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R7774

Sigma-Aldrich

Riboflavin 5′-phosphate sodium salt hydrate

meets USP testing specifications

Synonym(s):

Flavin Mononucleotide

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About This Item

Empirical Formula (Hill Notation):
C17H20N4NaO9P · xH2O
Molecular Weight:
478.33 (anhydrous basis)
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058005
PubChem Substance ID:
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

Assay

73.0-79.0% dry basis (BASED ON % RIBOFLAVIN)

form

powder

application(s)

pharmaceutical (small molecule)

storage temp.

−20°C

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

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

General description

Riboflavin 5′-phosphate (flavin mononucleotide (FMN)) is a vitamin B12 derivative, containing isoalloxazine ring system.

Application

Riboflavin 5′-phosphate sodium salt hydrate has been used:
  • as a photosensitizing agent to assess in vitro efficacy of photodynamic therapy (PDT) on fungi
  • to evaluate its in vivo delivery in rat corneas
  • as a component in Vitamin and growth factor stock mix

Biochem/physiol Actions

Riboflavin 5′-phosphate (flavin mononucleotide (FMN)) acts as a coenzyme in intermediary metabolism. Phosphorylation of vitamin B12 by flavokinase yields FMN.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Cell isolation and culture
WormBook: The Online Review of C. elegans Biology (2005)
Riboflavin (vitamin B2)
Handbook of vitamins, 255-273 (2013)
Heather Durkee et al.
Lasers in medical science, 35(4), 861-866 (2019-12-25)
To evaluate the in vitro efficacy of rose bengal and riboflavin photodynamic antimicrobial therapy for inhibition the growth of four Pseudomonas aeruginosa (P. aeruginosa) isolates. Four different clinical P. aeruginosa isolates were collected from patients with confirmed keratitis. Each strain
Zhi Li et al.
Biochemical and biophysical research communications, 467(3), 503-508 (2015-10-11)
Desulfotomaculum reducens MI-1 is a Firmicute strain capable of reducing a variety of heavy metal ions and has a great potential in heavy metal bioremediation. We recently identified Dred_2421 as a potential iron reductase through proteomic study of D. reducens. The
Marta Castrillo et al.
Photochemistry and photobiology, 91(6), 1356-1367 (2015-07-29)
Proteins from the cryptochrome/photolyase family utilize UV-A, blue or even red light to achieve such diverse functions as repair of DNA lesions by photolyases and signaling by cryptochromes. DASH-type cryptochromes retained the ability to repair cyclobutane pyrimidine dimers (CPDs) in

Articles

Riboflavin's impact on cell culture systems for manufacturing proteins and monoclonal antibodies discussed.

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