A broad-spectrum bacterial efflux pump inhibitor
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Phe-Arg-βNA (hydrochloride)

Item No. 29511

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-phenylalanyl-N-2-naphthalenyl-L-argininamide, dihydrochloride
CAS Number
100929-99-5
Molecular Formula
C25H30N6O2 • 2HCl
Formula Weight
519.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 10mg/mLEthanol: 2mg/mLPBS (pH 7.2): 3mg/mL
λmax
245, 251 nm
SMILES
O=C(N[C@H](C(NC1=CC=C(C=CC=C2)C2=C1)=O)CCCNC(N)=N)[C@@H](N)CC3=CC=CC=C3.Cl.Cl
InChi Code
InChI=1S/C25H30N6O2.2ClH/c26-21(15-17-7-2-1-3-8-17)23(32)31-22(11-6-14-29-25(27)28)24(33)30-20-13-12-18-9-4-5-10-19(18)16-20;;/h1-5,7-10,12-13,16,21-22H,6,11,14-15,26H2,(H,30,33)(H,31,32)(H4,27,28,29);2*1H/t21-,22-;;/m0../s1
InChi Key
MRUMOHLDHMZGMS-IXOXMDGESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Cayman Chemical
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    Product Description

    Phe-Arg-βNA is a peptide broad-spectrum bacterial efflux pump inhibitor.1 It potentiates the activity of the fluoroquinolone antibiotic levofloxacin (Item No. 20382) against P. aeruginosa strains overexpressing the MexAB-OprM, MexCD-OprJ, or MexEF-OprN multidrug resistance efflux pumps (EC50s = 10 µg/ml for all) but is inactive against these strains when used alone (MICs = >512 µg/ml for all). Phe-Arg-βNA also increases the susceptibility of quinolone-resistant E. coli isolates to nalidixic acid (Item No. 19807).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lomovskaya, O., Warren, M.S., Lee, A., et al. Identification and characterization of inhibitors of multidrug resistance efflux pumps in Pseudomonas aeruginosa: Novel agents for combination therapy. Antimicrob. Agents Chemother. 45(1), 105-116 (2001).

    2. Sáenz, Y., Ruiz, J., Zarazaga, M., et al. Effect of the efflux pump inhibitor Phe-Arg-β-naphthylamide on the MIC values of the quinolones, tetracycline and chloramphenicol, in Escherichia coli isolates of different origin. J. Antimicrob. Chemother. 53(3), 544-545 (2004).