(−)-Riboflavin
SIGMA/R9504 - BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98%
Synonym: Lactoflavin; Vitamin B2; Vitamin G
CAS Number: 83-88-5
Empirical Formula (Hill Notation): C17H20N4O6
Molecular Weight: 376.36
EC Number: 201-507-1
MDL Number: MFCD00005022
Linear Formula: C17H20N4O6
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: R9504-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: R9504-25G
| assay | ≥98% |
| biological source | Eremothecium ashbyii |
| color | yellow to orange |
| form | powder |
| InChI | 1S/C17H20N4O6/c1-7-3-9-10 |
| InChI key | AUNGANRZJHBGPY-SCRDCRAPSA |
| mol wt | Mw 376.36 g/mol |
| mp | 290 °C (dec.) (lit.) |
| product line | BioReagent |
| Quality Level | 200  |
| SMILES string | CC1=C(C)C=C(N(C[C@H](O)[C |
| solubility | 0.1 M NaOH: 10 mg/mL, clear, yellow to orange |
| storage temp. | room temp |
| technique(s) | cell culture | insect: suitable |
| cell culture | mammalian: suitable |
| 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. |
| 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. |
| Packaging: | 25, 100 g in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% |
| mp | 290 °C (dec.) (lit.) |
| Storage Temp. | room temp |
| UNSPSC | 12352205 |