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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

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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Crystal structure of human nicotinic acid phosphoribosyltransferase
Marletta AS, et al.
FEBS Open Bio, 5, 419-428 (2015)
Stimulation of nicotinamide adenine dinucleotide biosynthetic pathways delays axonal degeneration after axotomy
Sasaki Y, et al.
Journal of neurosciences in rural practice, 26(33), 8484-8491 (2006)
Determining NAD synthesis in erythrocytes.
V Micheli et al.
Methods in enzymology, 280, 211-221 (1997-01-01)
Shu-Ping Lu et al.
The Journal of biological chemistry, 286(16), 14271-14281 (2011-02-26)
Nicotinamide adenine dinucleotide (NAD(+)) is an essential cofactor involved in various cellular biochemical reactions. To date the signaling pathways that regulate NAD(+) metabolism remain unclear due to the dynamic nature and complexity of the NAD(+) metabolic pathways and the difficulty
Kazuo Yamada et al.
Analytical biochemistry, 352(2), 282-285 (2006-04-01)
We have developed a liquid chromatographic-tandem mass spectrometric method that is sensitive and specific and that simultaneously measures cellular NAD(+) and related compounds. Using this method, NAD(+), NAAD, NMN, NAMN, NAM, NA, ADPR, and 5'AMP were first separated over a

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