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Merck
CN

70215

2,3-Naphthalenedicarboxaldehyde

suitable for fluorescence

Synonym(s):

NDA

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About This Item

Linear Formula:
C10H6(CHO)2
CAS Number:
7149-49-7
Molecular Weight:
184.19
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
329762349
MDL number:
MFCD00016618
Beilstein/REAXYS Number:
2207267
Form:
crystals

Key Documents

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Product Name

2,3-Naphthalenedicarboxaldehyde, suitable for fluorescence

InChI key

ZIPLKLQPLOWLTM-UHFFFAOYSA-N

SMILES string

[H]C(=O)c1cc2ccccc2cc1C([H])=O

InChI

1S/C12H8O2/c13-7-11-5-9-3-1-2-4-10(9)6-12(11)8-14/h1-8H

form

crystals

impurities

≤2% mono- and dicarboxylic acid (1H-NMR)

mp

131-133 °C (lit.)
132-135 °C

fluorescence

λex 420 nm; λem ~480 nm in 0.1 M borate pH 9.3 (after derivatization with glycine [~90 μM glycine, ~20 μM N-])

suitability

suitable for fluorescence

storage temp.

2-8°C

Quality Level

100

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Application

2,3-Naphthalenedicarboxaldehyde is used as a fluorescent labelling agent for quantification of Histamine in human immunoglobulin preparations. NAD is used as a derivatization agent for glutathione to quantify protein glutathionylation. It is a suitable reagent used for the development of fluorescence-based microtiter plate assay for γ-glutamylcyclotransferase.

Features and Benefits

NDA based fluorescent assays have the following benefits over O-Phthalaldehyde (OPA):

  • High Reaction rate.
  • High Fluorescence quantum yield.
  • No uncommon excitation wavelength.
  • No side reactions.

General description

2,3-Naphthalenedicarboxaldehyde, also known as NDA, is a novel fluorescent derivatization agent. The fluorescence max. excitation of NDA is in the range of 424 nm and max. emission is achieved at 484nm.

2,3-Naphthalenedicarboxaldehyde is a fluorescent derivatization agent of primary amines, amino acids, and small peptides. The reaction between the amino compounds and NDA results in highly fluorescent and stable derivative compounds.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9164
BCBN9885V

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P. de Montigny et al.
Analytical Chemistry, 59, 1096-1096 (1987)
An improved mechanism-based cross-linker for multiplexed kinase detection and inhibition in a complex proteome.
Kai Liu et al.
Chembiochem : a European journal of chemical biology, 9(12), 1883-1888 (2008-07-16)
Richard C Kevin et al.
Forensic toxicology, 37(1), 17-26 (2019-02-02)
The use of novel synthetic cannabinoids as intoxicants continues in spite of associated health risks. These compounds are typically smoked or vaporized, but many synthetic cannabinoids contain thermally labile chemical moieties. This study investigated the thermal stability six carboxamide-type synthetic
T. Ueda et al.
Analytical Chemistry, 63, 2979-2979 (1991)
Stéphanie Marchand et al.
Analytica chimica acta, 660(1-2), 158-163 (2010-01-28)
A simple and automated high performance liquid chromatography (HPLC) method for the separation and quantitative determination of gamma-glutamylcysteine and reduced glutathione (GSH) in wines is reported. This technique involves the use of a pre-column derivatization with 2,3-naphthalenedialdehyde (NDA), an isocratic
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