Roseoflavin

For research use only. Not for therapeutic Use.

  • CAT Number: R000409
  • CAS Number: 51093-55-1
  • Molecular Formula: C18H23N5O6
  • Molecular Weight: 405.40
  • Purity: ≥95%
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Roseoflavin(Cat No.:R000409)is a naturally occurring riboflavin analog produced by some Streptomyces species, known for its antimicrobial properties. It acts as an inhibitor of flavin-dependent enzymes, disrupting key metabolic processes in bacteria, fungi, and other microorganisms. Due to its ability to interfere with riboflavin metabolism, Roseoflavin is particularly valuable in studies on bacterial resistance and riboflavin biosynthesis pathways. Additionally, it serves as a useful tool in research focused on gene regulation through riboswitches, aiding in the development of potential new antibiotics and therapeutic strategies targeting microbial infections.


Catalog Number R000409
CAS Number 51093-55-1
Synonyms

8-Demethyl-8-(dimethylamino)riboflavin; 8-Dimethylaminoriboflavin; Roseoflavine;

Molecular Formula C18H23N5O6
Purity ≥95%
Storage -20°C
IUPAC Name 8-(dimethylamino)-7-methyl-10-(2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4-dione
InChI InChI=1S/C18H23N5O6/c1-8-4-9-11(5-10(8)22(2)3)23(6-12(25)15(27)13(26)7-24)16-14(19-9)17(28)21-18(29)20-16/h4-5,12-13,15,24-27H,6-7H2,1-3H3,(H,21,28,29)
InChIKey IGQLDUYTWDABFK-UHFFFAOYSA-N
SMILES CC1=CC2=C(C=C1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O
Reference

Roseoflavin, a new antimicrobial pigment from Streptomyces. Otani S. et al. J. Antibiot. 1994, 27, 86.<br/><br/>The bifunctional flavokinase/flavin adenine dinucleotide synthetase from Streptomyces davawensis produces inactive flavin cofactors and is not involved in resistance to the antibiotic roseoflavin. Grill S. et al. J. Bacteriol. 2008, 190, 1546.<br/><br/>Riboswitches as antibacterial drug targets Blount K.F. &amp; Breaker R.R.: Nat. Biotechnol. 2006, 24, 1558.</span></p>

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