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70215

Sigma-Aldrich

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
Beilstein/REAXYS Number:
2207267
MDL number:
MFCD00016618
UNSPSC Code:
12352200
PubChem Substance ID:
329762349

form

crystals

Quality Level

100

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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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
GHS07

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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