Riboflavin 5'-Monophosphate Sodium Salt

Riboflavin 5'-Monophosphate Sodium Salt Basic information
Description References
Product Name:Riboflavin 5'-Monophosphate Sodium Salt
Synonyms:RIBOFLAVIN-5'-PHOSPHATE MONOSODIUM SALT;RIBOFLAVIN-5'-PHOSPHATE NA-SALT;RIBOFLAVIN-5-PHOSPHATE, SODIUM;RIBOFLAVIN 5'-PHOSPHATE SODIUM SALT;RIBOFLAVIN-5-PHOSPHATE SODIUM SALT;RIBOFLAVINI NATRII PHOSPHAS;VITAMIN B2-PHOSPHATE;VITAMIN B2 PHOSPHATE SODIUM
CAS:130-40-5
MF:C17H22N4NaO9P
MW:480.35
EINECS:204-988-6
Product Categories:Inhibitors;TAZIDIME;vitamin;Vitamin series;Vitamin Ingredients;Vitamins and derivatives;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Phosphorylating and Phosphitylating Agents;Biochemistry;Vitamins;130-40-5
Mol File:130-40-5.mol
Riboflavin 5'-Monophosphate Sodium Salt Structure
Riboflavin 5'-Monophosphate Sodium Salt Chemical Properties
Melting point >300°C
alpha [α]D20 +38~+43° (c=1.5, dil. HCl) (Calculated on dehydrous basis)
FEMA 2976 | QUININE HYDROCHLORIDE
refractive index 41 ° (C=1.5, 5mol/L HCl)
storage temp. 2-8°C
solubility H2O: soluble50mg/mL, clear, orange
form powder
color Yellow to Dark Orange
optical activity[α]20/D +37 to +42°, c = 1.5 in 5 M HCl(lit.)
Water Solubility almost transparency
Merck 14,8201
BRN 4106529
Stability:Stable. Incompatible with strong oxidizing agents, reducing agents, bases, calcium, metallic salts. Protect from light, air and moisture.
LogP-2.193 (est)
CAS DataBase Reference130-40-5(CAS DataBase Reference)
EPA Substance Registry SystemRiboflavin 5'-(dihydrogen phosphate), monosodium salt (130-40-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 22-24/25-37/39-26
WGK Germany 3
3-8-10
HS Code 29362300
MSDS Information
ProviderLanguage
Riboflavin-5-phosphate sodium English
SigmaAldrich English
Riboflavin 5'-Monophosphate Sodium Salt Usage And Synthesis
DescriptionRiboflavin-5-phosphate sodium (sodium FMN) consist mainly monosodium salt of Riboflavin 5-phophate (FMN), the 5-monophosphate ester of riboflavin. Riboflavin-5-phosphate sodium is produced by direct reaction of riboflavin with a phosphorylating agent such as phosphorous oxychloride in an organic solvent.
Riboflavin 5-phophate (FMN) is essential as a coenzyme in various enzymic reactions in the body and is therefore used in the form of its salts, especially in the form of sodium FMN, as additive to drugs and human and animal food. Sodium FMN is also used as starting material for flavin adenine dinucleotide which is employed for treating vitamin B2 deficiency. It is used as a yellow food color additive (E106).  Riboflavin 5-phosphate sodium is fairly stable in air but is hygroscopic and sensitive to heat and light. The product may be stored for 33 months from the date of manufacture in the unopened original container and at a temperature below 15 °C.
References[1] https://en.wikipedia.org/wiki/Flavin_mononucleotide
[2] Scientific Opinion on the re-evaluation of riboflavin (E101(i)) and riboflavin-5’-phosphate sodium (E 101(ii)) as food additives, EFSA Journal 2013
[3] Patent US 5095115A: Preparation of riboflavin 5'-phosphate (fmn) and its sodium salt in a lactone

Chemical PropertiesRiboflavin 5'-Monophosphate Sodium Salt is a yellow toorange-yellow, crystalline hygroscopic powder. It is odorless, and has a slightly bitter taste.
Riboflavin 5'-Monophosphate Sodium Salt
It is soluble in water, and practically insoluble in ethanol(95), in chloroform and in diethyl ether.
It is decomposed on exposure to light.


UsesRiboflavin 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
Usesantibacterial.
Riboflavin 5′-monophosphate sodium salt was used as water-soluble model drug in a combined conventional inkjet printing technology with flexographic printing for the fabrication of drug delivery systems.It may be employed as initiator for the photo-initiated polymerization of acrylamide.It may be employed in chronoamperometric assay for vanadium ions.
Riboflavin 5′-monophosphate is also known as flavin mononucleotide (FMN). FMN is a water-soluble micronutrient. It is enzymatically produced from riboflavin (RF).Riboflavin 5′-monophosphate is one of the constituent of enzyme cofactor flavin-adenine dinucleotide.

UsesOne of the bioactive forms of Riboflavin. Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, leafy vegetables. Richest natural source is yeast. Minute amounts present in all plant and animal cells. Vitamin (enzyme cofactor).
DefinitionChEBI: Riboflavin sodium phosphate is a ribitol phosphate and a vitamin B2. It is functionally related to a riboflavin.
Biological FunctionsRiboflavin 5'-Phosphate Sodium is the phosphate sodium salt form of riboflavin, a water-soluble and essential micronutrient that is the principal growth-promoting factor in naturally occurring vitamin B complexes. Riboflavin phosphate sodium is converted to 2 coenzymes, flavin mononucleotide (FMN) and flavin adenine dinucleotide (FAD), which are necessary for energy production by aiding in the metabolism of fats, carbohydrates and proteins and are required for red blood cell formation and respiration, antibody production and for regulating human growth and reproduction. Riboflavin phosphate sodium is essential for healthy skin, nails and hair growth.
General DescriptionRiboflavin 5′-monophosphate is also known as flavin mononucleotide (FMN). FMN is a water-soluble micronutrient. It is enzymatically produced from riboflavin (RF). Riboflavin 5′-monophosphate is one of the constituent of enzyme cofactor flavin-adenine dinucleotide.
Biochem/physiol ActionsRiboflavin 5′-monophosphate or flavin mononucleotide (FMN) possesses fluorescence, photosensitivity and redox activities.
Purification MethodsPurify FMN by paper chromatography using tert-butanol/water, cutting out the main spot and eluting it with water. It can also be purified by adsorption onto an apo-flavodoxin column, followed by elution and freeze drying. It crystallises from aqueous acidic solution. [Mayhew & Strating Eur J Biochem 59 539 1976, Beilstein 26 III/IV 2555.]
Riboflavin 5'-Monophosphate Sodium Salt Preparation Products And Raw materials
Raw materialsRiboflavin
flavin mononucleotide reductase RIBOFLAVIN 5'-PHOSPHATE SODIUM SALT HYDRATE FLAVIN ADENINE DINUCLEOTIDE Tylosin phosphate RIBAVIRIN 5'-MONOPHOSPHATE, DILITHIUM SALT flavin mononucleotide semiquinone sodium FLAVIN MONONUCLEOTIDE SODIUM*CELL CULTURE TESTED ROCK PHOSPHATE FLAVIN MONONUCLEOTIDE ANTI-FLAVIN MONONUCLEOTIDE Riboflavin 5'-Monophosphate Sodium Salt Riboflavin 5'-(dihydrogen phosphate), sodium salt FLAVIN MONONUCLEOTIDE, BSA phosphate ALLOXAZINE 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT SULPHOSUCCINIC ACID ESTER

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