Merck
All Photos(6)

R7649

Sigma-Aldrich

(−)-Riboflavin

meets USP testing specifications

Synonym(s):
Vitamin G, Vitamin B2, Lactoflavin
Empirical Formula (Hill Notation):
C17H20N4O6
CAS Number:
Molecular Weight:
376.36
Beilstein:
97825
EC Number:
MDL number:
eCl@ss:
34058005
PubChem Substance ID:
NACRES:
NA.21

Quality Level

Agency

USP/NF
meets USP testing specifications

assay

98.0-102.0% dry basis

form

powder

color

dark yellow

mp

290 °C (dec.) (lit.)

application(s)

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

Related Categories

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
25, 100 g in glass bottle
500 g in poly drum

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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

N Kotowicz et al.
Beneficial microbes, 10(7), 759-771 (2020-01-23)
Bacillus species are becoming increasingly relevant for use as probiotics or feed additives where their heat stability can ensure survival in the food matrix or enable long-term storage at ambient temperature. Some Bacillus species are pigmented and in this study
Graciely Gomes Correa et al.
Data in brief, 31, 105736-105736 (2020-06-09)
Modular and tuneable genetic tools for Metabolic Engineering fuels the development of chassis for the efficient production of biocompounds at industrial scale. We have constructed an autoinduction device for gene expression in Bacillus subtilis based on the LuxR/I quorum sensing
Mechanical stretching elevates peptidyl arginine deiminase 2 expression in astrocytes
Algeciras ME, et al.
Current Eye Research, 33(11-12), 994-1001 (2008)
Photochemical eradication of methicillin-resistant Staphylococcus aureus by blue light activation of riboflavin
Makdoumi K, et al.
Acta Ophthalmologica, 95(5), 498-502 (2017)
Evaluation of antibacterial efficacy of photo-activated riboflavin using ultraviolet light (UVA)
Makdoumi K, et al.
Graefe'S Archive For Clinical and Experimental Ophthalmology = Albrecht Von Graefes Archiv Fur Klinische Und Experimentelle Ophthalmologie, 248(2), 207-212 (2010)

Articles

Riboflavin in Cell Culture

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service