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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

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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Verwandte Kategorien

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)


Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Riboflavin (vitamin B-2) and health
Powers Hilary J
American Journal of Clinical Nutrition, 77(6), 1352-1360 (2003)
Chia-An Yen et al.
eLife, 9 (2020-02-06)
Exposure to environmental stress is clinically established to influence male reproductive health, but the impact of normal cellular metabolism on sperm quality is less well-defined. Here we show that impaired mitochondrial proline catabolism, reduces energy-storing flavin adenine dinucleotide (FAD) levels
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
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)
Dalia G Said et al.
Ophthalmology, 121(7), 1377-1382 (2014-03-01)
To investigate the efficacy and safety of corneal collagen cross-linking (CXL) with photoactivated riboflavin (photoactivated chromophore for infectious keratitis [PACK]-CXL) in the management of infectious keratitis with corneal melting. Prospective clinical trial. Forty eyes from 40 patients with advanced infectious

Artikel

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

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