F6750

Riboflavin 5′-monophosphate sodium salt hydrate

73-79% (fluorimetric)

• Synonyme(s) : FMN-Na, Flavin mononucleotide, Riboflavin 5′-phosphate sodium salt
• Formule empirique (notation de Hill): C₁₇H₂₀N₄NaO₉P · xH₂O
• Numéro CAS: 130-40-5
• Poids moléculaire : 478.33 (anhydrous basis)
• Numéro Beilstein : 4106529
• Numéro MDL: MFCD00150992
• Code UNSPSC : 41106305
• eCl@ss : 34058005
• ID de substance PubChem : 24894910
• Nomenclature NACRES : NA.51

Propriétés

• Niveau de qualité: 200
• Pureté: 73-79% (fluorimetric)
• Forme: powder
• Solubilité: water: 50 mg/mL, clear, orange
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: BHRVCJBIICJWTH-APQIITSESA-M

Description

Description générale

Riboflavin 5′-monophosphate is a derivative of riboflavin, a water-soluble vitamin.

Application

Riboflavin 5′-monophosphate is used as a substrate to study the specificity and kinetics of FMN phosphohydrolases. FMN is used to study molecular sensing based gene regulation by riboswitches.

Riboflavin 5′-monophosphate sodium salt hydrate has been used in the preparation of hypo-osmolar riboflavin formulation:

• to evaluate the riboflavin (RF) concentration and distribution in the corneal stroma
• to study corneal resistance to enzymatic digestion
• as a photosensitizer to evaluate the efficacy and safety of photochemical corneal stiffening using ex vivo and in vivo rabbit eye models

Actions biochimiques/physiologiques

Riboflavin 5′-monophosphate (FMN) serves as a cofactor for flavoenzymes. It is used as a prosthetic group by oxidoreductase (one and two-electron transfer) enzymes, also called flavoproteins, such as nicotinamide adenine dinucleotide (NADH) dehydrogenases, nitric oxide synthases, nitric oxide reductase, and nitrilotriacetate monooxygenases. These enzymes protect cells from oxidative stress and apoptosis. Any alteration in the levels of FMN caused due to abnormal riboflavin metabolism leads to mitochondrial dysfunction and diminished energy levels. This results in disorders related to riboflavin such as cataracts, neurodegenerative and cardiovascular diseases. FMN is associated with metabolic pathways of amino acids, fatty acids, and purines. It is involved in cellular growth and development mediated by the oxidation-reduction reaction.

Qualité

Free Riboflavin: ≤6.0%
Riboflavin diphosphates: ≤6.0% (as riboflavin)

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)