Nicotinate mononucleotide

Base Information

• Chemical Name: Nicotinate mononucleotide
• CAS No.: 321-02-8
• Molecular Formula: C₁₁H₁₄NO₉P
• Molecular Weight: 335.207
• Nikkaji Number: J1.028.429E,J490.569E,J705.633H,J317.082I
• Wikidata: Q27098220
• Mol file: 321-02-8.mol

Synonyms:nicotinate mononucleotide;nicotinic acid mononucleotide;nicotinic acid ribonucleotide

Chemical Property of Nicotinate mononucleotide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 167.44000
• Density: g/cm³
• LogP: -1.59920
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly, Heated), Water(Slightly)
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 336.04844305
• Heavy Atom Count: 22
• Complexity: 455

Purity/Quality:

98%,99%, ^*data from raw suppliers

β-NicotinicAcidMononucleotide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)(O)O)O)O)C(=O)O
• Isomeric SMILES: C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)C(=O)O
• 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.

Technology Process of Nicotinate mononucleotide

There total 3 articles about Nicotinate mononucleotide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate (17720-18-2) → nicotinic acid riboside mononucleotide (321-02-8)

Guidance literature:

With trichlorophosphate; for 0.5h;

Reference yield:

Pyridine-2,3-dicarboxylic acid (89-00-9) + 5-phosphoribosyl-1-pyrophosphate (97-55-2,7540-64-9,99945-37-6,130384-52-0) → nicotinic acid riboside mononucleotide (321-02-8)

Guidance literature:

With phosphoribosyl pyrophosphate-quinolinate phosphoribosyltransferase; magnesium chloride; In aq. phosphate buffer; at 37 ℃; for 6h; pH=7.0; Enzymatic reaction;

DOI:10.1016/j.bbagen.2013.09.038

Reference yield:

→ nicotinic acid riboside mononucleotide (321-02-8)

Guidance literature:

Nicotinsaeure-adenin-dinucleotid, (Pyrophosphatase aus Kartoffeln), NaF, Glykokoll, (pH: 7.7, 25grad), Enzymatische Bildung;

upstream raw materials:

Pyridine-2,3-dicarboxylic acid

5-phosphoribosyl-1-pyrophosphate

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

Downstream raw materials:

Nicotinsaeure-adenin-dinucleotid

Refernces

• 1、 -. "SELECTIVE SOLVENT FREE PHOSPHORYLATION". Paragraph 0249; 0250. . Retrieved 2016/12/22.