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Merck

R9504

(−)-Riboflavina

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

Sinonimo/i:

Lattoflavina, Vitamina B2, Vitamina G

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C17H20N4O6
Numero CAS:
Peso molecolare:
376.36
NACRES:
NA.75
PubChem Substance ID:
eCl@ss:
34058005
UNSPSC Code:
12352205
EC Number:
201-507-1
MDL number:
Beilstein/REAXYS Number:
97825
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biological source

Eremothecium ashbyii

Quality Segment

product line

BioReagent

assay

≥98%

form

powder

mol wt

Mw 376.36 g/mol

technique(s)

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

color

yellow to orange

mp

290 °C (dec.) (lit.)

solubility

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

storage temp.

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

InChI key

AUNGANRZJHBGPY-SCRDCRAPSA-N

General description

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.

Application

(-)-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 Actions

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.


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Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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