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Sigma-Aldrich

Riboflavin 5′-monophosphate sodium salt

tested according to Ph. Eur.

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Synonym(s):
Riboflavini natrii phosphas, Riboflavin Sodium phosphate
Empirical Formula (Hill Notation):
C17H20N4NaO9P
CAS Number:
130-40-5
Molecular Weight:
478.33
Beilstein:
4106529
EC Number:
204-988-6
MDL number:
MFCD00065362
UNSPSC Code:
12352209
PubChem Substance ID:
329767821
NACRES:
NA.26

biological source

synthetic

Quality Level

200

Agency

USP/NF
tested according to Ph. Eur.

form

powder

concentration

73-79% (RIBOFLAVIN, dry)

solubility

water: soluble 100 g/L at 20 °C

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

SMILES string

[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/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);/q;+1/p-1/t11-,12+,14-;/m0./s1

InChI key

OHSHFZJLPYLRIP-BMZHGHOISA-M

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General description

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.

Application

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.

Biochem/physiol Actions

Riboflavin 5′-monophosphate or flavin mononucleotide (FMN) possesses fluorescence, photosensitivity and redox activities.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Natalja Genina et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 47(3), 615-623 (2012-08-21)
We combined conventional inkjet printing technology with flexographic printing to fabricate drug delivery systems with accurate doses and tailored drug release. Riboflavin sodium phosphate (RSP) and propranolol hydrochloride (PH) were used as water-soluble model drugs. Three different paper substrates: A
A 13C Nuclear-Magnetic-Resonance Study of the Enzyme Cofactor Flavin-Adenine Dinucleotide
Breitmaier E and Voelter W
European Journal of Biochemistry, 31(2), 234-238 (1972)
Vanadium determination in water using alkaline phosphatase based screen-printed carbon electrodes modified with gold nanoparticles.
Alvarado-Gamez AL, et al.
Journal of Electroanalytical Chemistry, 693, 51-55 (2013)
A 13C Nuclear-Magnetic-Resonance Study of the Enzyme Cofactor Flavin-Adenine Dinucleotide.
Breitmaier E and Voelter W.
European Journal of Basic Medical Sciences, 312(2), 234-238 (1972)
Study of photoluminescence property on cellulosic fabric using multifunctional biomaterials riboflavin and its derivative Flavin mononucleotide
Iyer S N, et al.
Scientific Reports, 9(1), 8696-8696 (2019)
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