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RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE

Product Name
RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE
CAS No.
6184-17-4
Chemical Name
RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE
Synonyms
FMN;FMN-Na;Photrexa;FMM-NA 2H2O;FMN, DIHYDRATE;FMN-NA DIHYDRATE;Sodium (2S,3R,4R);Phosphated Riboflavin;-phosphate sodium salt;FMN SODIUM SALT, DIHYDRATE
CBNumber
CB9467314
Molecular Formula
C17H24N4NaO10P
Formula Weight
498.36
MOL File
6184-17-4.mol
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RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE Property

Melting point:
>300°C
storage temp. 
2-8°C
solubility 
H2O: 0.1 g/mL, clear, orange-yellow
form 
powder
color 
Orange to Dark Orange
Water Solubility 
Soluble in water at 50mg/ml
Merck 
14,8201
BRN 
4106529
Stability:
Stable. Incompatible with strong oxidizing agents.
Major Application
pharmaceutical (small molecule)
InChI
InChI=1/C17H21N4O9P.Na.H2O.H/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;/t11-,12+,14-;;;/s3
InChIKey
YDUBDYSQHQHEEE-GUYVJCBKNA-N
SMILES
C(N1C2=NC(=O)NC(=O)C2=NC2C=C(C)C(C)=CC1=2)[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O.[NaH].O |&1:19,21,23,r|
CAS DataBase Reference
6184-17-4(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
F 
8
TSCA 
Yes
HS Code 
29362300
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F8399
Product name
Riboflavin 5′-monophosphate sodium salt hydrate
Purity
≥95% (HPLC)
Packaging
1mg
Price
$103
Updated
2025/07/31
Sigma-Aldrich
Product number
1535700
Product name
Phosphated Riboflavin
Packaging
100mg
Price
$369
Updated
2025/07/31
Cayman Chemical
Product number
18167
Product name
Riboflavin 5'-monophosphate (sodium salt hydrate)
Purity
≥95%
Packaging
10g
Price
$33
Updated
2024/03/01
Cayman Chemical
Product number
18167
Product name
Riboflavin 5'-monophosphate (sodium salt hydrate)
Purity
≥95%
Packaging
25g
Price
$54
Updated
2024/03/01
Sigma-Aldrich
Product number
F8399
Product name
Riboflavin 5′-monophosphate sodium salt hydrate
Purity
≥95% (HPLC)
Packaging
5mg
Price
$316
Updated
2025/07/31
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RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE Chemical Properties,Usage,Production

Description

Riboflavin 5''-monophosphate (FMN) is a coenzyme that is tightly bound to enzymes catalyzing oxidation and reduction reactions in a variety of biosynthetic pathways. FMN also binds the FMN riboswitch (RFN element) on RNA to alter gene regulation. FMN is a substrate of FMN phosphohydrolases and is used to study their function.

Chemical Properties

Yellowish crystalline powder

Uses

Riboflavin 5′-monophosphate (FMN) is used as a prosthetic group by oxidoreductase (one and two electron transfer) enzymes such as NADH dehydrogenases, nitric oxide synthases, and nitrilotriacetate monooxygenases. 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.

Uses

Riboflavin 5''-(Dihydrogen Phosphate) Monosodium Salt Dihydrate is a phosphated 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).

General Description

Riboflavin 5′-monophosphate (FMN) is highly soluble in water. Flavins are considered as blue-light absorbing dyes.

Biochem/physiol Actions

Riboflavin 5′-monophosphate (FMN) acts as a cofactor in flavoproteins and possess biological activity in enzymes?and photoreceptors.

Synthesis

Synthesis steps of Riboflavin-5'-phosphate sodium salt dihydrate: in 1000ml three-necked bottle add 20ml water, 250ml tetrahydrofuran and 48g riboflavin stirring to dissolve into a mixture, cooled to 5 ~ 10 ??, slowly add 100ml of aqueous sodium metaphosphate (20.4g sodium metaphosphate dissolved in 100ml water), the temperature is controlled in the 28 ~ 30 ??, add the end of the temperature to 40 ??, the reaction 2 ~ 3 hours, stop the reaction, the reaction solution was poured into a large beaker, add 250ml of water with stirring while taking care of cooling to remove the insoluble material. ~3 hours, stop the reaction, cooled to 15 ~ 25 ??, the reaction solution was poured into a large beaker, added 250 ml of water, stirring at the same time pay attention to cooling, remove insoluble material. In the filtrate add 10% sodium hydroxide solution, adjust the PH value of 9, stirring at room temperature for 0.5 hours, filtration, mother liquor with hydrochloric acid to adjust the PH to 5 ~ 6, filtration, a white solid, with a small amount of 50% ethanol rinse, and then dissolve the product in 95% ethanol, filtration, crystallization and drying of the orange-yellow solid 59.2 grams, the yield is 92%.

Purification Methods

Purify 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.]

References

[1] WALSH C T, WENCEWICZ T A. Flavoenzymes: Versatile catalysts in biosynthetic pathways[J]. Natural Product Reports, 2012, 1: 175-200. DOI: 10.1039/c2np20069d
[2] CHANGJIAN FENG. Dissecting regulation mechanism of the FMN to heme interdomain electron transfer in nitric oxide synthases[J]. Journal of Inorganic Biochemistry, 2014, 130: Pages 130-140. DOI: 10.1016/j.jinorgbio.2013.09.005
[3] ALEXANDER SERGANOV  Dinshaw J P  Lili Huang. Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch[J]. Nature, 2009, 458 7235: 233-237. DOI: 10.1038/nature07642
[4] NORIHIKO TAKEMOTO  Masayuki I  Yuya Tanaka. Rho and RNase play a central role in FMN riboswitch regulation in Corynebacterium glutamicum.[J]. Nucleic Acids Research, 2015, 43 1: 520-529. DOI: 10.1093/nar/gku1281
[5] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.

RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE Preparation Products And Raw materials

Raw materials

Preparation Products

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RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE Suppliers

China 156 Europe 2 France 1 Germany 4 India 11 Japan 3 Switzerland 3 United Kingdom 3 United States 17 Global 200
Shanghai lian lu industrial co., LTD
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View Lastest Price from RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE manufacturers

Dingwang Technology (Wuhan) Co., Ltd.
Product
Riboflavin Sodium Phosphate; Riboflavin 5'-sodium phosphate 6184-17-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 TONS
Release date
2022-11-09
Wuhan Han Sheng New Material Technology Co.，Ltd
Product
RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE 6184-17-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50tons
Release date
2023-08-22
Hebei Mingeng Biotechnology Co., Ltd
Product
Phosphated Riboflavin 6184-17-4
Price
US $150.00/ASSAYS
Min. Order
10g
Purity
>99%
Supply Ability
500kg/month
Release date
2021-11-22

6184-17-4, RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATERelated Search:

Riboflavin 5'-Monophosphate Sodium Salt Vitamin A Riboflavin BIOTIN-NHS Vitamin E DL-α-Tocopherol D-alpha-Tocopheryl acetate Folic acid Menadione Retinyl acetate β-Carotene Vitamin K1 D-Biotin Nicotinamide Tocopheryl acetate Vitamin A palmitate Nicotinic acid FLAVIN MONONUCLEOTIDE

  • RIBOFLAVIN 5'-PHOSPHATE SODIUM, DIHYDRATE
  • RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE
  • SODIUM VITAMIN B2 PHOSPHATE DIHYDRATE
  • SODIUM RIBOFLAVINE PHOSPHATE DIHYDRATE
  • FLAVINE MONONUCLEOTIDE NA, DIHYDRATE
  • FLAVINE MONONUCLEOTIDE SODIUM SALT DIHYDRATE
  • FLAVINMONONUCLEOTIDE DIHYDRATE
  • FLAVIN MONONUCLEOTIDE MONOSODIUM SALT DIHYDRATE
  • FLAVIN MONONUCLEOTIDE SODIUM SALT DIHYDRATE
  • FMM-NA 2H2O
  • FMN
  • FMN, DIHYDRATE
  • FMN MONOSODIUM SALT DIHYDRATE
  • FMN-NA DIHYDRATE
  • FMN SODIUM SALT, DIHYDRATE
  • FMN-Na
  • RIBOFLAVIN 5'-MONOPHOSPHATE SODIUM SALT HYDRATE
  • Riboflavin 5'-phosphate sodium salt, dihydrate, 73.0-79.0%
  • RIBOFLAVINE 5'-PHOSPHATE MONOSODIUM SALT DIHYDRATE (VITAMIN B2 5'-PHOSPHATE ...) 95+% BP USP
  • Riboflavin 5-(dihydrogen phosphate), monosodium salt, dihydrate
  • Flavin mononucleotide, FMN-Na, Riboflavin 5μ-phosphate sodium salt
  • Riboflavin 5μ-monophosphate dihydrate sodium salt
  • Phosphated Riboflavin (100 mg)
  • Phosphated Riboflavin
  • Riboflavin 5'-monophosphate sodium salt hydrate, 73-79%(HPLC)
  • -PHOSPHATE SODIUM SALT DIHYDRATE
  • -phosphate sodium salt
  • -phosphate sodium salt dihydrate, 73-79% USP
  • Sodium (2S,3R,4R)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl phosphate hydrate
  • -phosphate sodium salt hydrate
  • VITAMIN B2 PHOSPHATE SODIUM SALT DIHYDRATE
  • Riboflavine Sodium Phosphate Dihydrate
  • -2,3,4-trihydroxypentyl phosphate hydrate
  • -5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)
  • Sodium (2S,3R,4R)
  • RIBOFLAVIN SODIUM PHOSPHATE
  • RIBOFLAVINE 5'-PHOSPHATE MONOSODIUM SALT DIHYDRATE
  • RIBOFLAVINE-5'-PHOSPHATE SODIUM SALT DIHYDRATE
  • RIBOFLAVINE PHOSPHATE SODIUM SALT DIHYDRATE
  • RIBOFLAVIN 5'-MONOPHOSPHATE SODIUM SALT DIHYDRATE
  • RIBOFLAVIN-5'-PHOSPHATE MONOSODIUM SALT DIHYDRATE
  • Riboflavin 5'-(Dihydrogen Phosphate) Monosodium Salt Dihydrate (~70%)
  • RIBOFLAVIN-5'-PHOSPHATE SODIUM SALT DIHYDRATE USP/EP/BP
  • Sodium (2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl hydrogenphosphate dihydrate
  • Riboflavin 5-(Dihydrogen Phosphate) Monosodium Dihydrate
  • [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
  • Phosphated Riboflavin (1535700)
  • Riboflavin Sodium Phosphate/ Riboflavin 5'-sodium phosphate
  • Riboflavine phosphate (sodium hydrate)
  • Photrexa
  • Riboflavin Sodium Phosphate/ Riboflavin 5'-sodium phosphate
  • Riboflavin 5'-Phosphate Sodium
  • Riboflavin phosphate (sodium hydrate)
  • Riboflavin-5-phosphate sodium salt dihydrate, Enzyme cofactor
  • Riboflavin 5'-?(dihydrogen phosphate)?, sodium salt, hydrate (1:1:2)
  • 6184-17-4
  • 130-40-9
  • C17H20N4NaO9P2H2O