A fluorescent probe
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Isomer(s)
161227-Ethoxyresorufin
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N-(2-hydroxyethyl)-Naphthalimide

Item No. 17567

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2-hydroxyethyl)-1H-benz[de]isoquinoline-1,3(2H)-dione
CAS Number
5450-40-8
Synonyms
  • N-(2-hydroxyethyl)-1,8-Naphthalimide
  • NSC 11547
Molecular Formula
C14H11NO3
Formula Weight
241.2
Purity
≥95%
Emission
366-378 nm
Excitation
330-333, 344-347 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
212, 234, 332 nm
SMILES
O=C(C1=CC=CC2=C1C3=CC=C2)N(CCO)C3=O
InChi Code
InChI=1S/C14H11NO3/c16-8-7-15-13(17)10-5-1-3-9-4-2-6-11(12(9)10)14(15)18/h1-6,16H,7-8H2
InChi Key
XKPZHSCHHBRGLY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    Product Description

    N-(2-hydroxyethyl)-Naphthalimide is an N-substituted 1,8-naphthalimide used as a fluorescent probe and as a precursor for protection of amine groups.1 It is used to detect nucleic acids and their precursors, which quench the fluorescence of N-(2-hydroxyethyl)-naphthalimide.2 Nucleic acids quench the fluorescence most strongly followed by nucleosides and nucleobases, of which purine bases quench more strongly than pyrimidine bases. N-(2-hydroxyethyl)-Naphthalimide is electroactive and forms adducts with 1,3-dihydroxy benzene and 1,3,5-trihydroxybenzene.1 N-(2-hydroxyethyl)-Naphthalimide displays excitation spectra of 330-333 and 344-347 nm with emission spectra of 366-378 nm in solvents of varying polarities, with a higher Stokes shift in less polar solvents.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Barooah, N., Tamuly, C., and Baruah, J.B. Synthesis, characterization of few N-substituted 1,8-naphthalimide derivatives and their copper(II) complexes. J. Chem. Sci. 117(2), 117-122 (2005).

    2. Li, H.-T., Jiang, Z.-Q., Zheng, J., et al. A novel 1,8-naphthalimide probe: Synthesis and interactions with nucleic acid and its precursor. Res. Chem. Intermed. 32(1), 43-57 (2006).

    3. Prezhdo, O.V., Uspenskii, B.V., Prezhdo, V.V., et al. Synthesis and spectral-luminescent characteristics of N-substituted 1,8-naphthalimides. Dyes Pigm. 72(1), 42-46 (2007).