N7764
Nicotinic acid mononucleotide
Synonym(s):
Nicotinate mononucleotide
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About This Item
Empirical Formula (Hill Notation):
C11H14NO9P
CAS Number:
Molecular Weight:
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Identification of a nicotinamide/nicotinate mononucleotide adenylyltransferase in Giardia lamblia (GlNMNAT)
Forero-Baena N, et al.
Biochimie, 1, 61-69 (2015)
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)
Shin-nosuke Hashida et al.
The Plant journal : for cell and molecular biology, 49(4), 694-703 (2007-02-03)
While mammals and fungi possess nicotinate/nicotinamide mononucleotide adenyltransferase (NMNAT) isoforms, Arabidopsis thaliana only contains a single NMNAT gene, AtNMNAT (At5g55810). We analyzed the enzymatic activity of the AtNMNAT-encoded protein to determine the role of AtNMNAT in plant development. AtNMNAT catalyzed
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