NAD(+)-dependent
Shin-Ichiro Imai
Pharmacological research, 62(1), 42-47 (2010-01-21)
Aging science has recently drawn much attention, and discussions on the possibility of anti-aging medicine have multiplied. One potential target for the development of anti-aging drugs is the SIR2 (silent information regulator 2) family of NAD-dependent deacetylases/ADP-ribosyltransferases, called "sirtuins." Sirtuins
Gerwyn Morris et al.
Progress in neuro-psychopharmacology & biological psychiatry, 95, 109708-109708 (2019-07-28)
Major antioxidant responses to increased levels of inflammatory, oxidative and nitrosative stress (ONS) are detailed. In response to increasing levels of nitric oxide, S-nitrosylation of cysteine thiol groups leads to post-transcriptional modification of many cellular proteins and thereby regulates their
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