Antibiotic analog of riboflavin
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Roseoflavin

Item No. 16001

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-demethyl-8-(dimethylamino)-riboflavin
CAS Number
51093-55-1
Synonyms
  • 8-Dimethylaminoriboflavin
Molecular Formula
C18H23N5O6
Formula Weight
405.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.3 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
219, 259, 491 nm
SMILES
O=C(C1=NC2=CC(C)=C(N(C)C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C1=N3)NC3=O
InChi Code
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)/t12-,13+,15-/m0/s1
InChi Key
IGQLDUYTWDABFK-GUTXKFCHSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Roseoflavin is an analog of flavin mononucleotide (FMN) and riboflavin that is synthesized by the soil bacterium S. davawensis and possesses antimicrobial activity.1 It has been shown to bind directly to FMN riboswitch aptamers (KD = ~100 nM), downregulating the expression of genes responsible for the synthesis and transport of riboflavin.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Langer, S., Hashimoto, M., Hobl, B., et al. Flavoproteins are potential targets for the antibiotic roseoflavin in Escherichia coli. J. Bacteriol. 195(18), 4037-4045 (2013).

    2. Lee, E.R., Blount, K.F., and Breaker, R.R. Roseoflavin is a natural antibacterial compound that binds to FMN riboswitches and regulates gene expression. RNA Biol. 6(2), 187-194 (2009).