| Identification | Back 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 Properties | Back Directory | [Melting point ]
>115°C (dec.) | [storage temp. ]
−20°C
| [solubility ]
Methanol (Slightly, Heated), Water(Slightly) | [form ]
Solid | [pka]
1.856±0.10(predicted) | [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| |
| Hazard Information | Back 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.
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