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Merck

N3501

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
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24897645
EC Number:
214-136-5
Beilstein/REAXYS Number:
3570187
MDL number:
MFCD00038748
Form:
powder
Assay:
≥95% (HPLC), ≥95% (spectrophotometric assay)
Solubility:
H2O: soluble-50 mg/mL to clear, colorless to faintly yellow

Key Documents

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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

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000521704
0000521702
0000523059
0000523042
0000521703

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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
Kazuhiro Hasegawa et al.
Nature medicine, 19(11), 1496-1504 (2013-10-22)
Sirtuin 1 (Sirt1), a NAD(+)-regulated deacetylase with numerous known positive effects on cellular and whole-body metabolism, is expressed in the renal cortex and medulla. It is known to have protective effects against age-related disease, including diabetes. Here we investigated the
Sophie R Sayers et al.
Diabetologia, 63(2), 313-323 (2019-11-17)
Progressive decline in functional beta cell mass is central to the development of type 2 diabetes. Elevated serum levels of extracellular nicotinamide phosphoribosyltransferase (eNAMPT) are associated with beta cell failure in type 2 diabetes and eNAMPT immuno-neutralisation improves glucose tolerance
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
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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