70215

Sigma-Aldrich

2,3-Naphthalenedicarboxaldehyde

suitable for fluorescence

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

Quality Level

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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Packaging

500 mg in poly tube
100 mg in poly bottle

Application

Fluorogenic derivatizing agent for amines. NDA conjugates are more stable with stronger fluorescence (λEx 420 nm, λEm 490 nm) than phthaldialdehyde (OPA) conjugates.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

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

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Yu Hui et al.
Electrophoresis, 33(12), 1911-1920 (2012-06-29)
Asymmetric dimethylarginine (ADMA) is an inhibitor of nitric oxide synthase and a risk factor for cardiovascular events. We have developed a new derivatization method to enable baseline separation of the regio-isomers, ADMA, and symmetric dimethylarginine (SDMA), within 15 min on...
S.M. Lunte et al.
LC-GC, 7, 908-908 (1989)
Sushma Lamba et al.
Analytica chimica acta, 614(2), 190-195 (2008-04-19)
A simple and sensitive liquid chromatographic method has been developed for the determination of low molecular weight aliphatic amines after their pre-column derivatization with naphthalene-2,3-dicarboxaldehyde (NDA). Derivatization conditions, including the NDA concentration, reaction pH and reaction time have been investigated...
Automated precolumn derivatization of amino acids, small peptides, brain amines and drugs with primary amino groups for reversed-phase high-performance liquid chromatography using naphthalenedialdehyde as the fluorogenic label.
H Koning et al.
Journal of chromatography, 533, 171-178 (1990-11-30)
O Yassine et al.
Analytica chimica acta, 609(2), 215-222 (2008-02-12)
In this work, we developed a PDMS electrophoresis device able to carry out on-chip derivatization and quantification of amino acids (AAs) using naphthalene-2,3-dicarboxaldehyde (NDA) as a fluorogenic agent. A chemical modification of the PDMS surface was found compulsory to achieve...

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