5178-05-2

Usage

Uses

Used in Biochemistry and Molecular Biology Research:
8-Amino-8-Demethylriboflavin is used as a fluorescent dye for various applications in biochemistry and molecular biology, such as labeling biomolecules and visualizing cellular processes. Its fluorescent properties allow for the tracking and analysis of biological molecules in a non-invasive manner, facilitating research in these fields.
Used in Pharmaceutical Applications:
8-Amino-8-Demethylriboflavin is used as a therapeutic agent for the treatment of riboflavin deficiency and related disorders. Its role in addressing deficiencies underscores its importance in maintaining proper metabolic function and overall health.
Used in Antioxidant Formulations:
Due to its antioxidant properties, 8-Amino-8-Demethylriboflavin is used in formulations aimed at combating oxidative stress and related health conditions. Its potential to protect against oxidative damage makes it a candidate for inclusion in health supplements and therapeutic interventions targeting oxidative stress-related diseases.

InChI:InChI=1/C16H19N5O6/c1-6-2-8-9(3-7(6)17)21(4-10(23)13(25)11(24)5-22)14-12(18-8)15(26)20-16(27)19-14/h2-3,10-11,13,22-25H,4-5,17H2,1H3,(H,20,26,27)/t10-,11+,13-/m0/s1

Upstream product

• 50-69-1 D-ribose 
• 119-32-4 4-Methyl-3-nitroanilin 
• 51093-55-1 ¹⁴N₅-roseflavin 
• 87-39-8 violuric acid 

Downstream Products

• 62746-55-8 8-methylamino-8-demethyl-riboflavin 

Relevant academic research and scientific papers

A Remarkable Oxidative Cascade That Replaces the Riboflavin C8 Methyl with an Amino Group during Roseoflavin Biosynthesis

Roseoflavin is a naturally occurring riboflavin analogue with antibiotic properties. It is biosynthesized from riboflavin in a reaction involving replacement of the C8 methyl with a dimethylamino group. Herein we report the identification of a flavin-dependent enzyme that converts flavin mononucleotide (FMN) and glutamate to 8-amino-FMN via the intermediacy of 8-formyl-FMN. A mechanistic proposal for this remarkable transformation is proposed.

FLAVIN DERIVATIVES

The present invention relates novel flavin derivatives and other flavin derivatives, their use and compositions for use as riboswitch ligands and/or anti-infectives. The invention also provides method of making novel flavin derivatives.

Photo-degradation behaviour of roseoflavin in some aqueous solutions

An absorption and emission spectroscopic characterization of roseoflavin (8-dimethylamino-8-demethyl-riboflavin, RoF) in aqueous solutions was carried out. The studies were concentrated on roseoflavin in pH 8 phosphate buffer. Absorption cross-section spectra, fluorescence excitation spectra, fluorescence quantum distributions, fluorescence quantum yields and fluorescence lifetimes were determined. The fluorescence of RoF is quenched by photo-induced intra-molecular charge-transfer at room temperature. The photo-degradation of RoF in un-buffered water, in Tris-HCl buffer, and in phosphate buffer was studied. Phosphate buffer and to a smaller extent Tris buffer catalyse the RoF photo-degradation. Photo-excitation of the primary photoproduct, 8-methylamino-riboflavin (8-MNH-RF), enhanced the RoF degradation by triplet 8-MNH-RF - singlet RoF excitation transfer with subsequent triplet-state RoF degradation.