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Naphthalene-2,3-Dicarboxaldehyde (CAS 7149-49-7)

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Alternate Names:
NDA
Application:
Naphthalene-2,3-Dicarboxaldehyde is a useful derivation reagent
CAS Number:
7149-49-7
Molecular Weight:
184.18
Molecular Formula:
C12H8O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Naphthalene-2,3-Dicarboxaldehyde, also known as 2,3-Naphthalenedicarboxaldehyde, is used in the derivation of amino acids, small peptides, and primary amines. This compound finds use as a fluorescent probe in cell imaging and as a marker for detecting proteins and other biomolecules. An advantageous characteristic of 2,3-Naphthalenedicarboxaldehyde is its strong nucleophilic nature, enabling it to form covalent bonds with electrophiles such as carbonyl compounds. This property makes it valuable in organic synthesis. Additionally, it acts as an electron-withdrawing group, facilitating the creation of electron-deficient compounds.


Naphthalene-2,3-Dicarboxaldehyde (CAS 7149-49-7) References

  1. A comparison of fluorescamine and naphthalene-2,3-dicarboxaldehyde fluorogenic reagents for microplate-based detection of amino acids.  |  Bantan-Polak, T., et al. 2001. Anal Biochem. 297: 128-36. PMID: 11673879
  2. Method of intracellular naphthalene-2,3-dicarboxaldehyde derivatization for analysis of amino acids in a single erythrocyte by capillary zone electrophoresis with electrochemical detection.  |  Dong, Q., et al. 2002. J Chromatogr A. 959: 269-79. PMID: 12141553
  3. High-performance liquid chromatographic assay of asymmetric dimethylarginine, symmetric dimethylarginine, and arginine in human plasma by derivatization with naphthalene-2,3-dicarboxaldehyde.  |  Marra, M., et al. 2003. Anal Biochem. 318: 13-7. PMID: 12782025
  4. Analysis of the stability of amino acids derivatized with naphthalene-2,3-dicarboxaldehyde using high-performance liquid chromatography and mass spectrometry.  |  Manica, DP., et al. 2003. Anal Biochem. 322: 68-78. PMID: 14705782
  5. Enantiomeric separation of naphthalene-2,3-dicarboxaldehyde derivatized DL-3,4-dihydroxyphenylalanine and optical purity analysis of L-3,4-dihydroxyphenylalanine drug by cyclodextrin-modified micellar electrokinetic chromatography.  |  Shen, J. and Zhao, S. 2004. J Chromatogr A. 1059: 209-14. PMID: 15628143
  6. Comparative study on the use of ortho-phthalaldehyde, naphthalene-2,3-dicarboxaldehyde and anthracene-2,3-dicarboxaldehyde reagents for alpha-amino acids followed by the enantiomer separation of the formed isoindolin-1-one derivatives using quinine-type chiral stationary phases.  |  Gyimesi-Forrás, K., et al. 2005. J Chromatogr A. 1083: 80-8. PMID: 16078691
  7. New high-performance liquid chromatographic method for sensitive determination of pheomelanin in biological materials by precolumn fluorescence derivatization with naphthalene-2,3-dicarboxaldehyde.  |  Yang, Q., et al. 2007. J Chromatogr A. 1146: 23-31. PMID: 17316662
  8. Reaction of naphthalene-2,3-dicarboxaldehyde with enkephalins for LC-fluorescence and LC-MS analysis: conformational studies by molecular modeling and H/D exchange mass spectrometry.  |  Lacroix, M., et al. 2007. J Am Soc Mass Spectrom. 18: 1706-13. PMID: 17689094
  9. Determination of aliphatic amines by high-performance liquid chromatography-amperometric detection after derivatization with naphthalene-2,3-dicarboxaldehyde.  |  Lamba, S., et al. 2008. Anal Chim Acta. 614: 190-5. PMID: 18420050
  10. Fluorogenic derivatization of peptides with naphthalene-2,3-dicarboxaldehyde/cyanide: optimization of yield and application in the determination of leucine-enkephalin spiked human plasma samples.  |  de Montigny, P., et al. 1990. J Pharm Biomed Anal. 8: 419-29. PMID: 2081203
  11. Study of the naphthalene-2,3-dicarboxaldehyde pre-column derivatization of biogenic mono- and diamines in mixture and fluorescence-HPLC determination.  |  Zotou, A. and Notou, M. 2012. Anal Bioanal Chem. 403: 1039-48. PMID: 22101461
  12. Determination of dopamine, norepinephrine, and related trace amines by prechromatographic derivatization with naphthalene-2,3-dicarboxaldehyde.  |  Kawasaki, T., et al. 1989. Anal Biochem. 180: 279-85. PMID: 2510545
  13. Sensitivity enhancement in the fluorometric determination of aliphatic amines using naphthalene-2,3-dicarboxaldehyde derivatization followed by vortex-assisted liquid-liquid microextraction.  |  Wang, CY., et al. 2016. Talanta. 152: 475-81. PMID: 26992544
  14. Optimized derivatization of primary amines with the fluorogenic reagent naphthalene-2,3-dicarboxaldehyde toward reproducible quantitative analysis in biological systems.  |  Gonzalez Quevedo, P., et al. 2023. Anal Bioanal Chem.. PMID: 36609859
  15. Selective fluorogenic derivatization of a peptide nucleic acid trimer with naphthalene-2,3-dicarboxaldehyde.  |  Nerurkar, MM., et al. 1997. J Pharm Biomed Anal. 15: 945-50. PMID: 9160260

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Naphthalene-2,3-Dicarboxaldehyde, 100 mg

sc-215535
100 mg
$133.00