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Merck

R9504

Sigma-Aldrich

(−)-Riboflavin

BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98%

Synonym(e):

Laktoflavin, Vitamin B2, Vitamin G

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About This Item

Empirische Formel (Hill-System):
C17H20N4O6
CAS-Nummer:
Molekulargewicht:
376.36
Beilstein:
97825
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352205
eCl@ss:
34058005
PubChem Substanz-ID:
NACRES:
NA.75

Biologische Quelle

Eremothecium ashbyii

Qualitätsniveau

Produktlinie

BioReagent

Assay

≥98%

Form

powder

Mol-Gew.

Mw 376.36 g/mol

Methode(n)

cell culture | insect: suitable
cell culture | mammalian: suitable

Farbe

yellow to orange

mp (Schmelzpunkt)

290 °C (dec.) (lit.)

Löslichkeit

0.1 M NaOH: 10 mg/mL, clear, yellow to orange

Lagertemp.

room temp

SMILES String

CC1=C(C)C=C(N(C[C@H](O)[C@@H]([C@H](O)CO)O)C(C2=N3)=NC(NC2=O)=O)C3=C1

InChI

1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1

InChIKey

AUNGANRZJHBGPY-SCRDCRAPSA-N

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Allgemeine Beschreibung

Riboflavin supports cell growth and metabolism, aiding researchers in R&D. In cell culture, it is often found as a key ingredient in media formulations. Cancer researchers study its impact on oxidative stress responses. Stem cell researchers value its role in maintaining pluripotency.


Riboflavin is an essential vitamin soluble in water. Milk and eggs are found to be its major sources. Riboflavin is usually bound to enzymes in all tissues. During riboflavin localization in plasma, it is bound to albumin and specific immunoglobulins.

Anwendung

(-)-Riboflavin has been used to administer intraperitoneally to experimental mice to study its protective role in stroke in middle cerebral artery occlusion. It has also been used with Krebs′ solution, to model ischemia-like conditions in vitro.

Biochem./physiol. Wirkung

Riboflavin serves as a precursor for the active enzyme cofactors riboflavin 5′-monophosphate (also called flavin mononucleotide or FMN) and flavin adenine dinucleotide (FAD). Riboflavin deficiency in the diet results in a well-defined syndrome known as ariboflavinosis, having symptoms including cheilosis, angular stomatitis, glossitis, keratitis, and seborrhoeic dermatitis. Riboflavin exhibits protective effects against tumor development and cardiovascular disease. Its deficiency often affects metabolism involving redox reactions. Riboflavin is found essential for iron absorption, gastrointestinal development, neurogenesis, corneal vascularization and corneal opacity.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

Antioxidant enzyme levels in the erythrocytes of riboflavin-deficient and Trichinella spiralis-infected rats
Tumkiratiwong P, et al.
The Southeast Asian Journal of Tropical Medicine and Public Health, 34(3), 480-485 (2003)
Riboflavin (vitamin B-2) and health
Powers Hilary J
American Journal of Clinical Nutrition, 77(6), 1352-1360 (2003)
Fiorella Colasuonno et al.
Antioxidants (Basel, Switzerland), 9(12) (2020-12-16)
Riboflavin transporter deficiency (RTD) is a childhood-onset neurodegenerative disorder characterized by sensorineural deafness and motor neuron degeneration. Since riboflavin plays key functions in biological oxidation-reduction reactions, energy metabolism pathways involving flavoproteins are affected in RTD. We recently generated induced pluripotent
Ying-Xin Zou et al.
CNS neuroscience & therapeutics, 18(10), 834-840 (2012-08-29)
To explore risk factors for stroke independent of hypertension and the relationship between riboflavin kinase (RFK) and stroke. Gene expression profiling in the brains of spontaneously hypertensive rats (SHR) and stroke-prone spontaneously hypertensive rats (SHRSP) was comparatively analyzed by gene
Zisis Gatzioufas et al.
Journal of refractive surgery (Thorofare, N.J. : 1995), 29(12), 846-848 (2013-10-31)
To investigate the effect of high-fluence corneal collagen cross-linking (CXL) with riboflavin and ultraviolet-A in the management of progressive keratoconus. Preliminary results from a prospective cohort study. Seven eyes from 7 patients with progressive keratoconus subjected to CXL were included.

Artikel

How riboflavin and othercell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies. The page introduces the in vitro chemistry and biochemistry of riboflavin.

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