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N7764

Sigma-Aldrich

Nicotinic acid mononucleotide

Sinonimo/i:

Nicotinate mononucleotide

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About This Item

Formula empirica (notazione di Hill):
C11H14NO9P
Numero CAS:
Peso molecolare:
335.20
Numero MDL:
Codice UNSPSC:
12352106
ID PubChem:
NACRES:
NA.79
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Origine biologica

animal

Livello qualitativo

Saggio

≥98.0% (HPLC)

Stato

powder

tecniche

HPLC: suitable

Colore

white

Temperatura di conservazione

−20°C

Stringa SMILE

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)
IUJWGLOJJKFASX-UHFFFAOYSA-N

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Descrizione generale

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).[1]

Applicazioni

Nicotinic acid mononucleotide has been used as a substrate for NMN/NaMN adenylyltransferase (NMNAT) during nicotinamide adenine dinucleotide (NAD) biosynthesis.[2]

Azioni biochim/fisiol

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.[3] Nicotinate mononucleotide is a substrate for NMN/NaMN adenylyltransferase (NMNAT)[4] and nicotinate mononucleotide adenylyltransferase.[5] NaMN amidation results in the synthesis of nicotinamide mononucleotide(NMN), which is further converted to NAD cofactor.[6]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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William B Black et al.
Microbial cell factories, 19(1), 150-150 (2020-07-29)
Noncanonical redox cofactors are emerging as important tools in cell-free biosynthesis to increase the economic viability, to enable exquisite control, and to expand the range of chemistries accessible. However, these noncanonical redox cofactors need to be biologically synthesized to achieve
V Sharma et al.
Structure (London, England : 1993), 6(12), 1587-1599 (1998-12-24)
. Mycobacterium tuberculosis is the single most deadly human pathogen and is responsible for nearly three million deaths every year. Recent elucidation of the mode of action of isoniazid, a frontline antimycobacterial drug, suggests that NAD metabolism is extremely critical
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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