Riboflavin 5′-monophosphate sodium salt hydrate

SIGMA/F1392 - suitable for electrophoresis, suitable for acrylamide photopolymerization, ≥70%, powder

Synonym: FMN-Na; Flavin mononucleotide; Riboflavin 5′-phosphate sodium salt

CAS Number: 130-40-5 (anhydrous)
Empirical Formula (Hill Notation): C₁₇H₂₀N₄NaO₉P · xH₂O
Molecular Weight: 478.33 (anhydrous basis)
EC Number: 204-988-6
MDL Number: MFCD00150992
Linear Formula: C₁₇H₂₀N₄NaO₉P · xH₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-F1392-25MG	25 mg	$98.10 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: F1392-25MG

Properties
Descriptions
Safety Info.
Basic Data

ε (extinction coefficient)	12.5 at 445 nm at 1 mM
assay	≥70%
foreign activity	Protease, none detected
form	powder
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
optical activity	[α]20/D +37 to +42°, c = 1.5 in 5 M HCl(lit.)
Quality Level	100
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
solubility	H₂O: soluble 50 mg/mL, clear, orange
storage temp.	−20°C
suitability	suitable for acrylamide photopolymerization
technique(s)	electrophoresis: suitable

Application:	Riboflavin 5′-monophosphate sodium salt hydrate or FMN is suitable: • to study its mechanism of inhibition of mutagenicity of a benzo[a]pyrene 7,8-diol 9,10-epoxide, a carcinogenic metabolite of benzo[a]pyrene • along with flavin adenine dinucleotide for reactivation of the enzyme that catalyzes the oxidation of pyridoxamine to pyridoxal in a study • to study the reduction of polymeric azo and nitro dyes by intestinal bacteria • to study the effect of FMN on ferrisiderophore reductase activity in the cytoplasmic fraction of Agrobacterium tumefaciens.
Biochem/physiol Actions:	FMN is a coenzyme synthesized from riboflavin (vitamin B2). It acts as a component of complex I of the electron transport chain. The enzymes containing FMN are called as flavin enzymes and are involved in oxidation-reduction mechanisms. FMN is suitable as a photopolymerization reagent in polyacrylamide gel electrophoresis (PAGE) by forming free radicals in aqueous solution in the presence of light. FMN photodecomposes to leucoflavin. No free radicals are formed in the absence of oxygen, but traces of oxygen allow for leucoflavin to reoxidize with free-radical generation. The catalysts, tetramethylethylenediamine (TEMED) or 3-dimethylaminopropionitrile (DMAPN), are commonly added to speed up the free radical formation. Free radicals will cause acrylamide and bis-acrylamide to polymerize to form a gel matrix which can be used for sieving macromolecules. FMN is commonly used in the stacking gel for non-denaturing PAGE because native proteins can be sensitive to persulfate ions from ammonium persulfate. Another advantage of FMN over ammonium persulfate is that it will not start polymerizing until the gel is illuminated.
Biochem/physiol Actions:	Riboflavin 5′-monophosphate or Flavin mononucleotide (FMN) serves as a prosthetic group for flavoenzymes. It is a part of the mitochondrial respiratory chain complex I and acts as a redox carrier. FMN is unstable in alkaline solution and is highly stable at pH 6.
Packaging:	25 mg in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 1
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥70%
Storage Temp.	−20°C
UNSPSC	41106305

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