F2253

Riboflavin 5′-monophosphate sodium salt hydrate

synthetic, ≥70% (HPLC)

• Synonym(s): FMN-Na, Flavin mononucleotide, Riboflavin 5′-phosphate sodium salt
• Empirical Formula (Hill Notation): C₁₇H₂₀N₄NaO₉P · xH₂O
• CAS Number: 130-40-5
• Molecular Weight: 478.33 (anhydrous basis)
• Beilstein/REAXYS Number: 4106529
• MDL number: MFCD00150992
• UNSPSC Code: 41106305
• eCl@ss: 34058005
• PubChem Substance ID: 24894817
• NACRES: NA.51

Properties

• biological source: synthetic
• assay: ≥70% (HPLC)
• form: powder
• impurities: ≤0.3% Riboflavin
• solubility: water: 50 mg/mL
• storage temp.: −20°C
• SMILES string: O.[Na+].Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP(O)([O-])=O)c2cc1C
• InChI: 1S/C17H21N4O9P.Na.H2O/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29;;/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29);;1H2/q;+1;/p-1/t11-,12+,14-;;/m0../s1
• InChI key: BHRVCJBIICJWTH-APQIITSESA-M

Description

Application

Riboflavin 5′-monophosphate sodium salt hydrate has been used:

• as a component of assay buffer to determine the luminescence of L. lactis cells
• as a component of the reaction mixture in nitric oxide synthase (NOS) enzymatic activity assay
• in the high performance liquid chromatography (HPLC) analysis of Flavin mononucleotide (FMN) cyclase products
• in luciferase assay with firefly luciferase

Biochem/physiol Actions

Riboflavin 5′-monophosphate (FMN), a derivative of riboflavin, is used as a prosthetic group for one and two-electron transfer in oxidation/reduction reactions. It acts as a cofactor for enzymes such as reduced nicotinamide adenine dinucleotide (NADH) dehydrogenase, nitric oxide synthase, and nitrilotriacetate monooxygenase. Riboflavin 5′-monophosphate is used as a substrate to study the specificity and kinetics of FMN phosphohydrolases and to study molecular sensing-based gene regulation by riboswitches.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)