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70215

Sigma-Aldrich

2,3-Naphthalenedicarboxaldehyde

suitable for fluorescence

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Synonym(s):
NDA
Linear Formula:
C10H6(CHO)2
CAS Number:
Molecular Weight:
184.19
Beilstein/REAXYS Number:
2207267
MDL number:
PubChem Substance ID:

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

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

InChI key

ZIPLKLQPLOWLTM-UHFFFAOYSA-N

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1 of 4

This Item
N9158N590879760
vibrant-m

70215

2,3-Naphthalenedicarboxaldehyde

vibrant-m

N9158

N-(NBD-Aminolauroyl)ceramide

vibrant-m

N5908

N-(NBD-Aminocaproyl)sphinganine

vibrant-m

79760

Phthaldialdehyde

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

mp

131-133 °C (lit.), 132-135 °C

mp

-

mp

-

mp

54-56 °C

form

crystals

form

solid

form

solid

form

solid

impurities

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

impurities

-

impurities

-

impurities

≤0.5% phthalic acid

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-])

fluorescence

-

fluorescence

-

fluorescence

λex 334 nm; λem 455 nm (Thiol Adduct), λex 340 nm; λem 450 nm in reaction buffer (with glycine)

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.

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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