A bacterial quorum-sensing molecule
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Cyclo(Phe-Pro)

Item No. 34758

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
hexahydro-3-(phenylmethyl)-pyrrolo[1,2-a]pyrazine-1,4-dione
CAS Number
14705-60-3
Synonyms
  • A-64863
  • Cyclo(phenylalanylprolyl)
  • cFP
Molecular Formula
C14H16N2O2
Formula Weight
244.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlEthanol: 1 mg/ml
SMILES
O=C1NC(CC2=CC=CC=C2)C(N3CCCC13)=O
InChi Code
InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)
InChi Key
QZBUWPVZSXDWSB-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $41

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    25 mg

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    50 mg

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    100 mg

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    Cayman Chemical
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    Product Description

    Cyclo(Phe-Pro) is a bacterial quorum-sensing molecule that has been found in V. cholerae.1 It enhances ToxR-dependent transcription of leuO, a DNA binding protein, and inhibits virulence factor production in V. cholerae. Cyclo(Phe-Pro) is an inhibitor of the interaction between retinoic acid-inducible gene I (RIG-I) and the ubiquitin ligase TRIM25.2 It increases the viral load in Huh7 cells infected with hepatitis C virus (HCV) when used at concentrations of 1, 2.5, and 5 mM. Cyclo(Phe-Pro) (50 mg/kg) reduces the expression of IFN-β induced by poly(I:C) and increases serum HCV titers in animal models of HCV infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bina, X.R., Taylor, D.L., Vikram, A., et al. Vibrio cholerae ToxR downregulates virulence factor production in response to cyclo(Phe-Pro). mBio 4(5), e00366-00313 (2013).

    2. Lee, W., Lee, S.-H., Kim, M., et al. Vibrio vulnificus quorum-sensing molecule cyclo(Phe-Pro) inhibits RIG-I-mediated antiviral innate immunity. Nat. Commun. 9(1), 1606 (2018).