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Merck

N7764

Sigma-Aldrich

Nicotinic acid mononucleotide

Sinónimos:

Nicotinate mononucleotide

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About This Item

Fórmula empírica (notación de Hill):
C11H14NO9P
Número de CAS:
Peso molecular:
335.20
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.79

biological source

animal

Quality Level

assay

≥98.0% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white

storage temp.

−20°C

SMILES string

OC1C(O)C(OC1COP(O)(O)=O)[N]2=CC(=CC=C2)C(O)=O

InChI

1S/C11H15NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H,15,16)(H2,17,18,19)

InChI key

IUJWGLOJJKFASX-UHFFFAOYSA-N

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General description

Nicotinic acid mononucleotide (NaMN) is formed from nicotinic acid 5-phosphoribosyl-1-pyrophosphate (PRPP) in the Preiss-Handler pathway in the presence of enzyme phosphoribosyltransferase (NaPRT).

Application

Nicotinic acid mononucleotide has been used as a substrate for NMN/NaMN adenylyltransferase (NMNAT) during nicotinamide adenine dinucleotide (NAD) biosynthesis.

Biochem/physiol Actions

Nicotinic acid mononucleotide (NaMN) may be used to study the relationship between the phosphate-responsive signaling (PHO) pathway and nicotine adenine dinucleotide (NAD(+)) metabolism in yeast. Nicotinate mononucleotide is a substrate for NMN/NaMN adenylyltransferase (NMNAT) and nicotinate mononucleotide adenylyltransferase. NaMN amidation results in the synthesis of nicotinamide mononucleotide(NMN), which is further converted to NAD cofactor.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Graham Noctor et al.
Journal of experimental botany, 57(8), 1603-1620 (2006-05-23)
Pyridine nucleotides are key redox carriers in the soluble phase of all living cells, and both NAD and NADP play crucial roles in pro-oxidant and antioxidant metabolism. Recent data also suggest a number of non-redox mechanisms by which these nucleotides
K Shibata et al.
Journal of chromatography. B, Biomedical sciences and applications, 749(2), 281-285 (2001-01-06)
A system has been developed for the determination of quinolinate phosphoribosyltransferase (QPRT) activity in liver and kidney homogenates using HPLC. A product, nicotinic acid mononucleotide (NaMN), is separated by reversed-phase chromatography (a Tosoh ODS 80TS was used as an analytical
Regulation of NAD+ metabolism, signaling and compartmentalization in the yeast Saccharomyces cerevisiae
Kato M and Lin SJ
DNA Repair, 23, 49-58 (2014)
Identification of a nicotinamide/nicotinate mononucleotide adenylyltransferase in Giardia lamblia (GlNMNAT)
Forero-Baena N, et al.
Biochimie, 1, 61-69 (2015)
Nicotinamide mononucleotide synthetase is the key enzyme for an alternative route of NAD biosynthesis in Francisella tularensis
Sorci L, et al.
Proceedings of the National Academy of Sciences of the USA, 106(9), 3083-3088 (2009)

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