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SML1685

Sigma-Aldrich

Ribocil-C

≥98% (HPLC)

Synonym(s):

2-[(3S)-1-[[1-(2-Pyrimidinyl)-1H-imidazol-4-yl]methyl]-3-piperidinyl]-6-(2-thienyl)-4(3H)-pyrimidinone

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About This Item

Empirical Formula (Hill Notation):
C21H21N7OS
CAS Number:
Molecular Weight:
419.50
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1NC([C@@]2([H])CCCN(CC3=CN(C4=NC=CC=N4)C=N3)C2)=NC(C5=CC=CS5)=C1

Biochem/physiol Actions

Ribocil-C is a potent inhibitor of bacterial riboflavin riboswitches. Riboswitches are cis regulatory elements present in non-coding RNA that specifically bind to natural ligands to regulate gene expression. Ribocil-C blocks the flavin mononucleotide riboswitch-mediated expression of the ribB gene, which is required for riboflavin biosynthesis, with an IC50 value of 23 nM. Ribocil-C inhibited bacterial cell growth of E. coli MB5746 and bacterial burden in a mouse E. coli septicaemia model of infection.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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