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ChemicalBook--->CAS DataBase List--->321-02-8

321-02-8

321-02-8 Structure

321-02-8 Structure
IdentificationBack Directory
[Name]

NICOTINIC ACID MONONUCLEOTIDE
[CAS]

321-02-8
[Synonyms]

β-NaMN
Nicotinic Acid Ribotide
Nicotinic Mononucleotide
nicotinatemononucleotide
Nicotinate Ribonucleotide
Nicotinic Acid Ribonucleotide
NICOTINIC ACID MONONUCLEOTIDE
β-NicotinicAcidMononucleotide
3-Carboxy-1-(5-O-phosphono-β-D-ribofuranosyl)pyridinium
3-Carboxylato-1-(5-O-phosphono-β-D-ribofuranosyl)pyridinium
3-Carboxy-1-(5-O-phosphono-β-D-ribofuranosyl)pyridiniuM Inner Salt
3-Carboxy-1-β-D-ribofuranosylpyridiniuM Hydroxide 5'-Phosphate Inner Salt
1-[3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]pyridine-5-carboxylate
[Molecular Formula]

C11H14NO9P
[MDL Number]

MFCD00070358
[MOL File]

321-02-8.mol
[Molecular Weight]

335.2
Chemical PropertiesBack Directory
[Melting point ]

>115°C (dec.)
[storage temp. ]

−20°C
[solubility ]

Methanol (Slightly, Heated), Water(Slightly)
[form ]

Solid
[color ]

White to Off-White
[biological source]

animal
[Stability:]

Hygroscopic
[InChI]

InChI=1/C11H14NO9P/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,(H2-,15,16,17,18,19)/t7-,8-,9-,10-/s3
[InChIKey]

JOUIQRNQJGXQDC-NLNRFTKUNA-N
[SMILES]

[C@@H]1([C@H](O)[C@H](O)[C@@H](COP([O-])(=O)O)O1)[N+]1C=CC=C(C(=O)O)C=1 |&1:0,1,3,5,r|
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

A nucleotide of nicotinic acid which is produced from quinolinic acid by quinolinate phosphoribosyltransferase via transfer of a phosphoribose group. It is an intermediate of nicotinic acid adenine dinucleotide (NaAD) which is then converted to NAD via amidation and in turn converted to NADPH.
[Biological Activity]

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.
[Synthesis]

Nicotinic acid mononucleotide is prepared by the reaction of 2,3-dicarboxypyridine and 5-phosphoribosyl-1-pyrophosphate. The steps are as follows:
With phosphoribosyl pyrophosphate-quinolinate phosphoribosyltransferase; magnesium chloride In aq. phosphate buffer at 37℃; for 6h; pH=7.0; Enzymatic reaction.
Nicotinic acid mononucleotide synthesis
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