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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:
204-988-6
MDL number:
MFCD00150992
UNSPSC Code:
12352205
eCl@ss:
34058005
PubChem Substance ID:
329823649
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

200

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

Related Categories

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.

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
Johanna Mock et al.
Journal of bacteriology, 196(18), 3303-3314 (2014-07-09)
Moorella thermoacetica can grow with H₂ and CO₂, forming acetic acid from 2 CO₂ via the Wood-Ljungdahl pathway. All enzymes involved in this pathway have been characterized to date, except for methylenetetrahydrofolate reductase (MetF). We report here that the M.
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Riboflavin in Cell Culture

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

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