70215

2,3-Naphthalindicarboxaldehyd

suitable for fluorescence

• Synonym(e): NDA
• Lineare Formel: C₁₀H₆(CHO)₂
• CAS-Nummer: 7149-49-7
• Molekulargewicht: 184.19
• UNSPSC Code: 12352108
• NACRES: NA.32
• PubChem Substance ID: 329762349
• MDL number: MFCD00016618
• Beilstein/REAXYS Number: 2207267
• Form: crystals

Eigenschaften

• form: crystals
• Quality Segment: 100
• impurities: ≤2% mono- and dicarboxylic acid (¹H-NMR)
• mp: 131-133 °C (lit.), 132-135 °C
• fluorescence: λ_ex 420 nm; λ_em ~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

Beschreibung

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.[1]

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.[1] NAD is used as a derivatization agent for glutathione to quantify protein glutathionylation.[2] It is a suitable reagent used for the development of fluorescence-based microtiter plate assay for γ-glutamylcyclotransferase.[3]

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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves