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R7649 Sigma-Aldrich

(−)-Riboflavin

meets USP testing specifications

Synonym: Lactoflavin, Vitamin B2, Vitamin G

  • CAS Number 83-88-5

  • Empirical Formula (Hill Notation) C17H20N4O6

  • Molecular Weight 376.36

  •  Beilstein/REAXYS Number 97825

  •  EC Number 201-507-1

  •  MDL number MFCD00005022

  •  eCl@ss 34058005

  •  PubChem Substance ID 24899397

  •  NACRES NA.21

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Properties

Related Categories Analytical/Chromatography, Biochemicals and Reagents, Core Bioreagents, Pharmacopoeia, Pharmacopoeia A-Z,
Quality Level   200
assay   98.0-102.0% dry basis
form   powder
color   dark yellow
mp   290 °C (dec.) (lit.)
suitability   meets USP testing specifications
Featured Industry   Pharmaceutical (small molecule)
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

Description

General description

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 study its antimicrobial effect in vitro, through ultraviolet light A (UVA) activation.It has also been used collagen coated surface of the polyethylene membrane for cross-linking astrocytes.

Packaging

1 kg in poly drum

500 g in poly drum

25, 100 g in glass bottle

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, 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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
1

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Single- & multi-channel pipettes from BRAND
Protocols & Articles

Articles

HPLC Analysis of an Energy Drink on Ascentis® Express HILIC (UV Detection)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of an Energy Drink on Ascentis® Express HILIC (UV Detection)
Keywords: Chromatography, Detection methods, High performance liquid chromatography, Separation, Vitamins

HPLC Analysis of an Energy Drink on Ascentis® Express HILIC, 10 cm (UV Detection)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of an Energy Drink on Ascentis® Express HILIC, 10 cm (UV Detection)
Keywords: Chromatography, High performance liquid chromatography

Related Content

Riboflavin in Cell Culture

Importance and uses of riboflavin in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Cell culture, Culture media, Lipid peroxidation, Metabolism, Oxidations, Peroxidations, Reductions, Solvents, Vitamins

Peer-Reviewed Papers
15

References

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