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N7764

Nicotinic acid mononucleotide

Name: Nicotinic acid mononucleotide
Brand: SIGMA

Synonym(s):

Nicotinate mononucleotide

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₄NO₉P

CAS Number:

321-02-8

Molecular Weight:

335.20

MDL number:

MFCD00070358

UNSPSC Code:

12352106

PubChem Substance ID:

24897839

NACRES:

NA.79

biological source

animal

Quality Level

200

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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Related Categories

Vitamins

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

Certificates of Analysis (COA)

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Cloning, nucleotide sequence, and regulation of the Bacillus subtilis nadB gene and a nifS-like gene, both of which are essential for NAD biosynthesis.

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

Phosphate-responsive signaling pathway is a novel component of NAD+ metabolism in Saccharomyces cerevisiae.

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

Metabolic engineering of Escherichia coli for optimized biosynthesis of nicotinamide mononucleotide, a noncanonical redox cofactor.

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

Crystal structure of quinolinic acid phosphoribosyltransferase from Mmycobacterium tuberculosis: a potential TB drug target.

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)

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