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R7649

Sigma-Aldrich

(−)-Riboflavin

meets USP testing specifications

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Synonym(s):
Lactoflavin, Vitamin B2, Vitamin G
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

Agency

USP/NF
meets USP testing specifications

Quality Level

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

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This Item
R9504R4500PHR1054
(−)-Riboflavin meets USP testing specifications

Sigma-Aldrich

R7649

(−)-Riboflavin

(−)-Riboflavin BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98%

Sigma-Aldrich

R9504

(−)-Riboflavin

(−)-Riboflavin from Eremothecium ashbyii, ≥98%

Sigma-Aldrich

R4500

(−)-Riboflavin

Riboflavin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1054

Riboflavin

form

powder

form

powder

form

powder

form

-

color

dark yellow

color

yellow to orange

color

yellow to orange

color

-

mp

290 °C (dec.) (lit.)

mp

290 °C (dec.) (lit.)

mp

290 °C (dec.) (lit.)

mp

290 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

application(s)

-

application(s)

-

application(s)

cleaning products
cosmetics
food and beverages
personal care
pharmaceutical (small molecule)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

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.

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

11 - 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

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Customers Also Viewed

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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
Mechanical stretching elevates peptidyl arginine deiminase 2 expression in astrocytes
Algeciras ME, et al.
Current Eye Research, 33(11-12), 994-1001 (2008)
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)
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
Photochemical eradication of methicillin-resistant Staphylococcus aureus by blue light activation of riboflavin
Makdoumi K, et al.
Acta Ophthalmologica, 95(5), 498-502 (2017)

Articles

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.

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