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N7764

Sigma-Aldrich

Nicotinic acid mononucleotide

Synonym(e):

Nicotinate mononucleotide

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About This Item

Empirische Formel (Hill-System):
C11H14NO9P
CAS-Nummer:
321-02-8
Molekulargewicht:
335.20
MDL-Nummer:
MFCD00070358
UNSPSC-Code:
12352106
PubChem Substanz-ID:
24897839
NACRES:
NA.79

Biologische Quelle

animal

Assay

≥98.0% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white

Lagertemp.

−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)

InChIKey

IUJWGLOJJKFASX-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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).

Anwendung

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

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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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
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
D Sun et al.
Journal of bacteriology, 175(5), 1423-1432 (1993-03-01)
A number of Bacillus subtilis genes involved in NAD biosynthesis have been cloned and sequenced. One of the genes encodes a polypeptide homologous to Escherichia coli L-aspartate oxidase, and its mutation resulted in a nicotinic acid (Nic)-dependent phenotype; this gene
Determining NAD synthesis in erythrocytes.
V Micheli et al.
Methods in enzymology, 280, 211-221 (1997-01-01)
J C Eads et al.
Structure (London, England : 1993), 5(1), 47-58 (1997-01-15)
Quinolinic acid (QA) is a neurotoxin and has been shown to be present at high levels in the central nervous system of patients with certain diseases, such as AIDS and meningitis. The enzyme quinolinic acid phosphoribosyltransferase (QAPRTase) provides the only
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