N3501

β-Nicotinamide mononucleotide

Name: β-Nicotinamide mononucleotide
Brand: SIGMA

≥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

UNSPSC Code:

41106305

NACRES:

NA.51

PubChem Substance ID:

24897645

EC Number:

214-136-5

Beilstein/REAXYS Number:

3570187

MDL number:

MFCD00038748

Product Name

β-Nicotinamide mononucleotide, ≥95% (HPLC)

InChI key

YYNOOWWEYJELSF-SEMCEJNYSA-N

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

SMILES string

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

assay

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

form

powder

solubility

H₂O: soluble-50 mg/mL to clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

200

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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.

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+.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Investigation of non-linear Mate1-mediated efflux of trimethoprim in the mouse kidney as the mechanism underlying drug-drug interactions between trimethoprim and organic cations in the kidney.

Tomoko Kito et al.

Drug metabolism and pharmacokinetics, 34(1), 87-94 (2018-12-12)

The purpose of this study was to elucidate the involvement of Mate1 in the tubular secretion of trimethoprim and saturation of Mate1-mediated efflux to address the mechanisms underlying the pharmacokinetic drug interactions with trimethoprim. Trimethoprim is a more potent inhibitor

Specific cyclic ADP-ribose phosphohydrolase obtained by mutagenic engineering of Mn

João Meireles Ribeiro et al.

Scientific reports, 8(1), 1036-1036 (2018-01-20)

Cyclic ADP-ribose (cADPR) is a messenger for Ca

RNA aptamers that bind flavin and nicotinamide redox cofactors.

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

The compensatory antioxidant response system with a focus on neuroprogressive disorders.

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

A possibility of nutriceuticals as an anti-aging intervention: activation of sirtuins by promoting mammalian NAD biosynthesis.

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

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